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Sweet Polly Oliver

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A female character dresses up as a man to accomplish some end. Often becomes a variant of the Jackie Robinson Story. The sports version is especially popular in children's media, since it allows for an Anviliciously contemptuous boys' team for the heroine to win over with her talents.
Named for the old, old folk song "Sweet Polly Oliver" (quoted above), in which a woman disguises herself as a man so she can join the army and follow her soldier lover. However, the trope predates the name, going back further to The Ballad of Mulan, a 5th-6th century AD Chinese legend. And of course, women disguising themselves as men in order to join the military has happened time and again throughout history, for any number of reasons — a deeply held desire to do so, a living in times when there was no other way to support herself, even getting away from a terrible situation at home.
A Transgender man might be mistaken for a Sweet Polly Oliver. It can be difficult to tell if a Real Life Sweet Polly Oliver was actually trans if they never made a statement on their own gender.
If a girl dresses like that all the time, she might be a Wholesome Crossdresser. Sometimes the audience (or a character) doesn't know this at first, and is surprised to find out Samus Is a Girl.
Contrast with Harmless Lady Disguise, Moustache de Plume, and Disguised in Drag; is a type of She Is the King (Type 1, to be specific). Some men may subconsciously see through this, and become Sweet on Polly Oliver. Since, in most cultures, she needs a new name, may occasion a Meaningful Rename. Not to be confused with Bifauxnen. If employing this trope allows a female character to be the first of her gender to achieve something, she's Breaking the Glass Ceiling (or sneaking past it, anyway).
Many times when this is done in film and TV, the actress playing the crossdressing character rarely does a convincing job (see Hollywood Homely), requiring Suspension of Disbelief on the part of the audience that the other characters encountering her really believe she is male. On the other hand, quite a few women really did get away with this surprisingly easily in the past, which The Folklore of Discworld phrases as:
To make it easier for the audience to believe that Sweet Polly Oliver passes for male, she'll often be tall and lack curves. If she begins crossdressing at a young age, she might worry about it being harder to pass when she goes through puberty.
As a type of Weirdness Censor, the human mind will simply ignore small details that could give the ruse away, once it has classified a person as either male or female. And in societies in which male and female gender roles are clearly separated with no room for overlaps, this effect would be even stronger, as the idea of meeting a cross-dresser would be even more inconceivable than it is today.
You can listen to the full version of the song here.
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Albert Nobbs: Albert and Hubert are both biologically female though living as men, with male clothing, for work. However, one or both could be transgender, it isn't clarified.
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In the Victorian sections of the Sherlock episode "The Abominable Bride", Molly Hooper's counterpart is still The Coroner, but is wearing a false moustache to do it.
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The Beatryce Prophecy: In a land where it is illegal to teach girls to read or write, a mysterious young girl, wracked with fever, is found at the monastery of the Order of the Chronicles of Sorrowing. All she remembers about herself is her name: Beatryce. To protect Beatryce, who can read and write, Brother Edik cuts off her hair, disguises her as a boy, and lets her stay at the monastery.
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In Zoey 101, Lola dresses up as Steve to prove the boys that there's no biological reason they can't act normal when there is a girl around.
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Juliet Fiamatta Asto Capulet in Romeo × Juliet dresses as a boy named Odin to disguise her connection to the Capulet family line, as the last surviving member is known to be female. After Juliet learns of her heritage, she's allowed to wear dresses and let her hair down when she's in the Capulet headquarters and away from intruders, and she takes it on stride. (Then again, when she pulled a Recursive Crossdressing stunt at the start, she did like wearing a fancy gown.) And once Juliet's identity is revealed to the public and everyone knows who she truly is, she just doesn't bother with disguises anymore and wears either simple dresses or tomboyish clothes depending on the situation.
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Rose Daughter, a retelling of "Beauty and the Beast" by Robin McKinley, has Beauty's sister Lionheart disguise herself as a boy so she can get a job and help support her father and sisters. This somewhat confuses their new neighbors, who are quite sure that when the family moved in there were three daughters rather than two daughters and a son, but they shrug it off and go about their lives.
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Disney Kingdoms: In "Big Thunder Mountain Railroad", Abigail disguises herself as a man to infiltrate the mine.
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Wonder Woman (1942):
Byrna Brilyant's Blue Snowman suit makes her look like an older overweight gentleman and thus acts as a very thorough disguise. Modern portrayals give the character an Ambiguous Gender Identity, or directly say they're gender-fluid.
Maru binds her chest, wears baggy clothes and a masculine mask in her Dr. Poison disguise.
Hypnota disguises themself as a man for their stage shows, but has an Ambiguous Gender Identity as their identical twin sister usually refers to them with male pronouns, they themselves switch between male and female pronouns and after their sex is revealed they wear their mustache and goatee but do nothing to hide their female figure.
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Clone High: The Joan of Arc clone disguises herself as "John Dark" ("Jeanne d'Arc") to join the hoops team, to give them a fighting chance against their rivals. The whole thing backfires when Abe hates John, and so in respect of Abe, "he" keeps passing the ball to him, even though "he" could probably score "himself"; so they end up being pummelled again, and don't even score until the last second of the game... which fortunately helps the principal win a bet.
The whole thing is mocked in a leaked production piece; apparently a future storyline had Joan becoming prom queen. The position of Prom King was given to basketball star John Dark. She ends up awkwardly dancing by herself during the prom royalty dance.
This is actually based on her historical actions, although the real Joan made no secret of her gender and wore male clothing just because it was more practical.
Although it's a pretty safe bet that the real-life Joan's army had no dolphins disguised as people.
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Rascals: In order to keep her promise with Jazmin's feelings, Shiro disguises herself as a man. It is revealed on this page here.
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The Witchlands: Merik initially thinks that Cam is a girl who masquerades as a boy so that she could enlist in the Navy. Turns out not to be the case, as Cam's a transgender boy.
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Shall We Date?: Ninja Shadow has Saori Shishido, a bifauxnen Player Character whose girly-looking twin brother Kaname, is murdered. She then takes up his identity and rooms in with an all-male Vigilante Man group that her brother was supposed to join (who are totally not a ninja version of The Shinsengumi), determined to punish his killer and get help from the Vigilantes for her and Kaname's village, which is going through hard times. Her disguise is actually good enough that the Vigilantes often ask her to dress up as a girl because they believe she's a girly-looking young man.
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The Three Musketeers: This turns out to be what Aramis is doing, having disguised herself as male so that she could be a musketeer.
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Lost Love in Times:
Qing Chen disguises herself as a male soldier to escape notice.
Duo Xia pretends to be a man when she challenges Yuan Ling to a duel.
Ming Yan dresses as a man while pretending to be Mo Bu Ping's student.
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In One Corpse Too Many, the second Brother Cadfael mystery by Ellis Peters, Godith Adeny (daughter of Fulk Adeny, foe of King Stephen of England) does this by dressing like a novice monk to prevent capture by the king, which would have caused her to be held for ransom. Cadfael deduces who she is quite quickly in the book. In the TV show of the book, he sees through her disguise instantly. As does the audience.
In a later novel, done again by "Brother" Fidelis, and this time the ruse is successful. Even Cadfael is completely fooled until almost the very end of the eleventh book, An Excellent Mystery.
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In She's the Man (a modern-day retelling of William Shakespeare's Twelfth Night, mentioned below), the main character disguised herself as a boy so that she could play soccer after the girl's team was canceled.
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In GO-GO Tamagotchi! episode 40, Himespetchi wants to follow her crush Mametchi when he gets to audition in a television show. To do this, she masquerades as a boy named Himeboytchi to get a role as a male lead character.
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Bloody Jack is a young adult novel about a London orphan girl who joins the Royal Navy as a ship's boy. Risky, but much more attractive than dying of starvation. This causes problems both comedic and poignant when she falls in love with a fellow ship's boy, thinks she's dying when she gets her period and has nobody to ask about it, etc. It has several sequels, and the character sometimes reverts to this trope in a pinch, even though by then she's filled out a little more and presumably no longer looks like an androgynous eleven-year-old. People still buy it, though.
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In Tokyo Ghoul :Re, it is eventually revealed that Kanae von Rosewald is actually a woman that has spent the last decade living as a man. She adopted her male identity because of the deaths of her brothers, believing it was her responsibility to carry on the family legacy in their stead. Though it seems to be an Open Secret, the man she loves is oblivious and she persists in hiding it from him. Just before her death, she confesses her true feelings and Shuu finally calls her by her real name, Karren. She sacrifices herself to save him, and thinks how painful it was to live that way and how happy she is to be able to die as herself.
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Ranma ½:
Akane disguises herself as a boy in order to battle the Yamata no Orochi without being eaten as the beast loves the taste of women.
Ranma's Unlucky Childhood Friend Ukyou "gave up" her femininity and passed herself off as a male (to the point of attending a boys-only school) after Genma and Ranma ran out on her marriage arrangement. Once her ruse is discovered, however, she quickly abandons the pose and crosses over into Wholesome Crossdresser territory (but only at school, her "civilian clothes" are all feminine even if she still acts boyishly); later that season (in the anime only) she even abandons that once, causing all of the boys at Furinkan High to wonder who the "cute girl" is. She wears the girl's uniform at least once after that (and lampshades it, naturally). She also attracts some cross-dressers of the opposite sex (other than Ranma), namely Tsubasa and Konatsu.
Subverted when Ranma is locked in his female form by Cologne and he has to resort to disguising as a boy in order to fight Mousse. Disguise doesn't help him with his inferior feminine physique, though.
Inverted by Ranma on occasion, who uses his girl half to get snacks. Both because it's easier to score freebies as a cute girl, and because it would be unmanly for a boy to pig out on sweets.
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Basara: The story takes place in a future Japan, reduced to a barren desert by a catastrophe at the end of the 21st century. The main character is Sarasa, a girl whose twin brother, Tatara, is prophesied to be the "child of destiny" who will bring back the country's independence and stop the tyrannical rule of the Empire, namely the Red King. When Tatara is killed, Sarasa pretends to be him in order to keep the downtrodden from losing hope.
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In Kaze Hikaru, the main character Tominaga Sei disguises herself as a male swordsman after the murder of her family to avenge herself on their killers, and ends up joining The Shinsengumi.
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Kiri in the manga Never Give Up poses as a male model so she can stay close to her neighbor and love interest, Tohya. It helps a lot that Kiri already looked just like her dad, who was a model too.
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By day Cybersix disguises herself as a male high school teacher.
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 Cybersix
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Miss Fisher's Murder Mysteries: The Victim of the Week in "Murder and the Maiden" is a nurse who has adopted the identity of an institutionalized RAAF officer in order to fly.
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 Miss Fisher's Murder Mysteries
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Tipping the Velvet (2002): Due to her work as a male impersonator, Nan is an expert at this. After leaving that work, she first dons a male outfit to avoid street harassment from men, then after she gets hit on by gay men keeps doing it for sex work.
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 Tipping the Velvet (2002)
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TaleSpin has a gender inversion - Higher for Hire's business is suffering because its boss is female, so Baloo decides to enter an air scavenger hunt. In order to do so, he needs someone to sponsor him, but only an all-female aviation club will sponsor Higher for Hire, so he disguises himself as a lady.
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What's New? with Phil and Dixie: Timothy Peter Hugo Stanley. "A few crewmembers are convinced he harbors some deep secret, but... it remains a mystery." Beneath is an obvious picture of a (not-very-Foglioesque) girl.
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 What's New? with Phil and Dixie (Comic Strip)
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In Lockout, Emilie ends up the only woman in the middle of a space prison riot so Snow must disguise her as a prisoner in the hopes that they can sneak past the others. He does this by rubbing coffee, motor oil and dirty toilet water in her hair. The other prisoners still take an interest in her for being a "pretty boy" inmate, forcing Snow and Emilie to fight their way through anyway.
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In the final book of The Chronicles of Prydain, Princess Eilonwy dresses as a man so she can go off to war with Taran and the others. Something of a subversion, since she fools absolutely nobody who knows her, but they sort of roll their eyes and put up with it because there's really nothing else they can do at this point. Besides, if she'd stayed behind like she was told, she would have been killed when Caer Dathyl was sacked.
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Hanna: In "The List," Hanna disguises herself as a young man to infiltrate the hotel.
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 Hanna
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Sweet Polly Oliver
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Dee in the It's Always Sunny in Philadelphia episode "The Gang Gets Invincible". This being It's Always Sunny, and Dee being... Dee, as soon as she takes off her disguise, she breaks her foot while trying to kick a football.
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 It's Always Sunny in Philadelphia
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In Beethoven's Fidelio, the title character is actually a woman named Leonore, dressed as a man in order to free her husband Florestan from prison. Awkwardly, The Warden's daughter is in love with "him."
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 Fidelio (Theatre)
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Dungeons & Doodles: Tales from the Tables: Before sneaking on board a pirate ship in search of her mother's killer, Angela cut her hair short and wrapped cloth around her chest to hide her breasts in order to pass off as a young boy in a crew full of male, grown-up pirates, although the captain sees through the disguise anyways since she is female as well.
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 Dungeons & Doodles: Tales from the Tables (Webcomic)
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The Simpsons: In "Girls Just Want To Have Sums", Springfield Elementary becomes segregated by gender. Since the girls' school isn't teaching math properly, Lisa disguises herself as a boy in order to join the boys' class.
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In Metal Gear Solid 2, Olga Gurlukovich disguises herself as a Cyborg Ninja similar to Gray Fox from the first game, while disguising her voice and using the alias of "Mister X."
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 Metal Gear Solid 2: Sons of Liberty (Video Game)
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Sweet Polly Oliver
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Ashes of Love:
Jin Mi pretends to be a boy (with the help of a magic hairpin) when she first arrives in the Heavenly Realm, and later while hiding in the mortal realm.
Kuang Lu dresses as a man when she enlists in the army.
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Kevin & Kell: In one storyline, Kevin's dad is in debt to the Bovine Mob, led by a longhorn bull called "Mr Castrato". At the end of the story the police move in, only to find Castrato's jacket and horns abandoned ... "he" was actually a cow.
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 Kevin & Kell (Webcomic)
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The Viking (1928): To join Leif's voyage of exploration, Helga dresses up as a Viking to board Leif's ship with the others. She does not bother to keep up her disguise for long, as Leif cannot turn back because of his falling out with Erik anyway.
 Sweet Polly Oliver / int_274b044f
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 The Viking (1928)
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Korean drama (and a Japanese remake) Hana-Kimi, with a girl pretending to be a boy to go to an all-boy's school to meet the high jumper she has always admired. Of course, as a twist, he figured out she was a girl by the first/second episode but purposely didn't tell her that he knew.
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 Hana-Kimi (Manga)
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In The Anubis Gates by Tim Powers, Jacky (short for her middle name, Jacqueline. Her real first name is Elizabeth) does this in order to infiltrate London's criminal underworld and track down the unnatural creature that killed her fiancee.
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 The Anubis Gates
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In John Barnes's One for the Morning Glory, Calliope dresses as a man. Characters pretend to be deceived. Sometimes even she forgets that she's dressed as a man and glares at people who refer to her as male.
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Sweet Polly Oliver
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The HoneyWorks song "Love@Liar" follows a young girl, inspired by the sound she heard of a particular band, disguising herself as a boy in order to join it and pursue a music career.
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Sweet Polly Oliver
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The Princess Wei Young:
Tuoba Di pretends to be a boy for her own amusement, as well as to Troll unsuspecting strangers.
Xin Er and her bodyguard Jun Tao dress as boys to wander around the town in the first episode.
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Doctor Who Expanded Universe:
Bernice Summerfield does it twice:
In All-Consuming Fire by Andy Lane, she disguises herself as a man while undercover in 19th century India. Once the Doctor finally notices, she explains she abandoned her original cover (as a woman looking for a husband) after she decked a man in a pub, and decided she'd draw less attention this way.
In the William Shakespeare pastiche "The Trials of Tara" by Paul Cornell in Decalog 2: Lost Property, she's disguised as Bertrand, and inadvertantly becomes one of Queen Strella's suitors. Strella doesn't realise, but her servant Miranda does:
Later, the Doctor arranges for the three suitors to join a troupe of female actresses as part of the Engagement Challenge, letting Benny engage in some Recursive Crossdressing. The spectators conclude that Bertrand makes "a twee and awkward girl".
Deconstructed in the Doctor Who Missing Adventures novel The Plotters, where the Doctor's insistence on dressing Vicki up as a boy leads to her being sexually predated upon by a king with a fetish for young boys.
The Missing Adventures novel The Ghosts of N-Space did a similar thing - Sarah Jane dresses as a boy for her own safety in the Middle Ages, and is repeatedly assumed by the other characters to be the Doctor's "catamite", much to her upset.
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Someone Else's War: Ruth Mallory. She doesn't get the idea until someone else mentions it, however, and wishes she had thought of it much sooner.
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The Swedish movie Mitt liv som hund (My Life as a Dog) is about a 12 year old boy sent to live with relatives in the countryside when his mother contracts tuberculosis. One of his new friends, who is also the top player on the local boys' football team, is actually a girl. Keeping up the charade becomes somewhat difficult when she hits puberty and things start to grow ...
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Sweet Polly Oliver
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In Pretty Cure Perfume Preppy, Sasaki, when she was in the basketball team masquerading as her brother.
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 Pretty Cure Perfume Preppy (Fanfic)
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Sweet Polly Oliver
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Briefly becomes very common during the earliest (chronological) arc of Ōoku: The Inner Chambers as numerous heads of noble houses, seeing a gendercide plague kill off their sons and nephews, mask the absence of male heirs by dressing their daughters in drag and bringing them to public events like annual oaths of fealty to the Shogun. Then one year the screen hiding the elusive Shogun Iemitsu is raised and a young woman (complete with a kimono, makeup, and a wig to mask how short she had been keeping her own hair) commands all present to behold their ruler.
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 Ōoku: The Inner Chambers (Manga)
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Sweet Polly Oliver
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Red Cliff: In the second movie, Sun Shangxiang (Zhao Wei) infiltrates Cao Cao's tent while disguised as a male soldier. She even befriends a burly member of the enemy troops in the process, and in the final battle she managed to stop said soldier from killing her by putting on a random helmet.
Could be an Actor Allusion, Zhao Wei was also the titular character of Mulan: Rise of a Warrior.
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Sweet Polly Oliver
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Strange Empire: This is how most characters probably view Morgan Finn (the concept of being Transgender was still pretty unknown at the time), while Kat also disguises herself as a man to marry Isabella for business reasons (since same-sex marriage didn't exist then legally of course).
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Sweet Polly Oliver
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Brady in Mr Blank and the sequel dresses as a man to facilitate her multiple allegiances in various conspiracies.
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 Mr Blank
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Sweet Polly Oliver
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Akira in My-HiME disguises herself as a man. In the German version of the dub, she's even given a man's voice (and not even a woman playing a man's voice, at that), as the production company was not aware "he" was actually female...
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 My-HiME (Manga)
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Sweet Polly Oliver / int_303001f1
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Sweet Polly Oliver
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In the Naruto story Spider Thread, Tomoe pretends to be a boy while traveling because she thinks it would be safer. The ruse continues long after it's necessity is gone.
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 Naruto (Manga)
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Sweet Polly Oliver
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Supergirl:
In Adventure Comics #384: "The Heroine Haters", Supergirl meets Volar, the female hero of planet Torma, who dresses up as a male because her planet's misogynist society wouldn't accept to be protected by a woman.
"The Unknown Legionnaire": Unknown Boy, a masked super-being who shows up all of sudden to help the Legion of Super-Heros turns out to be an amnesiac Supergirl disguised as a male.
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In Grent's Fall, Ava Carleton disguised herself as a man to actively assist Henry Darro's rebellion, at least when others were around.
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 Grent's Fall
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Sweet Polly Oliver
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Mikusa from Arata: The Legend must disguise herself as a male of the Himezoku for reasons she does not disclose to Kotoha. She's eventually forced to reveal to Hinohara that it is because she's not even truly of the Himezoku.
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 Arata: The Legend (Manga)
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Leucos in Glory of Heracles (DS) tries this to escape from authorities, but she doesn't pull it off well, and the game's characters (and even the tutorial) Lampshade this.
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The Lion's Song: After being humiliated when presenting her thesis to The Radius, an all-male mathematical society during 1900s-1910s Austria, Emma disguises herself as a man to get membership and present her theory.
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 The Lion's Song (Video Game)
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In The Story of Robin Hood and His Merrie Men, Marian sneaks out of Prince John's castle and journeys to Nottingham disguised as a pageboy. The loose tabard actually does a pretty good job of concealing Joan Rice's curves.
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 The Story of Robin Hood and His Merrie Men
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The Majyk by Accident books Majyk by Hook or Crook and Majyk by Design feature a Welfie swashbuckler who prefers to be called "A Blade for Justice". Blade turns out to be Kendar's wife, Mysti who, whilst hiding a legendary bust and still wearing twinkly stuff on her eyelids, dies in a fight against a dragon because of a combination of the dragon's magical resistance and a poorly timed Disney-esque sword-throwing incident and is brought back to life by a rather stupid prince whom she had no intention of marrying. Both Kendar and Mysti took the "Til death do us part" deal pretty seriously. Hilarity ensues in Majyk by Design when they hook back up with Mysti still in costume and Kendar's brother and aunts in eavesdropping distance.
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In The Discreet Princess, the titular character delivers her newborn nephews to their Evil Prince father while disguised as a doctor treating him after their last encounter.
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Sweet Polly Oliver
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Harriet:
Harriet dresses as a male sailor in one of her disguises.
In the climax, one of the runaway slaves is biracial and can pass for her father's son. She dresses as a man, lowers her voice, and keeps her nerves while talking at a checkpoint. It fools the other men, though not Gideon who knows that the man in question has only daughters.
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 Harriet
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Sweet Polly Oliver
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The Witcher (2019): Ciri is shown more than once running off outside the castle dressed as a boy to play with commoner youths.
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 The Witcher (2019)
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TOME has an interesting example with Gamecrazed. Because it's a video game, hypothetically anyone could simply Cross Play to pull this off. However, the only character to actually do something similar is SOFDTI (an artificial intelligence), who technically didn't have any gender to begin with (but identifies herself as female). When she creates a digital avatar to play the game herself, Gamecrazed is mistaken for a male by Nylocke and SOFDTI saw no reason to object.
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Sweet Polly Oliver
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In Storm, Eolill often disguises herself as a man to be taken more seriously as a fighter.
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 Storm (2013) (Webcomic)
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Sweet Polly Oliver
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Eponine in Les Misérables for a while - she trades outfits (with a boy who is actually described as enjoying crossdressing for a lark) to disguise herself so she can sneak into the barricades. Marius doesn't even recognize her when she takes a bullet that saves his life and ultimately ends hers, but that might just be him being a silly, tactless and clueless emo kid.
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An Unkindness of Ghosts: Theo disguises Aster as a boy named Aston to sneak her into Lieutenant's coronation.
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The Breadwinner has been compared to Mulan for its use of this trope. Due to the Taliban's strict rules about women Parvana has to cut her hair short and wear her dead brother's clothes to go out and take odd jobs to buy food for her family. Later on she meets with an old friend from school named Shauzia who is doing the same thing.
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When Matty joins Robin and the gang on their outlaw raids in Hawksmaid, she disguises herself as a teenage boy.
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In Mummies Alive!, the main character of Nefertina spent years in ancient Egypt posing as 'Nefer' to drive chariots; according to her, only Prince Rapses knew the truth, but it is quickly exposed to the other three Guardians when they are awoken in the present day.
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Ma Vie En Rose introduces such a character (a tomboy who goes by "Chris") right at the end, right after Ludovic's parents have given in to the Double Standard.
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City of Bones (1995): Elen, one of the few women to join the Magic Knight order of Warders, initially disguises herself as a man when she hires Khat to guide her through the Waste. He sees through it on the first day.
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In The Merchant of Venice, Portia and her handmaid Nerissa disguise themselves as a young lawyer and his clerk and follow their new husbands to Venice, where Portia intercedes in the trial of Antonio and saves his life. Portia and Nerissa are likely inspired by their friend Jessica, who earlier in the play disguises herself as a boy to elope with her star-crossed lover Lorenzo.
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Done by Yelena, one of the anti-Marleyan volunteers in Attack on Titan, who dons a male Marleyan military uniform and fake beard as a disguise. This is because Yelena's been assumed dead by said military and was a soldier who was on a ship that got sent to Paradis Island and never returned. Her disguise is recognised by Pieck, the Cart Titan, but Pieck doesn't initially remember who she is, just that she'd seen Yelena somewhere before. Pieck was in charge of overseeing the ship Yelena was on before it left for Paradis.
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Nozomu Nozomi is about the evolution of a middle school boy from Wholesome Crossdresser to Sweet Polly Oliver under the influence of female puberty over the course of a year following an inexplicable Gender Bender. Nozomu starts out identifying as a boy who likes to dress as a girl in private but eventually ends up identifying as a girl who is forced to dress as a boy in public who feels she must maintain the pretense because she's afraid of the consequences of revealing her true gender.
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Mendol Ikemen: Three girls pose as male idols.
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Itsuki Myoudouin from HeartCatch Pretty Cure!, taking her big brother Satsuki's role due to the aforementioned man having a weak heart. For added "hilarity", Satsuki is also a case of Dude Looks Like a Lady. He got better after a risky treatment, and Itsuki was able to resume being a girl by the end of the show. It should be noted that while Itsuki is mistaken for a boy several times in the series, pretty much everyone in the school knows she's a girl. Not that it matters much ...
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Tehran: Tamar dresses up as a male security guard to sneak into an electrical station in the last episode of Season 1, complete with a fake mustache.
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In Assassin's Creed it's supposed to be a surprise when, after your attempt on Robert's life, a woman takes off the helmet. Might have actually worked if, during the preceding battle, every time "Robert" was hit "he" hadn't sounded like a woman crying out in pain.
If the player has a sufficiently tuned "babe-dar" then the player likely noticed how feminine the target was in the cut scene before the battle even commenced.
In Assassin's Creed III some of the soldiers that wear face covering scarves make grunting sounds that imply this trope.
Assassin's Creed IV: Black Flag features Mary Read posing as a teenaged boynote specifically, William Kidd's fictional bastard son James. While she does a decent job of hiding itnote and does seemingly fool everyone until she doffs the disguise to instead play a waylaid woman, it's pretty noticeable — for starters, she doesn't have a "James" voice — and the reveal is probably not too much of a surprise, especially if you know your history beforehand.
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Don Quixote plays this trope perfectly straight with Dorotea, a girl who dress as a man who sets to get back her unfaithful lover in the first part of the novel. At the second part, this trope will be parodied and deconstructed
The daughter of Don Pedro de la Llana parodies this trope showing us will use it in Real Life: The Ingenue who has been in a Gilded Cage all his life and asked his brother to show her the world... that is, the little town they live... at night. She dresses as a man because she wants to hide her identity. But nobody knows her because she had been hidden all her life. Justified because she is Just a Kid who has lived in a Gilded Cage and she really doesn't know better. As Sancho said:
Clingy Jealous Girl Claudia Jeronima deconstructs this trope: She is wearing man's clothes because she has murdered a supposedly unfaithful lover and Barcelona is having a Civil War. She wants to conceal her identity so her family would not be harmed by revenge.
The Exile Ana Felix deconstructs this trope: Fleeing for Spain for having a morisco father (former Muslim converts to Christianity), she enters Algiers, where the King blackmails her to steal his family treasure hidden in Spain. So she wears man's clothes to come back with the King's soldiers and mislead the Spanish authorities. She is captured by them and threatened with execution when she declares she is a woman:
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Paths of Darkness: Le'Lorinel is actually a female elf, dressing up as a male. She mostly uses this disguise in order to deflect attention from the fact that she is in fact Ellifain, the young elf child that Drizzt rescued in The Dark Elf Trilogy.
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Queen of the Tearling has an unusual example; Kelsea swaps clothes with one of the male guards who accompany her. The loyal guards know that she is a woman, and the disguise is not meant to be very convincing, it is only to distract the enemies, who are looking for the Queen and are unlikely to get very close.
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Jack Jeanne: One of the conditions that Kisa has to accept in order to be enrolled and succeed in Univeil is that she has to disguise herself as a boy, and that no one should know of her true relation with her brother. Given that it's an Otome game, that doesn't stop the love interests from falling in love with her.
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Sypha Belnades in Castlevania III: Dracula's Curse. Being a witch, she had to disguise herself to avoid being burned. The game and manual were fairly good about concealing this fact until the very end. Her doppelganger in Castlevania: Symphony of the Night, however, is feminine right from the get-go. And then Castlevania: Judgment gives her large breasts and a fanservicey outfit. Finally, in Pachislot Akumajo Dracula III, Sypha wears a garb similar to her original look (but with more of an emphasis on her womanly attributes) and is frequently seen with her hood down, similar to her zombie doppelganger in SotN and Portrait of Ruin.
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Whateley Universe: As per Word of God: Mr. Magic's son 'Artie' is actually 'Gwen'. He had an affair and she got pregnant, she broke off the affair out of concern 'about raising a child in the unstable life [he] led'. When he saw his child, "for some reason, possibly involving Gwen's tomboyish appearance, he mistook her for a boy. Seeing how elated he was in having a son, she decided to play along and—for some reason—her mother also went with the charade, both telling Mr. Magic that his daughter was a boy."
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Dickinson:
Emily and Sue dress in men's clothing to attend a lecture at Amherst College.
Emily later imagines herself as a Civil War soldier in uniform during battle, when women did not serve openly (though a large number cross-dressed during the conflict for this).
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Shiva in the first Galaxy Angel game is made to crossdress for political reasons.
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The stoning crowd in Monty Python's Life of Brian, which also doubles as Recursive Crossdressing.
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 Monty Python's Life of Brian
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In The Artushof Berklinger tries to avoid his daughter getting married by dressing her up as his son instead.
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Irene Adler from Moriarty the Patriot disguises herself as a man on two separate occasions. The first is when she pretends to be the King of Bohemia to hire Sherlock's services and rope him into her schemes. Then, she does so again when meeting Albert at a masquerade. Eventually, Irene decides to become a man full-time, and the new identity? Bond... James Bond.
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Gaol in Kid Icarus: Uprising dons the Dark Lord armor, which even makes her voice deeper. While Magnus already knew her from before, Pit and Palutena are fooled until her armor is broken.
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Princess of Thieves centers on Robin Hood's daughter, Gwyn, who dresses up as a man to follow her father.
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Cody in the Total Drama fanfic Total Lady Drama Island is made an offer by Chris after a clerical error puts him on the list of contestants for a version of the show with all-female contestants. If he pretends to be a girl and manages to win without being outed by another contestant then he'll win four times the prize money. He accepts.
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Split Heirs: Ubri, a Gorgarian woman, dressed up as a man to seduce Arbol... unaware that the latter is herself (unknowingly) a disguised girl.
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Kim from Mairelon the Magician hides herself as a boy; she's a street kid, and, being a girl, would be put in a brothel pretty quickly if she was revealed.
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In Da Capo, Kanae Kudou is disguised as a boy due to her strict traditional upbringing, mainly that she's not allowed to flirt with boys. So much that she already had to transfer schools once when her identity was found out.
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Rei Ijuin in the original Tokimeki Memorial because apparently her father wanted a boy.
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In Final Fantasy XIV, it's eventually revealed that Nael van Darnus is a woman under the helmet when the world knew her as a man. Encyclopedia Eorzea would explain that this is Eula Darnus, Nael's sister. Eula Darnus idolized her brother, but he tragically died in a military campaign due to his father's poor leadership. Eula would wear her brother's armor, use a voice modulator to disguise her voice, then killed her father and anyone who knew of Nael's death to impersonate him and strive to build a lasting legacy for his name.
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In the third Finnegan Zwake novel, Uncle Stoppard's novel uses this with Ophelia/"Osric". Seriously.
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Variation in Our Flag Means Death: It's a series about pirates, so of course the suspiciously mute pirate with an even more suspicious fake Gag Nose and beard is a woman in disguise. Their gender identity is revealed, but Jim is nonbinary rather than female.
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In Warhammer Fantasy Roleplay, women are forbidden from owning property or managing their own affairs in Bretonnia, so any female adventurers will have to pretend to be men. That said the opening chapter of the rulebook is very clear that the author and Black Library do not endorse medieval sexism and you have the liberty to remove these elements if you wish.
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Tokyo Ravens: Natsume is a boy as far as anyone outside of her family knows due to family tradition. The "tradition" was created so that the family's enemies would target her rather than the actual heir, Harutora.
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Cocona from Ar tonelico III disguises herself as Tatsumi to avoid being detected as a reyvateil.
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Princess Leia briefly disguises herself as the bounty hunter Boushh in Return of the Jedi, though this barely counts since he's also an alien.
And since, at least in the Old Republic, female soldiers weren't a rarity—there are female pilots in Episode I who attack the Trade Federation control ship, not even going into the Expanded Universe or female Jedi.
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Mizu, the titular Blue Eye Samurai. When she was a child, this was because the bounty on her head was for a girl. Now she does so because of the limited options for a woman traveling through Edo-era Japan on a Roaring Rampage of Revenge.
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Tiger, Tiger is about Ludovica, a young woman who steals the identity of her twin brother to take his place as captain of a ship to seek adventure and fulfill her dream of studying sea sponges.
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Assassin's Creed IV: Black Flag features Mary Read posing as a teenaged boynote specifically, William Kidd's fictional bastard son James. While she does a decent job of hiding itnote and does seemingly fool everyone until she doffs the disguise to instead play a waylaid woman, it's pretty noticeable — for starters, she doesn't have a "James" voice — and the reveal is probably not too much of a surprise, especially if you know your history beforehand.
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Of Fire and Stars: Mare, a princess who likes to dress in a very masculine fashion, passes as a man when going into the city often and sneaking back into the palace at one point.
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The player character of Queen at Arms has been raised as a boy and given a boy's name for as long as she can remember, but she knows perfectly well that she's a girl. Her adoptive family did this to conceal her true identity, for very good reasons.
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The Shakespeare Stealer: One of the "boys" in Shakespeare's company is revealed to actually be a girl who disguised herself as a boy so that she could become an actor, since it was illegal for women to perform on the Elizabethan stage. She managed successfully for a while, but was eventually revealed when she received an injury to her chest during swordfighting practice and the teacher insisted on opening her shirt to see the extent of the injury, only to find that her chest was suspiciously wrapped underneath.
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In Claymore, Clare disguises herself as a man for a time in order to travel under the radar, even using her limited Shapeshifting abilities to elongate her vocal cords and deepen her voice.
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Yuureitou: Subverted. Upon learning that he's the woman they've been looking for, Taichi initially believes that Tetsuo is disguised as a man to avoid being arrested for killing his adopted mother. That's not it. Tetsuo is a Transgender man and the murder was due to his mother not accepting that. It takes a while for Taichi to understand this, but he eventually comes to terms with it and realizes he loves Tetsuo even as a man.
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Imogen of Cymbeline spends much of her play disguised as a young page, after being framed for adultery and fleeing the royal court.
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To Shape a Dragon's Breath: This is what Karina Kuiper did to join the dragonthede—the military—at a time where only men were allowed to be part of it. She disguised herself as a man and was claimed by a kessseldrach dragnet. Six weeks into her military service she was found out as a woman and her case went to the High Moot, where the court decided to allow her to prove herself as skilled in battle as war maidens of folklore. She successfully did so, remained in the military, and now has a military pension.
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Ratburger: Discussed when Zoe wonders if Tina's secret is that she's really a boy named Bob.
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Professor Layton vs. Phoenix Wright: Ace Attorney has Jean Greyerl, who lived as a boy to hide the fact that she was a witch.
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Hervor the Elder from The Saga of Hervor and Heidrek dresses as a man and calls herself Hervard to join a group of vikings, later becoming their leader. It's not until after she has led the vikings, recovered her father's sword and ventured into a land ruled by giants that anyone works out that she is a woman.
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Things get especially interesting in As You Like It. Rosalind is banished by her uncle, and to aid her in her travels she dresses as a young man called Ganymede. Naturally, she runs into the man she secretly loves, Orlando, who is in turn so consumed by his passion for her that he doesn't even recognize her. So Ganymede offers to "cure" Orlando of his love by pretending to be Rosalind. Got that? Male actor playing female character disguised as young man playacting young woman—in love with young man. Complicating matters, a country girl called Phoebe meets Ganymede and promptly falls in love with "him."
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Metal Gear
A common trope in the early games (particularly in Metal Gear 2: Solid Snake, Metal Gear Solid, and Metal Gear: Ghost Babel) had Solid Snake having to rendezvous with a female ally who has already infiltrated the enemy by disguising herself as a soldier. Particularly in MG2 and MGS, the only way to determine who is Snake's contact is to follow said contact to the Ladies' room. Or if the player is detail-oriented, they may notice that the actually-female soldier sways her hips as she walks, and has slender legs. Snake himself notices it, a fact which is later given a nod in Super Smash Bros. Brawl when he realizes immediately that Samus Is a Girl.
In Metal Gear Solid 2, Olga Gurlukovich disguises herself as a Cyborg Ninja similar to Gray Fox from the first game, while disguising her voice and using the alias of "Mister X."
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Naoto Shirogane of Persona 4.
Also, Izanami is disguised as a male gas station worker.
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ABC Afterschool Special: In "A Different Twist" Christi pretends to be a boy because she wants to play the title role in Oliver! and the director refuses to let girls try out.
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The banquet assasination from Martial Arts of Shaolin has the resistance heroine, Sima-Yan, disguised as one of warlord He-Sau's officers to get close to her target, though before she can act she's promptly interrupted by another assasination attempt on the same guy by Jet Li's character.
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There's a Soviet movie, called Hussar Ballad, whose protagonist, Shurochka Azarova, is the Trope Namer for this trope in the Russian counterpart of TV Tropes.
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We Are Who We Are: Caitlin goes out dressed as a boy several times, and seems to want people thinking she is one. As she's later also indicated to perhaps be a trans boy, it's a way of exploring that.
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In Video Game Confessions, Zelda often goes around in her Sheik disguise, explaining that she feels more free pretending to be both male and a commoner. Gets weird when Link starts hitting on her while she's in disguise.
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W.I.T.C.H.: Vicky and Irma in the World Cup/Football Special. They posed as boys so they could play on the football team.
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Nick Velvet: In "The Theft of the Birthday Candles", Sandra Paris disguises her herself as a yoing man to take the place of the co-pilot on a flight she is planning to hijack. Her disguise is good enough that none of the men around notice, and it takes even Nick a while to figure who she is.
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Yellow successfully passed herself off as a boy for the bulk of Pokémon Adventures' Yellow chapter. Red (and the cast introduced in the GSC Arc) didn't know Yellow was a girl until the end of the GSC Arc. Most everyone else already knew by the end of the Yellow Arc.
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Yellowbeard: Spoofed; one of the ship's officers is named "Mr. Prostitute" and is an obvious woman with a fake mustache.
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In Justice League Task Force, there's Mystek, who wore a very masculine armored suit. One of her teammates, Triumph, found out the truth on a trip through space. Mystek, who got claustrophobic when in costume, hid in the bathroom to take it off. Triumph eventually demanded that she come out, having had enough time to "drain the weasel". He opened the door, saw the indignant lady inside, walked back to his seat in a daze, and whispered, "Mystek has no weasel."
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Otogi Zoshi: Hikaru disguises herself as her brother, because he is sick and later dead. The series loses a bit of charm when she drops the disguise.
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In another Robin Hood example, Maid Marian first appears dressed in armor and assumed to be male in Robin Hood: Prince of Thieves.
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Cute Bite: When at balls, the vampire protagonist does this so she can I Kiss Your Hand to bite ladies and feed herself.
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In Adventure Comics #384: "The Heroine Haters", Supergirl meets Volar, the female hero of planet Torma, who dresses up as a male because her planet's misogynist society wouldn't accept to be protected by a woman.
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Signal Airship: The protagonist, Josette Dupre, used to be one of these before the Garnian military allowed women to serve in a (limited) military role.
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In Austraeoh, the stallion caravan guard Gold Plate turns out to be not so much a stallion at all; "he's" actually a mare called Gold Petals.
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The Powerpuff Girls (1998): In "Bubble Boy", after capturing and imprisoning Boomer, the girls disguise Bubbles as Boomer and plant her among the Rowdyruff Boys in order to trick them into getting captured.
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Undefeated Bahamut Chronicle: Aeril disguises herself as the male "Coral" in order to infiltrate the Seven Dragon Paladins. This isn't so she can be a Drag-Knight (in this setting, female Drag-Knights are not only common but make up the majority of skilled Drag-Knights) but because her real identity (a princess of an ancient civilisation) would attract too much attention. Unusually, her disguise involves no physical component beyond wearing male clothing; she uses her ability to control people's perceptions in order to pretend to be male.
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Crossdressing is a classic folk music trope. One song, "The Soldier Maid," also known as "Female Drummer" (not sure whether it's true folk or modern) is about a girl who joins the British army as a drummer boy, and is only betrayed when a woman comes on to her, learns she's female, and goes off to tell her officers. The officers are actually disappointed they have to send her home, and give her a bounty and pension for her service. The song "Cruel War," covered by Peter, Paul and Mary, focuses on a woman who follows her love to war disguised as a man.
"Jackaroe" is another song about a girl who goes off to war to follow her love, this time in the Navy.
As is "Billy Taylor" (or "Bold William Taylor"), but it has a twist ending. It turns out that the titular character, whom the song's main character has joined the Navy to follow, has found a new girl, and the main character tracks them both down and kills them, and is promoted for it.
"The Handsome Sailor Boy" — In which a young woman signs on a ship as a cabin boy and the captain falls in love with her. In some versions, she's looking for her lover and doesn't tell the captain she's a woman, until she's safe on shore. In others, she's just doing it for the adventure, both the captain and the captain's wife fall in love with her — but it's only the captain (and his wife in some versions) who realizes she's a woman ... Until one night, on board ship, when she gives birth. Then everyone knows.
In "The Female Rambling Sailor", a woman goes to sea after her lover is pressed into naval service and drowns. She proves an exemplary sailor, and none of her crewmates suspect her identity until she dies in a fall from the rigging and they discover her 'female form'.
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Samn in Warriors Kingdoms: The Prophecy Begins is a girl masquerading as a boy. She wants to be a knight, but women aren't usually able to become knights.
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The Stormlight Archive:
Shallan successfully uses a boy's or a man's disguise several times in order to gather information or pass unnoticed through war camps. Nobody ever notices, but then she is a mistress of illusion.
High Marshall Azure in Oathbringer pulls this. Considering how strongly enforced Vorin gender roles are it's even more scandalous there than it usually would be. It is, however, subverted in that all of the soldiers under he command know she's a woman, and she makes no effort to hide it from them, it's just that no one outside the army knows she's a woman.
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Big Finish Doctor Who: In Storm Warning, Edwardian adventuress Charlotte 'Charlie' Pollard gets a junior steward named Simon Murchford drunk, leaves him passed out in the tavern stables, and steals his papers and his kitbag in order to take his place on the maiden voyage of the airship R101. Her masquerade does not last long, but what trips her up is not her disguise, but her inability to keep track of her assumed accent.
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A Thing of Vikings:
Gudmund Hallvarsson is actually Heidrun Hallvarsdóttir, a woman who took up her father's sword and joined the Varangians when her brother decided to run away to Berk and become a blacksmith instead of a warrior. Her secret eventually comes out when she gets pregnant, but Sigurd manages to get the Empress to pardon her.
Like in the movie she's from, Mulan disguises herself as a man named Ping for safety when she travels with Shang and the trio to the west. Unlike the movie, it's not to join the military, and Shang knows her identity from the start.
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Deconstructed in Patience and Sarah. 23 year old Sarah sets off to New York disguised as a man named Sam. However, her soft looks, high-pitched voice, and lack of facial hair means that she looks like 14 year old at oldest. She repeatedly gets in trouble when people try to arrest her for being a runaway apprentice.
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Swiss Family Robinson: The old man's granddaughter is disguised as his grandson.
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Farscape did this in the episode "Coup By Clam," when Moya was orbiting a planet notorious for its torturously sexist laws. When a tech was sent over to help, everyone assumed he was male, but Chiana was never convinced and eventually forces a Gender Reveal. As Chiana herself put it "I know a male when I see one." Unfortunately, the tech's boss wasn't so understanding, and came within inches of killing her before Scorpius intervened.
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Subverted in Shugo Chara!: When Nadeshiko's "twin brother" Nagihiko shows up in one episode, it seems painfully obvious, that it is her in disguise... until it is revealed that actually EVERYTHING ELSE was the disguise and Nagihiko is Nadeshiko's REAL identity.
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Deconstructed in the Doctor Who Missing Adventures novel The Plotters, where the Doctor's insistence on dressing Vicki up as a boy leads to her being sexually predated upon by a king with a fetish for young boys.
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Casca from Berserk is an interesting example as she both archives this trope and subverts it at the same time. When she was first introduced she's armored enough that the protagonist Guts thought he was fighting a man, until he knocked her helmet off. Princess Charlotte also assumed Casca was a man when she first met her and was surprised to learn otherwise when meeting her again. On the other hand, most enemy soldiers and Apostles aren't fooled for a second and easily recognize Casca as a woman, and try their best to rip her armor off and violate her.
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You Are Beautiful has the heroine pretending to be her teenage heartthrob brother in order to take his place in a boy band. Jeremy's reaction to her reveal is priceless.
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Ikusu Mizutani from NAKAIMO - My Little Sister is Among Them! hides the fact that she's a woman while working for the Seiryuu Association. She does this not because she has to, but so as to keep up the illusion of her dream of being a ninja, as all ninjas were traditionally male.
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A subversion comes in a Chicago Hope episode where at the start we see a teenage girl hack off her hair and attempt to pass as a boy on the streets. The subversion comes with The Reveal that the girl is actually a boy that was simply raised as a girl after a botched circumcision.
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Carry On Laughing!: In "The Baron Outlook", French knight Sir Gaston de Lyon, about to be captured by the English, swaps clothes with his mistress Marie, who then pretends to be him. Sir Gaston does get a little excitable in the process, however.
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In The Butchers, Jack the Ripper is really a beautiful woman disguised as a man via Latex Perfection.
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In Rival Schools, Akira goes undercover in a body-concealing motorcycle helmet and leather jacket to investigate her older brother's disappearance. This is necessitated by the fact that her brother attends an all-male school for delinquents.
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The Nanny: In "Stock Tip", Fran Fine disguises herself as a man to sneak into a men's only club where she has to stop Maxwell Sheffield from striking a deal with an alleged stockbroker. Hilariously, the establishing shot starts off with a waitress who looks like Fran offering a drink to a man, who turns to the camera to show the disguised Fran. When she finally reveals herself to Maxwell, Maxwell admits he was feeling strangely attracted to her disguised self.
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Monstrous Regiment spoofs the everloving hell out of this one. Our heroine Polly Perks joins the army of her war-torn home country of Borogravia, under the alias of "Oliver Perks", to look for her strong-but-simple brother Paul. Along the way, she discovers everyone in her squad except the limp-wristed commanding officer, including the boisterous and apparently quite male Sergeant Jackrum, is also a woman disguised as a man, as are quite a few members of the Borogravian top brass. Pratchett also plays this for drama as much as for laughs, with Polly becoming disgusted by the contrast between how men and women are treated in Borogravia. What's really ironic is that when the regiment has to dress as women in order to infiltrate an enemy base, the male lieutenant is simply waved through, but Polly is assumed to be a man dressed as a woman and questioned. Even more ironic is when Jackrum states how so many of the upper brass are women and is then astounded to realize that every single one of them thought she was the only one in the army doing this. Oh, and the song exists in the setting. She took the name as a reference, but finds the joke gets old when people keep asking if she's heard of it.
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In Silencio, Lisa convinces Taylor to crossdress in costume to keep her identity secret. It works somewhat too well- 'Marceau' becomes quite the accidental ladies' man.
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Since only men can be knights in the default setting for Pendragon, the game suggests this option for players who want to play female characters and whose Gamemasters are not willing to house-rule it.
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Pirates of the Caribbean: Dead Man's Chest: Elizabeth Swann disguises herself as a man to sneak on board a ship. Since she changes on the ship itself, her dress is found by a few of the sailors, which leads to a mad rush to find the stowaway naked lady. Also, at the beginning of On Stranger Tides, Angelica disguises not just as any man, but as Jack himself and gets away with it until he visits her to reclaim his name. Even then, he believes she's a man until he recognizes her by her fighting technique.
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In Hakuouki has protagonist Chizuru Yukimura dress as a boy to go looking for her father after he goes missing due to laws that prevented women from traveling alone and to make herself less of a target in Kyoto. After moving in with the Shinsengumi, Chizuru is asked to maintain the disguise to prevent an issue about a woman living in the compound. Key members of the Shinsengumi are informed of the truth early on and others see through the disguise later, but it was passable enough that one of Chizuru's love interests gets Mistaken for Gay.
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In the second season of Twin Peaks, Catherine Martell, presumed dead, disguises herself as Japanese investor Mr. Tojamura. Her costume fools the other Twin Peaks residents, including her husband.
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The Elemental Trilogy: Due to entering Eton College, an all-boys school, Iolanthe is forced to disguise herself as a boy, going by the name Archer Fairfax.
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Alanna of Trebond from the Lioness Quartet books by Tamora Pierce. As a nine-year old she starts dressing as a boy in order to train for knighthood as Alan, and keeps it a secret until after she's already earned her shield (and thus is formally Sir Alanna).
In one of the short stories set in the same universe, a character is revealed to have disguised herself as a boy and ran away from home because her stepfather wanted her to be veiled like the other females in their country and was going to arrange a marriage for her.
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In Carry On Jack, Sally steals Albert Poop-Decker's uniform and takes his place on the frigate Venus, while Albert finds himself pressganged onto the same ship as a common seaman.
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Jayle, one of the Einherjar in Valkyrie Profile is a woman disguised as a male soldier. Interestingly, her commanding officer discovers this, but keeps his mouth shut because they've fallen in love with one another. She's more conspicuously outed just before her death, when a sorceress's seduction spell, fails to entice her. It did however entice that commanding officer, who runs her through.
Much like Faris from Final Fantasy V, in battle she continues to dress the same and is acknowledged as her soldier persona for all intents and purposes.
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Nononono: The whole premise is Nono Nonomiya passing of as her (deceased) twin brother Yuuta, in order to make it into the ski jump Olympics and win a gold medal. She does this since women aren't allowed to compete professionally in that event.
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In Twelfth Night, Half-Identical Twins Viola and Sebastian are separated in a shipwreck. Viola, assuming her brother has drowned, disguises herself as a eunuch and goes into service for Duke Orsino—who decides to send "Cesario" as an emissary of love to the unaccommodating object of his affections, Olivia. You can guess what happens next. And then the actually-not-dead Sebastian shows up and, of course, is promptly mistaken for Cesario. Zany hijinks ensue.
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Queen for Seven Days: Chae-gyeong is disguised as a boy when she first meets Lee Yeok.
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The Icelandic fairy tale "The Story of King Odd" is about an elf queen who is forced by the circumstances to pose as a man in the human world.
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A comic strip in the They Think It's All Over Christmas Annual featured a girl who disguised herself as a boy to join her local football team, because they were so useless. In a rather mean-spirited subversion of how this sort of story is supposed to go, not only did she turn out to be a poor footballer, but the rest of the the team were all secretly girls as well, which — we were expressly told — explained why they were rubbish.
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In The Great Ace Attorney 2: Resolve, the main character's assistant Susato Mikotoba disguises herself as a male defense attorney to defend her close friend Rei Membami, under the name 'Ryutaro Naruhodo' (registered as such by her father).
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In Traveller, both the Aslan and the Sword Worlders have specific rules for this. In both these cases this is not a disguise so much as a formalized way to allow vocational flexibility in females without hurting the traditions. In the case of the Aslan it comes about when there are no male heirs and a female has to "become male"; which includes not only carrying out male roles but vowing celibacy. In the Sword Worlds it is a way for eccentric women who actually want to go adventuring to do so without hurting the Stay in the Kitchen principle.
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Sabaton's song "Lady of the Dark" is about Milunka Savić, a Serbian woman who passed herself off as her own brother when he was called up to fight in the First Balkan War. She was eventually discovered after she took a bullet on her tenth deployment, but she was such a good soldier her commander refused to punish her and allowed her to serve openly in the infantry through World War I; she became the most decorated female soldier in recorded history.
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The heroine of Castle in the Sky dresses as a boy to evade capture. The disguise doesn't fly for long.
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Dernhelm/(Éowyn) from The Lord of the Rings is a classic example. She is able to kill the Lord of the Nazgûl precisely BECAUSE she is not a man.
The Witch-King's belief that no man could kill him came from a prophecy by Glorfindel a thousand years before. The prophecy said "not by the hand of man shall he fall" and the Witch-King thought he was, therefore, invulnerable. But, he got shivved by a hobbit (not a Man) and his head struck off by a woman (not a man) working in tandem with each other (not singular), an old artefact made specifically to hurt him from back in the day (a weapon made by craftsmen) and a whole army supporting them to set his death in motion (in short, a team effort by loads of men, women and horses). Which just goes to show: you should always read the fine print.
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Two Gentlemen of Verona is the first appearance of the trope in Shakespeare (since sadly he had chosen to leave his Joan of Arc out of drag). Julia disguises herself as a page and follows her beloved Proteus to Milan, helping him rescue Silvia from a band of brigands.
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In Star Trek, Ferengi society is highly sexist, and female Ferengi are denied the right to work, do business, or even wear clothes; naturally, in one episode of Star Trek: Deep Space Nine, the plot revolves around a crossdressing Ferengi woman.
And in another, Quark not only crossdresses but actually gets a sex change in order to seduce a businessman into supporting female enfranchisement.
Quick note about the Ferengi: to them, not doing business is more sexist than not wearing clothes. Their hat is capitalism, after all.
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Magadheera has a scene where Princess Devi poses as a man to sneak into training grounds to be with her lover, the warrior Kala Bhairava.
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In The Mummy: The Animated Series, Alex's friend Yanit turns out to be a girl. Her family have been Medjai for thousands of years, and she didn't feel like breaking the tradition just because she didn't have a brother.
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The Limehouse Golem: Lizzie often goes out dressed as a man to enjoy freedom that a Victorian woman lacks. She's used to this, having worked as a drag king while at the dance hall. She also commits some murders this way.
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In the Child Ballad Rose the Red and White Lily, the sisters dress as men to escape the Wicked Stepmother and rejoin with their stepbrother lovers.
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In The Orphan Train Adventures book "A Family Apart", Frances (age 13) and her younger siblings are sent on the Orphan Train. Having promised her mother to stay with the youngest (a 7-year-old boy), and hearing that boys are more likely than girls to get adopted along with their siblings, she pretends to be a boy.
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Katharine Hepburn takes her turn in Sylvia Scarlett.
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The Tough Guide to Fantasyland: One Tour Companion, the Slender Youth, is very often a girl in disguise as a boy (she's usually a Princess).
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Jaine Austen Mysteries:
Pam disguises herself as a male building inspector to tamper with the guacamole in The PMS Murder.
Also the case with Fiona Williams from Death of a Trophy Wife, who dresses in men's clothing during her meeting with Lupe where she intends to kill her.
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An early episode of Cardcaptor Sakura has a minor character named Yuuki dress up like a boy while she tries to remove a card's influence from her Disappeared Dad's painting. Sakura doesn't notice her gender until the girl's hat falls off and reveals her long hair.
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Murdoch Mysteries:
In "Shipwreck" this turns out to be the Big Secret of a priest suspected of murder.
A season 3 episode, "Victor Victorian" featured a whole group of women masquerading as men. Murdoch later notes that he should have realised that the Victim of the Week was actually female because 'he' owned more than two pairs of shoes.
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In Cynthia the Mission Shii, the male 'protection' personality of the busty and beautiful Kanae manages to pull this off with a specific jacket designed to minimize her bust. It doesn't help that Shii acts very much like a man.
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Charles/Charlotte Dunois of Infinite Stratos disguises herself as a boy while attending the school, with the purpose of stealing data from Ichika and his IS unit. Unfortunately, she got found out (and in the most awkward way possible) before she could succeed.
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Mayo Chiki!'s premise, or part of it, is that the female Subaru Konoe is forced to dress as a male butler.
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The operetta Naughty Marietta has the title character live disguised as a boy (the son of a puppeteer) to hide from people who are trying to take her back to Naples for an Arranged Marriage.
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In The Folk Keeper, Corinna disguised herself as a boy named Corin to become a Keeper, since girls aren't usually allowed to take the position.
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Done in the Sailor Moon manga by Minako. She uses the Crescent Compact to transform into a male Mugen Gakuen student so she can slip into the school and watch the concert of idol Mimi Hanyuu, who is secretly Mimette. She also does this at least once in the prequel, Codename: Sailor V.
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Dragonslayer: Valerian dresses as a man to escape the lottery that sacrifices virgin girls. She eventually drops the disguise however, after Galen had already found out about it (the villagers mostly already knew).
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Man Man: In "Poor Jackie", the titular character is a killer on the loose who disguises herself as a man to evade the police.
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In The Loud House episode "Cover Girls", Lori disguises herself and covers for Lincoln when she talks to Pop Pop.
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The Brittas Empire: Subverted in “Pregnant�. When a urine test reveals that Tim has apparently gotten pregnant, Brittas accuses him of disguising himself as a boy to get around the filled quota of women in the leisure centre, going so far as to try to remove Tim’s clothes. It turns out that a mixup had occurred and that the actual owner of the urine was Julie.
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When the heroes are travelling to the prison camp by fishing boat in Hot Shots! Part Deux, Ramada disguises herself as a man since only men are allowed to fish. When they are stopped by a patrol boat, the disguise initially works, but then their cover is blown when Ramada, still in disguise, goes into the ladies restroom revealing the ruse.
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Rosario in The Monk, who quickly soon reveals himself to be a woman named Matilda.
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In The Goblin Emperor, Maia has an aunt who disguised as man and became a pirate captain. She is also married to a woman. There is also an aversion, with Kiru Athmaza whom her boss tried to pass off as male to fill a prestigious position at court as no suitable male candidates were available. Maia sees through it immediately, and it is lampshaded both with her saying "I told you he'd notice" and Maia noting her voice is much too high to be mistaken for male. Maia being Maia, he gives her the job anyway. It is possible the disguise failed partly because she was ^not^ crossdressing; the uniform she wears for her job is implied to be the same for women and men.
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Phoenix Wright: Ace Attorney – Dual Destinies has Robin Newman. When she's revealed to be a girl, she keeps switching between a very girlish personality and the boisterous, masculine personality she was using before.
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 Phoenix Wright: Ace Attorney – Dual Destinies (Visual Novel)
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Whitechapel (TV Series): Jimmy Kray's "boyfriend" was revealed as female. She's pretending so Jimmy can be perceived as gay like his supposed father, Ronnie Kray.
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Tales of the Fox: Van's daughter becomes a Sweet Polly Oliver — Van is horrified at her "unwomanly" desire to fight, while the normally tricky Fox is dismayed at how easily he was fooled by a false beard and deepened voice.
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In the obscure Sierra adventure game Pepper's Adventures in Time, the titular character disguises herself as a boy for about 90% of the game, considering that she time travels to the American Revolution.
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Anne, a runaway girl in JoJo's Bizarre Adventure: Stardust Crusaders, tries to pass herself off as a runaway boy to sneak onto a boat and travel the world, believing that it would be impossible to pull off such a disguise once she started to physically mature.
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 JoJo's Bizarre Adventure: Stardust Crusaders (Manga)
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Subverted in Ludwig Revolution. When we see a flashback of a princess being outcast and then flash forward to Petronella calling Julius "Julianna", this is where your mind goes, right? Turns out the young Princess Julianna is a trans woman. Maybe.
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Irma Vep: Irma dresses up as a man to fulfill a criminal ploy, which results in Mira doing the same while she plays her.
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One of the major plot points of Ouran High School Host Club, with the twist that Haruhi wasn't trying to pass as a boy, she was just wearing castoff men's clothing because she couldn't afford her school's expensive uniform, and didn't care enough to correct the members of the Host Club when they jumped to conclusions about her gender. A good half the comedy of the series springs from the boys of the Host Club running themselves ragged to keep Haruhi's gender a secret from the rest of the school, while Haruhi herself continues to not care.
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Bernice Summerfield does it twice:
In All-Consuming Fire by Andy Lane, she disguises herself as a man while undercover in 19th century India. Once the Doctor finally notices, she explains she abandoned her original cover (as a woman looking for a husband) after she decked a man in a pub, and decided she'd draw less attention this way.
In the William Shakespeare pastiche "The Trials of Tara" by Paul Cornell in Decalog 2: Lost Property, she's disguised as Bertrand, and inadvertantly becomes one of Queen Strella's suitors. Strella doesn't realise, but her servant Miranda does:
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Goodbye My Princess: Xiao Feng and A Du are disguised as men when they meet Mi Luo.
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 Goodbye My Princess
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In the 2006 Robin Hood a Saracen woman called Saffiya disguises herself as a boy called Djaq. It takes the Sheriff of Nottingham several episodes to guess she's a woman and (season 2 spoiler) he still hasn't pegged that "The Nightwatchman" is in fact Marian in disguise, despite the fact that the masked thief has rather conspicuous breasts.
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Played for laughs in an episode of Family Matters. Laura is buying her first car and sees one she likes, but the sexist salesman doesn't take her negotiations seriously. She disguises herself as a boy by borrowing Eddie's clothes (very baggy on her due to her brother's height), a baseball cap to hide her hair, and of course putting on a deep thuggish voice, and goes back to him to do business. The salesman isn't fooled and rips her hat off, at which point she becomes super-feminine and pretends to cry until he lowers the price.
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Fa Mulan disguises herself as a man by making her hair shorter and wearing a soldier's outfit so that her disabled father won't have to go.
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Tunnel in the Sky features an example where "Jacqueline Marie Daudet" is mistaken for a young boy (in part due to constantly wearing body armor) by another boy during an advanced survival test on a far away planet. She continues to pretend that she's "Jack Daudet" for weeks, including through some sexist commentary by her survival partner, until the beans are spilled by someone the two of them rescue. For 1955, the premise that girls could do things just as well as men could was pretty advanced.
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A 1997 TV movie adaptation of 20,000 Leagues Under the Sea has Aronnax's Canon Foreigner daughter Sophie doing this to accompany him on the expedition, under the alias "Charlie Darwin".
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French film Tomboy has a 10 year old girl move to a new neighborhood. Throughout the film, she passes herself off as a boy, even playing soccer without a shirt, kissing another girl, and swimming without a top. Before doing the last, she even fashions a thing to put in her shorts that mimics a penis bulge. However, given these very intense measures there's some debate about whether Laure's transgender.
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Yu-Gi-Oh! GX: Rei Saotome pretended to be a boy in her first appearance. She's found out when she loses her hat and this reveals her long hair.
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In The Elder Scrolls backstory, Barenziah, the future Queen of Morrowind, ran away from her Imperial loyalist foster family as a teen by disguising herself as a boy. She continued to pose as a boy for some time after in order to avoid detection.
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A Song of Ice and Fire:
Arya Stark has this trope forced upon her, although she was something of a tomboy in the first place. In the first book, her unkempt, tomboyish appearance leads to lots of people mistakenly calling her "boy", and she has to correct them so often that "I'm not a boy" practically becomes her catchphrase. In the second book, once she's in disguise and actually trying to pass off as a common boy, when someone sees her ruse she has to repeat her catchphrase with a twist: "I'm not a girl!"
Brienne is an interesting case in that she does look like a tall, powerfully-built man; she would have a harder time trying to look feminine than to pass as a man. As she's one of the strongest knights in the Seven Kingdoms, she was able to secure a place in Renly's guard without actually needing to hide. The only way you could tell her actual gender is by seeing her bareheaded, which leads her to keep her helmet on when she'd rather not be recognized.
While it hasn't been explicitly revealed as of yet, the half-Summer Islander, slim, smooth-faced Dornish Alleras with the widow's peak who's not interested in women bears a striking resemblance to the half-Summer Islander, slim, Dornish female Sarella whose father had a widow's peak.
Deconstructed with Brave Danny Flint, the subject of a romantic song, who posed as a boy to join the Night's Watch. Apparently the real "Danny" Flint was raped and murdered, presumably by her fellow soldiers when her identity was discovered. Just another average day in Westeros.
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In Color of Night, Richie turns out to actually be Rose in disguise.
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In the Futurama episode "War Is the H-Word", Leela disguises herself as a man named "Lee Lemon" in order to join the army. Apparently, Zapp Brannigan has caused so many sexual harassment lawsuits that women can't join anymore. He's still Sweet on Polly Oliver.
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Despite female samurai and daimyo being not just allowed but commonplace in The Ambition of Oda Nobuna, Asai Nagamasa pretends to be a man for unclear reasons. Her "wife" is actually a boy, as well. Neither of them knew this when the (political) marriage was arranged.
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There's more than one Hetalia: Axis Powers fic out there that imagine the female Nations as being forced to do this out of necessity (i.e. avoid getting raped by their own soldiers), though this usually happens in historical-themed stories to stress the Values Dissonance.
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In The Lord of the Rings: The Two Towers, the majority of the Riders of Rohan were played by women with fake beards. It was decided early on that the Riders should be played by experienced equestrians with their own horses, but the modern-day horse industry is dominated by women, and in a smaller country like New Zealand, production quickly ran out of male riders. So they hired what men they could and the rest were women in drag.
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Hoshi and the Red City Circuit: Late in the book Hoshi is disguised as a fisherman, using nanomachines to masculinize her face and deepen her voice and bulky clothes to hide her curves.
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Kyouko from Skip Beat! does this when she is challenged to act as the challenger's son.
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In Star Wars: The Old Republic, it's revealed at the end of the Imperial Agent storyline that Hunter, the Agent's Arch-Enemy is actually a woman wearing a holographic disguise as part of her cover. If you're a male, she'll even claim that she's fallen for you, giving you the chance for a Last Kiss.
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In Young Einstein, Marie Curie dresses as Einstein's father in order to gain access to him in the asylum.
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Final Fantasy:
Faris from Final Fantasy V. Yes, "his" secret is outed very early on, but she doesn't start dressing any differently... apart from two or three of her jobs, including the Mystic Knight and the Dancer, both of which only become available after The Reveal. It's also worth noting that she still talks like a man and is clearly uncomfortable the one time she's shown wearing women's clothing.
In Final Fantasy XIV, it's eventually revealed that Nael van Darnus is a woman under the helmet when the world knew her as a man. Encyclopedia Eorzea would explain that this is Eula Darnus, Nael's sister. Eula Darnus idolized her brother, but he tragically died in a military campaign due to his father's poor leadership. Eula would wear her brother's armor, use a voice modulator to disguise her voice, then killed her father and anyone who knew of Nael's death to impersonate him and strive to build a lasting legacy for his name.
A bug (maybe?) actually creates one in Final Fantasy Tactics. The first stage of the Deep Dungeon/Midlight's Deep occasionally spawns a "male" Time Mage... who screams like a girl, literally. If Invited into your party, you'll discover that she's actually a female unit in everything but in-battle appearance; she can use female-specific equipment and can access the Dancer class (but takes on the appearance of a Bard when she does), and she is susceptible to Steal Heart from male units (and, if taught the ability, can use the same skill on them). She even gets female sprites in the formation menu; just not in battle.
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After her rescue from Fogg's Asylum by Anthony in Sweeney Todd: The Demon Barber of Fleet Street, Johanna dresses up like a boy in order to hide from Judge Turpin. Unfortunately, she almost gets killed by her own father, Sweeney Todd, when he fails to recognize her and takes her for a witness to his final vengeance upon the Judge.
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An episode of The Fairly OddParents! revealed that Trixie Tang regularly disguised herself as a boy so she could buy comic books anonymously.
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In Strays, Meela's brother cut her hair so they could pass as brothers, rather than the brother and sister their enemies were looking for. She didn't like it.
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Ten Miles of Peach Blossoms: Kunlun Mountain doesn't accept female disciples, so Bai Qian disguises herself as a boy to get in.
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Under A Painted Sky: Samantha and Annamae run away by posing as boys and taking the Oregon Trail west.
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The Princess and the Grilled Cheese Sandwich: Cam has to pass herself off as a man because women cannot inherit at all in this setting. In fact, the whole thing was her father's idea so she would not be left destitute upon his death.
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Lydia of Brotherband dresses as a man to infiltrate the sex-segregated Arridan gold market along with Gilan in Slaves of Socorro. It helps that she's already fairly tall and muscular, and the flowing robes and kheffiyeh headdress she's wearing cover pretty much everything else. She's found out when her kheffiyeh is knocked off by a passing merchant, but by that point she's already set the place on fire.
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Subverted in Girls Saurus, where all the other students at the boys' school Tsubasa goes to are convinced he's actually a girl pretending to be a boy, even though he isn't... Except for tough guy Arahata, who refutes the idea as ridiculous. "What do you think this is, a shoujo manga?" Of course, then when he goes to confront Tsubasa on the matter, he's utterly convinced that he's a girl after one look at him, too. He also gets molested by men on the train to school.
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Tom, Leo's fellow apprentice in Leonardo, is a girl who disguised herself as a boy to escape an arranged marriage and because in Renaissance Florence girls can only paint as a hobby. Her real name is Lisa, which given the series' In the Past, Everyone Will Be Famous tendencies, presumably makes her Lisa del Giocondo. (This is confirmed in Episode 8.)
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General and I: Bai Ping Ting disguises herself as a man to sneak into Jiao Yan Casino.
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Subverted in Demon Knights with the Shining Knight (who is a Sweet Polly Oliver in some other versions as well). Her costume looks convincing to the reader (due to the fact that she's very flat-chested) but fools no one in-universe. And then played with further when it turns out assuming she's a woman is wrong as well; she's non-binary in some way (nobody in the setting has the right terminology; she describes herself as "both").
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The Reluctant King: Margalit disguises herself in a man's clothes when she goes to help Jorian on mount Aravia. The narration does mention that her disguise is kinda given away by some unmasculine bulges underneath her jerkin, though other strangers mind their own business.
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Encyclopedia Brown Shows the Way: "The Case of the Girl Shortstop" involves a girl who'd been playing on a boys' Little League baseball team until one of her teammates ratted her out and got her kicked off, and she seeks Encyclopedia's help in finding out which one—Then ends up thrashing the boy for it in the solution.
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Cinderella Chef: Jia Yao dresses as a man because that always works as a disguise on television. Then she discovers no one is fooled by her disguise.
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In the video game The Legend of Zelda: Ocarina of Time Princess Zelda disguises herself as a warrior named "Sheik" to hide from the main villain and help the main hero. The reveal was a big surprise to players when the game first came out, but now it's so well known you can even have her switch back and forth between the two personas in the first three Super Smash Bros. games.
However, whether Shiek is actually male (or meant to be perceived as male) is hotly debated amongst fans. The non-canon manga adaptation of OoT says that Zelda magically gave herself the mind of a boy, while Super Smash Bros. and Hyrule Warriors present the Sheik disguise as more overtly female-looking and use feminine pronouns. Ruto briefly refers to Sheik as a "young man" in the only time Sheik and their gender are mentioned by another character in-game, but the two never directly interacted with one another, so it could be that Ruto was mistaken. Ultimately, Ocarina itself is ambiguous about whether Sheik is merely a female disguised as a male as per this trope, a male who was transformed from a female, or a female whose disguise is also meant to be female, though most spinoff material leans towards the latter.
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The Dallas Theater Center's 2022 production of A Christmas Carol had Tiny Tim played by a girl, despite the character still being male.
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In Classi9, Ren has to pass as a boy named Rentarou to keep studying music in Melite. Except for Mozart, who led her there and ended up becoming her Secret-Keeper, no one is allowed to know about her gender, or they will both be expelled.
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Jade Empire features a theatrical production in a culture where only men may be actors; naturally, if the player character is female, she takes the part anyway. Of course, it's a female part...
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The Conqueror from a Dying Kingdom: A noble girl who's family members traditionally become scholars, dresses as a boy to become a knight. She did it, not because girls are forbidden from being knights, they are allowed even if it's uncommon, but to avoid the attention of her own family, which would have forbidden it. Even when not purposely dressing as a boy, she is androgynous, slim, and petite. Her disguise as a boy is paper thin and almost everyone at the Knight Academy sees through it, except for one person. She enjoys the way he treats her as One of the Boys so she continues the charade.
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In Emergence, Ruby is chosen to be part of a mission in Syria dealing with ISIS terrorists because with her short hair, she can pass for a boy at a distance with the help of baggy clothes.
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"The Unknown Legionnaire": Unknown Boy, a masked super-being who shows up all of sudden to help the Legion of Super-Heros turns out to be an amnesiac Supergirl disguised as a male.
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The Friday the 13th: The Series episode "The Poison Pen" features protagonist Micki dressing as a male monk to infiltrate a monastery.
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Game of Thrones: Arya Stark is disguised as a boy by Yoren to hide from everyone and be taken to the north to safety due to her status of being branded the daughter of a "traitor". After a while, Surprisingly Realistic Outcome occurs and it becomes a Subverted Trope: Arya is only able to conceal her gender from truly stupid people, while anyone with a working brain (Gendry, Tywin, Jaqen, The Hound) sees past the disguise at first glance. By the third season, she's more grown up and it's pretty obvious to people that she's a girl. Before her disguise, there's something of a minor Running Gag in her doing this unintentionally. She dons pants while practicing with her sword, and people who encounter her during these moments often mistake her for a boy, much to her frustration.
In episode 1.4 of House of the Dragon Rhaenyra dresses up as a boy to sneak into the bowels of King's Landing with her uncle Daemon. To be exact, they go to the Street of Silk. She really doesn't look very masculine in her disguise, just poor. It does fool some people, but not all.
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In Salt, Evelyn Salt disguises herself as a man in order to get into the White House towards the end of the film. Angelina Jolie makes an eerily convincing man.
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Gummi Bears — Princess Calla does this to avoid getting a bodyguard. Her father finds out and so is impressed at how formidable she is that he immediately agrees that she doesn't need one.
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Head in the Clouds: Gilda sneaks out of Cambridge University dressed as a man so Guy won't get in trouble over her being in his room.
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In Help! I'm a Teenage Outlaw, Deedee spends a lot of time disguised as a boy. It helps that most people don't expect a teenage girl to be part of a gang of highwaymen.
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Helmut Marx Von Babel of the Baselland Military Academy's cavalry divsion in Gunka No Baltzar. Her sex isn't discovered until the protagonist forces her to strip to remove the leeches that got all over her when she forded a river.
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The runaway Jack from Pitch Black.
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Candy White-Andree in Candy♡Candy is grounded during a school festival, but a friend of hers sneaks her a box with two outfits: a female gown and a male disguise, both with matching wigs. (A gift from her Mysterious Protector, who had sent it before she was punished.) She uses them to sneak away and have fun without being caught by the school staff, alternating between the girly girl facade and the boyish one. Hilarity Ensues.
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Emet from Warrior U dresses as a boy so that she can learn to become a warrior.
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Princess Silver: Rong Le dresses up as a man when she escapes Western Qi's palace, and later when she goes to see Chen Yu.
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In Fate/stay night, Saber is actually King Arthur, or rather Artoria Pendragon, who passed off as a boy thanks to Excalibur, which maintains her youthful state.
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In the Hamilton fanfic Sweet Polly Oliver and the Tomcat, Eliza Schuyler decides, at the age of five years old, to become her father's son, so that her family has someone to continue their legacy. In doing this, she was inspired by the trope namer, which her grandmother used to sing to her as a young girl.
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There is the 2003 Afghani film, Osama, the first film to come out of Afghanistan after the overthrow of the Taliban. The film is about a 12-year old girl who disguises herself as a boy in order to earn an income for her family, who are left destitute and with no way of earning an income after the death of her father and uncle. Osama is an unusually realistic example of the trope.
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Yentl followed this trope. The main character became a man in order to attend a school in Jewish Talmudic Law, which was forbidden for women at the time. It made for some really weird love triangles. note  It was based on a book by Isaac Bashevis Singer, as listed in the literature section.
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Sam(antha) in Danny Phantom briefly disguises herself as a boy to trick three female ghosts who have made all the men disappear. Her presence was to get the three to use their powers so Sam's team could counter with their own weapon to restore all the men back.
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In Legion of Super-Heroes, Lightning Lass made her first appearance pretending (rather inexplicably) to be her dead twin brother, the Legionnaire Lightning Lad. The deception was exposed when Sun Boy noticed that she didn't have an Adam's apple.
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Wizards of Mickey: Trudy van Tubb is introduced this way in The New World, having dressed up as a man in order to join Pete's pirate crew.
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Viola in Shakespeare in Love, Shakespeare's Love Interest, who wants to be an actor. Hilarity and awkward situations ensue.
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Lady In Mystery has Heesoo, a young woman who is the daughter of a man convicted of treason. She dresses up as a man not only to hide her identity, but also to make running a detective agency easier.
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In RWBY Alternate, Cordovin (which isn't her true name) enlisted in the military as a male because women are banned from her country's military. She spent decades working under her male disguise.
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Juliana: Juliana asks her friend Clavito whether his boss, Don Pedro, would let her work for him. Clavito refuses and tells her that only men can work as ambulant singers. When Juliana's stepfather steps up with his abuse, she decides to run away from home and pretend to be a boy named Julián so Don Pedro would accept her. While her hair was already fairly short, she trims it so it becomes shoulder-length and stylizes it to look like a boy's hairdo. She also puts on a shirt and pants —at the time, women only wore skirts or dresses. It helps that, because of her young age, she's androgynous enough. It makes her unwilling to swim at the sea when she and the other kids go to the beach.
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Spoofed by the character of 'Bob' in the various Black Adder series.
Queenie makes a very poor attempt at this (wearing a big cloak over her elaborate dress) in an attempt to join in on the boys' drinking party.
Also used for a bit of subtle Character Development; in the second series (set in Elizabethan England), when 'Bob' first shows up, Lord Blackadder is both taken in by Bob's disguise and highly attracted to 'him', prompting something of a crisis of sexuality. In the fourth series (set during the First World War), 'Bob' shows up again... and Captain Blackadder's not fooled for a second. Unfortunately, his superior officer is...
In the same episode, Baldrick attempts an inversion where he disguises himself as a woman to try and seduce the General to marry him for his wealth (yeah...). Blackadder scuttles the plan by pointing out that the General is unlikely to be attracted to a "two-legged badger wrapped in a curtain".
In a later episode 'Bob' is going by 'Bobbie' (not her actual name of 'Kate'), wearing more gender-neutral clothes, and openly sleeping with Flashheart; it's not clear if she came clean and somehow kept her job or if the General is just that oblivious.
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Shizu, Mariya's twin sister in Maria†Holic is doing the exact opposite of her brother by playing out this trope. None of her antics over at Mihoshi no Mori Boys' School have been seen, but this is especially troubling for Shizu since she Does Not Like Men.
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Faris from Final Fantasy V. Yes, "his" secret is outed very early on, but she doesn't start dressing any differently... apart from two or three of her jobs, including the Mystic Knight and the Dancer, both of which only become available after The Reveal. It's also worth noting that she still talks like a man and is clearly uncomfortable the one time she's shown wearing women's clothing.
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Amusingly subverted in The Curse of the Claw episode of Ripping Yarns (a parody of "The Monkey's Paw") with a character who appears to be an obvious Sweet Polly Oliver because her strict Victorian upbringing was so strictly Victorian she doesn't know she's a woman (or indeed what women even are.) The hero is happy to "enlighten" her.
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My Little Pony: Friendship Is Magic: In the episode "Gauntlet of Fire", dragon princess Ember disguises herself as a male dragon to compete in a Death Course, even faking a deeper voice when forced to talk. However, it is downplayed to an extent, since it's not that female dragons weren't allowed, but rather that she did not want to be recognized after her father explicitly told her not to compete.
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In Girl Got Game, Kyo is forced/convinced by her father to pretend to be a boy so she can fulfill his dreams of playing basketball. She also lives in the boy's dorm with a boy she hates who she of course ends up falling for. This series is pretty much a parody of the genre. Similar to the example in Mulan, Kyo has many severe male stereotypes she tries to emulate with little success. She ends up adapting, however, and wonders if she can ever go back to being feminine. Her roommate also has an interesting way of coping once he discovers her true gender.
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In William Hartnell-era Doctor Who, the Doctor would often dress up his female companions in men's clothes out of concern for their safety:
In "The Crusade", the Doctor insists on dressing Vicki up as a boy because he feels this will make her safer in the Middle Ages. Vicki tries her best and the disguise works well, but eventually complains to the Doctor that she's fed up with being a boy and wants to be a girl again. She spends the rest of the story in a stunning and very feminine medieval gown and headdress, which she seems a lot more comfortable with.
In the later Hartnell story "The Smugglers", Polly is dressed fashionably for the 1960s in trousers and a cap. When she goes back in time to pirate Cornwall, the locals mistake her for a boy, which she admits to the Doctor makes her feel 'very odd'. The Doctor tells her it's better she go along with it for her own safety, as pirates do not tend to be kind to women.
In "The Woman Who Lived", Ashildr disguises herself as a highwayman. A flashback to the Hundred Years War also reveals that she Bound and Gagged a male soldier and stole his weapons and uniform in order to join the fight.
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The eponymous heroine of the Korean drama Queen Seondeok.
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In the 1923 silent film Little Old New York, Marion Davies plays an Irish lass who disguises herself as her dead brother so that she can inherit the fortune that was left to him. She falls in love with the guy who was next in line to get the money after her brother.
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In Fantasy Life, Princess Laura, who is first met in her boy disguise.
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An episode of Jimmy Two-Shoes had Heloise disguise herself as a boy in order to see a list of "Guy Stuff" that Jimmy and Beezy wouldn't let her see.
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Connie and Carla, about two female performers who witness a murder, so they go into hiding by disguising themselves as Drag Queens (a spoof of Some Like It Hot where two jazz musicians who witness the St. Valentine's Day Massacre go into hiding by joining an all-women's jazz band). In other words, they dressed up as men who dress up as women.
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Wolfsmund: The first chapter focuses on Lise, a Fallen Princess who has to disguise herself as her sole remaining knight Georg's squire to avoid detection, as she is wanted for being the daughter of a recently executed rebel leader. Too bad for both of them that Wolfram finds out.
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Shantae and the Seven Sirens: A woman is disguised as a man to avoid her enemies, as revealed right before the end of the game. It's Risky Boots as the Arena Town Mayor.
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In Tears to Tiara 2. At one point the party decides to let themselves be captured by slavers. The girls disguised themselves, with some magical help, so they will be kept on the same ship as the guys.
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Sword of the Rightful King: Gawen turns out to be Gwenhwyvar, aka the future Queen Guinevere. Even the narrator is in on the trick, since the sections told from her point of view continue to use masculine pronouns.
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A common trope in the early games (particularly in Metal Gear 2: Solid Snake, Metal Gear Solid, and Metal Gear: Ghost Babel) had Solid Snake having to rendezvous with a female ally who has already infiltrated the enemy by disguising herself as a soldier. Particularly in MG2 and MGS, the only way to determine who is Snake's contact is to follow said contact to the Ladies' room. Or if the player is detail-oriented, they may notice that the actually-female soldier sways her hips as she walks, and has slender legs. Snake himself notices it, a fact which is later given a nod in Super Smash Bros. Brawl when he realizes immediately that Samus Is a Girl.
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Rhythm Thief: Charlie, though it's never made clear if she intentionally tries to look like a boy or not.
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In her Darkover novel Hawkmistress Romilly runs away from home and disguises herself as a boy. She proceeds to fall in love with a man who seems to return her interest. Unfortunately it comes out that he genuinely prefers boys and is enormously taken aback, not to mention turned off, when he discovers she's a girl.
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Miranda, the title character from Maledicte, passes herself off as a young man to get revenge on her lover's father. The male name and pronoun are used even in scenes from "his" point of view, which definitely makes for some odd sex scenes. Actually, the entire book is an odd experience - Maledicte's deception is so complete that the reader forgets that it is a deception.
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The Young Riders: Pony Express rider Lou was really Louise, and managed to keep her real gender hidden from most of the main characters for nearly the entire first season (and from some of them for even longer.)
Her love interest, and eventual husband in the series finale Kid, learns her secret in the very first episode and agrees to help her keep it (it's the shared secret that helps them bond together). The other riders learn it in the fourth episode, but only when they encounter Lou's father and siblings. Teaspoon learns it in the second episodes of the second season.
Note that the Real Life Pony Express specifically recruited "small wiry fellows, preferably orphans" as riders, making this entirely possible.
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An episode of Sonny with a Chance has Sonny disguise herself as a male fan of herself.
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The Rise of Phoenixes:
Zhi Wei has to pretend to be a man for several years.
Shao Ning makes a truly terrible attempt to disguise herself as a man while attending Qingming Academy. She doesn't even bother to remove her make-up.
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Despite appearing as an enemy, King was handled as this in the original Art of Fighting — her reason in this case being that due to not being able participate in Muay Thai tournaments as a child due to her gender, she passed herself off as male and continued to do even after moving to the United States. Later games made her femaleness more obvious, even including visible breasts — although relatively modest-appearing... despite the fact that without binding and concealment, her bust measurement rivaled Mai Shiranui's, which was capitalized on for some fanservicey official art, and occasional in-game fanservice. The King of Fighters 2001 threw this muted handling of her appearance completely out the window, but we don't like to talk about it.
In the first game, King's gender was a Tomato Surprise that you could uncover by defeating her with a fireball attack. Too bad her hit cries were so feminine that it hardly counted as a secret.
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The Blair Witch Files - a novel spin-off of The Blair Witch Project - features this in its first book The Witch's Daughter. The backstory revolves around a young girl in the 1940s called Louise Irwin; after her parents and uncle die, her cruel aunt decides to send her to an orphanage. The boys' one is closer than the girls', so she forces Louise to pass as a boy called Lee. She's able to fool them for a whole year before the other boys notice that 'Lee' only ever uses the upstairs bathroom (with a lock on it), and out her as a girl. She no longer has to pass once she's taken to a girls' home, but she keeps calling herself Lee for the sake of her revenge plot.
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In the The Hunger Games fic What's So Civil About War, Anyway?, Katniss joins the Union army by hiding as a boy called Kat. Somewhat subverted in that it does not take long for most people in her unit to learn her true identity, but they are cool with it, anyway. There is also a joke about another woman getting caught and sent back home.
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In Robin Hood (1991), Maid Marian (Uma Thurman) attempts to escape an Arranged Marriage to the evil Sir Miles Folcanet by disguising herself as a boy and joining Robin's merry men. When the Sheriff of Nottingham attempts to lure Robin into a trap by having his lover impersonate Marian, Marian is forced to reveal herself to Robin to save him. She was more successful at impersonating a man examples, partly because Uma's fairly tall.
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Marvel 1602: Carlos Javier has a page named John Grey. Scott Somerisle is insanely jealous of "John"'s friendship with Angel, much to the latter's confusion. When Scott finds out that Angel honestly didn't know that "John" was female, he apologizes... only to be told that Angel was, in fact, in love with Jean's boy-persona.
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In the musical Something Rotten!, which takes place in Shakespearean England, Bea disguises herself as a man so she can get a job, and later disguises herself as a lawyer so she can defend Nick from being sentenced to death.
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In Genji: Dawn of the Samurai, Otohiko is actually Lady Shizuka, despite players never hearing Otohiko's voice and the game continually referring to Otohiko as a "he." She did it to avoid the enemy Heishi's pursuit.
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In Bertolt Brecht's The Good Person of Szechwan, Shen Te has to dress as her fictional (male) cousin Shui Ta, in order to get respect from her clients.
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Spoofed in Kat, Incorrigible; Kat disguises as boy and wants to run away to London. She gets as far as the front door of her house.
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John Carter of Mars: Tavia from the Barsoom-novel A Fighting Man of Mars; she dresses like a man to escape slavery and the harem of Tul Axtar. She can also fight much better than most women in the Barsoom-series.
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In Slapstick comedy The Knockout (1914), the hero's girl does this to watch him fight in a boxing match, since no women are allowed in the audience.
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The performing troupe of female impersonators in The Last Continent included an actual female, who was filling in for her brother. And turned sideways because Rincewind honestly doesn't notice, though he did get upset that his (presumably male... ish) Luggage was now dressed in high heels (a lot of them) and a frilly pink tablecloth.
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The Rigel Black Chronicles is based on Harriett Potter pretending to be her cousin Archie in order to study at Hogwarts. The gender swap is secondary, though; Hogwarts doesn't discriminate by gender but by blood status, and her cousin is a Pureblood. Still, to make it work, she has to convincingly pretend to be a boy, gaining a reputation in the process for remarkable shyness about bare chests, and for sleeping in robes.
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Sailor Moon also disguises herself as a reporter in the first-season anime episode "Cruise Blues". If that isn't obvious enough, look at how short her hair is in this disguise!
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The Sandman (1989): Jim the "cabin boy" in Hob's Leviathan is actually a girl named Peggy.
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All Men of Genius is about a woman who wants to attend a prestigious scientific academy which only accepts men, and who impersonates her brother to get there.
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The manga adaptation of Mega Man 6 has the titular protagonist knock off Centaur Man's helmet, revealing her long flowing hair. Turns out that she disguised herself as a male.
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The King's Woman: Gongsun Li dresses as a man after her grandfather's death. It's an unconvincing disguise to say the least.
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Sandra on the Rocks: Eloise, as part of a convoluted revenge plot, infiltrates a high school along with her girlfriend Nadine under the guise of two new students. She wasn't happy to find out that Nadine, for her own amusement, gave her a male fake identity.
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A similar idea is used in Victor/Victoria, merely as a way to break into show business. Victoria's singing is apparently far more appreciated by audiences who think she's a gay female impersonator named Victor. The film makes a point that this takes some doing: Victoria is naturally a coloratura soprano (being played by Julie Andrews) but has to perform as a contralto so that her voice is deep enough to keep up the illusion.
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Florinda: Florinda dresses as a man to escape her father's incestuous intentions for her so she can pass for male, and no one's the wiser at first.
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Surrounded: Mo is a young black woman who's dressed as a man and presented this way to others. Tommy Walsh sees through it, while most people simply think she's younger because of her soft voice and slim build. Will Clay also sees through it later, calling Mo "Gal" immediately when they meet.
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AFK: Maybel pretended to be a guy in the game, so she could escape being harassed and hit on.
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In Dragon Force, one of the leaders is a female who wears intimidating and bulky armor with a face-concealing helmet for the first half of the game. Her proper gender is indicated immediately if you play as her in the campaign, but nobody else knows until she takes off the helmet.
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Toliver's Secret: For her mission to deliver a message to the revolutionaries after her grandfather's too injured to do it, Ellen pretends to be a boy by wearing her older brother Ezra's hand-me-downs, having her hair cut short for a pigtail, and going by her surname, Toliver. Ellen's mother, Abby, originally suggests doing this herself, but Ellen's grandfather dismisses the notion because she'd fool "no one but an idiot". He believes Ellen is more convincing for the job because nobody would suspect a small boy with a loaf of bread (which the message is hidden inside).
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High Marshall Azure in Oathbringer pulls this. Considering how strongly enforced Vorin gender roles are it's even more scandalous there than it usually would be. It is, however, subverted in that all of the soldiers under he command know she's a woman, and she makes no effort to hide it from them, it's just that no one outside the army knows she's a woman.
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The Wide-Awake Princess: Annie starts her search like this. Once she joins Liam, she readopts a dress.
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In Sixes and Sevens, Emily disguises herself as a young boy when the team sneak through Nazi-infested waters during Shadow of the Eagle.
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Sticky Dilly Buns has a minor case when Ruby, basically The Ingenue, deconstructed, disguises herself as "Rudy" (basically a joke White Gang Banger), in order to assist with one of Dillon's Zany Schemes. It's a short-term effort and not a very convincing disguise (although it fools Ruby's sister during a brief encounter), but it perhaps helps Ruby's confidence, as she claims that some of Rudy rubs off on herself.
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Alicia "Jeudi" Brandel from Honoo no Alpen Rose must do this in the manga to go to Austria unnoticed, calling herself "Julian", so she can escape from her Stalker with a Crush and find the people who can tell her who she truly is. She does it so well that two girls find her boy self "handsome", and one of them (Liesl) is quite infatuated with "him" too... And she may have been a bit infatuated wuith Jeudi after finding out, too. Sadly, it was cut from the anime.
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In The World is Still Beautiful for a while starting from Chapter 31, Nike goes under disguise as "Vice Captain Kanaris Micaine" of Livius' army to pretend to be Luna's lover so they can stop her unwanted arranged marriage to Marquis Fortis. It fools everyone but him, so it turns out.
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In The Breadwinner, a girl named Parvana, who lives in Afghanistan, disguises herself as a boy in order to earn money for her family because her father was arrested and her brother was too young to provide for them.
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Echo from New Avengers, who posed as a male hero named Ronin in order to infiltrate the Tokyo underworld. It was an ingenious move, especially when you consider that if gangsters were looking for a male hero with a very Japanese-sounding name, a small Latina woman would be the last person they'd suspect.
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Dino Attack RPG has a strange case in that while this trope is played straight, it is not for the usual reasons, as the Dino Attack Team is clearly established to have no objection to hiring women. Instead we have Agent Pyro (who despite spending most of his time wearing a gas mask was clearly stated to be male) seemingly turning out to be a woman. It is later revealed that the woman who was unmasked was actually Pyro's estranged daughter, who had stolen his gear while he was passed out drunk and then impersonated him in order to protect him from The Mole that was killing his teammates.
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In the GURPS Robin Hood "Cyber-Robin" setting, Robyn Lincoln uses an avatar of Errol Flynn's Robin when cracking megacorps and giving to the poor, both to conceal her true identity and because she's a fan of the legend. She has no idea that the hacker she assigned the name "Maid Marian" has assumed a) that she's actually male and b) that this choice of name indicates a romantic interest, which Marian thinks she reciprocates. To make this worse, Marian is homophobic, and if she learns the truth will assume that Robyn is a lesbian (which she isn't) and was trying to "trap" her.
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In Prince of Persia: The Graphic Novel, when Shirin leaves the city of Marv in search of La Résistance, she cuts her hair and masquerades as a boy named Shapur.
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In Children of Time, Beth Lestrade dresses as a street boy out of necessity when in Victorian London, first to join Sherlock Holmes on a case, then for purely practical reasons when she and the Irregulars are on the run. To her amusement, her own ancestor falls for her disguise, though she later confides to Holmes that she was rather surprised it worked.
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Jacqueline, alias Jacques, a woman disguised as a man while on the run for murder, in Young Blades pleasyed by Karen Cliche. Although in her case, it's a Paper-Thin Disguise.
One episode has an assassin using a "bending light" trick to make himself look like anyone, including "Jacques." D'artangan (who knows Jacqueline's secret) tells her he was able to realize this was an imposter as he was "too masculine."
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In Fire Emblem: Awakening, when Lucina comes from the future to save her father in her attempts to stop the Bad Future, she disguises herself with a Cool Mask concealing her eyes (which have a Brand that would reveal her identity) and tucks her hair into to assume a boyish appearance and goes by the pseudonym of "Marth". Eventually, she reveals her true gender after her mask is broken while averting an assassination attempt on Chrom. It is also suggested that Lon'qu, a warrior fighting in the tournament at Ragna Ferox, lost to "Marth" because even though he was the more skilled swordsman, his realization that "Marth" was a woman caused him to lose his edge due to his trauma-induced gynophobia.
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The Shadow Campaigns:
Winter Ihernglass escaped from an Orphanage of Fear by enlisting in the Vordanai army. She's one of the only rankers in the First Colonials who volunteered for service in Khandar, as it was the furthest posting possible from Vordan and the least likely to contain anyone who'd recognize her. The reader is in on her identity from the first chapter, but not anyone else; frequent mention is made of the fact that she would be dishonorably discharged if her true sex became known. (She initially gets away with it by pretending to religious sentiments in order to avoid the other soldiers' brothel and tavern visits. Her Rank Up in the beginning of the first book also helps, as NCOs get private quarters; previously she had purchased her own tent out of pocket to avoid sharing quarters.) Lucky for her, when her CO eventually does find out, he decides to keep up the masquerade, as she's far too competent to let go.
Bobby is revealed to be female about three-quarters of the way through The Thousand Names, when she suffers a grievous wound in combat. Her fellow noncoms also decide to keep the secret, although this has more to do with the nature of her survival than her sex. (Hint: she undergoes an Emergency Transformation that would see her executed for witchcraft back in Vordan.)
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In Family Guy, one Cutaway Gag has Peter Griffin spending fifty years pretending to be a woman, posing as a nun, and taking care of orphans at a Catholic Mission. A French Woman wrote a documentary about it called "Mère Bernadette: Transvestite Child of God" and it won the Palme d'Or at Cannes and the Silver Scissors at the Bulgarian Lady-Weiner Festival.
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As a young girl, Martha Washington in Give Me Liberty habitually passes herself off as a boy to avoid being sexually assaulted. She then gets grabbed by someone looking for young boys.
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Inverted in The Witcher 3: Wild Hunt. You overhear a group of drunk soldiers telling a story about a farmer who had disguised his Pretty Boy son as a girl to hide him from the war. The punchline to the "joke" was that the soldier tried to rape the "girl" and on discovering their real gender, went ahead with the rape anyway. You can practically hear the disgust in Geralt's head.
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In Daddy's Daughters, Eugenia (Darya Melnikova) disguises herself as a boy to help the school win a football match in Episode 35. It helps she was a Pettanko Bifauxnen early in the show's run.
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In Assassin's Creed III some of the soldiers that wear face covering scarves make grunting sounds that imply this trope.
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In Voltron: Legendary Defender, a First Few Episodes Spoiler is that Pidge is actually a girl who joined the Galaxy Garrison to look for information about her missing brother. "Katie" had already been caught snooping, so she cut her hair and created a male identity to hide better.
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The Raven Tower: Discussed; the nation of Iraden bars women from military service, so Tikaz mentions that some women assume male identities to become soldiers. When he's receiving medical treatment, Eolo clarifies that he's a transgender man, not this trope.
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The Brotherhood of the Conch: In The Mirror of Fire and Dreaming, Nisha disguises herself as a boy so she can attend the ceremony where Kasim and Ifrit are planning to overthrow the nawab.
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Dragonvarld: Bellona dresses as a man when she's with Melisande in Idylswylde, since there a woman without a husband would be suspect (presumably while pregnant in particular). When warrior women from Seth come for them, they do this as a disguise too. Later while raising Ven, Bellona dresses and passes as a man for years, with other people believing she's his father.
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Mortal Kombat: Deception: Before getting recruited into the new Black Dragon, Kira sold weapons to terrorists while disguised as a man until her cover was blown.
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Part of the backstory for Override of Transformers: Cybertron was that she somehow disguised herself as a boy to enter the great race for planet leadership. The weird bit, aside from the concept of a crossdressing robot, is that Override is pretty damn androgynous anyway and is a male in the original Japanese.
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Interview with the Vampire (2022): In the Season 1 finale, Antoinette Brown — who has been a vampire since at least the sixth episode — has disguised herself as a man in order to spy on Louis de Pointe du Lac and Claudia and read their thoughts, which is why she's aware of their plot to murder her lover Lestat de Lioncourt.
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A ChocoMimi extra had Mikami think Mumu is this. He asks him about this in his own weird way.
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This trope is the central plot of Just One of the Guys, an 80's teen comedy. The main character's brother even asks sarcastically if she's trying to become a rabbi.
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My Country: The New Age: Hui-jae dresses as a man when she puts up posters around the city.
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Sailor Moon:
Done in the Sailor Moon manga by Minako. She uses the Crescent Compact to transform into a male Mugen Gakuen student so she can slip into the school and watch the concert of idol Mimi Hanyuu, who is secretly Mimette. She also does this at least once in the prequel, Codename: Sailor V.
In the manga, both Nephrite and Sailor Moon did this—Nephrite as a ghostly bride, and Sailor Moon as the ghostly bride's groom.
Sailor Moon also disguises herself as a reporter in the first-season anime episode "Cruise Blues". If that isn't obvious enough, look at how short her hair is in this disguise!
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Michel Volban of Glass Fleet is a noblewoman who assumed her older brother's identity and his role as leader of La Résistance.
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He's Dedicated to Roses: The heroine is a very plain girl who becomes a very pretty boy in order to escape her Rich Bitch "owner". Somehow no one notices her huge stash of stylish male clothes despite her being a servant.
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Tsukiko from Samurai High School switches places with her Half-Identical Twin brother Kou to enter said high school and become Supreme Commander of Japan. It helps that they both are adept at the opposite gender roles.
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The First Shop of Coffee Prince has this trope as its main plot.
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Sweet Polly Oliver
 Sweet Polly Oliver / int_fe85bfc8
comment
However, whether Shiek is actually male (or meant to be perceived as male) is hotly debated amongst fans. The non-canon manga adaptation of OoT says that Zelda magically gave herself the mind of a boy, while Super Smash Bros. and Hyrule Warriors present the Sheik disguise as more overtly female-looking and use feminine pronouns. Ruto briefly refers to Sheik as a "young man" in the only time Sheik and their gender are mentioned by another character in-game, but the two never directly interacted with one another, so it could be that Ruto was mistaken. Ultimately, Ocarina itself is ambiguous about whether Sheik is merely a female disguised as a male as per this trope, a male who was transformed from a female, or a female whose disguise is also meant to be female, though most spinoff material leans towards the latter.
 Sweet Polly Oliver / int_fe85bfc8
featureApplicability
1.0
 Sweet Polly Oliver / int_fe85bfc8
featureConfidence
1.0
 Super Smash Bros. (Video Game)
hasFeature
Sweet Polly Oliver / int_fe85bfc8
 Sweet Polly Oliver / int_ff2165b
type
Sweet Polly Oliver
 Sweet Polly Oliver / int_ff2165b
comment
Cold Case had that 2-part Boot Camp Episode about a girl who joined a military school to prove she can hack it with the best of them. She only found later that her classmates didn't like it not because she was a girl but because she was a "barracks rat", an anti-social loner. Only when she softens do they warm to her. She gets killed by another jealous barracks rat
 Sweet Polly Oliver / int_ff2165b
featureApplicability
1.0
 Sweet Polly Oliver / int_ff2165b
featureConfidence
1.0
 Cold Case
hasFeature
Sweet Polly Oliver / int_ff2165b

The following is a list of statements referring to the current page from other pages.

 Sweet Polly Oliver
processingCategory2
Always Female
 Sweet Polly Oliver
processingCategory2
Disguise Tropes
 Sweet Polly Oliver
processingCategory2
Gender and Sexuality Tropes
 Sweet Polly Oliver
processingCategory2
Gender-Blending Tropes
 Sweet Polly Oliver
processingCategory2
Identity Index
 Sweet Polly Oliver
processingCategory2
Military and Warfare Tropes
 Sweet Polly Oliver
processingCategory2
Narrative Devices
 Qin's Moon (Animation) / int_a8217606
type
Sweet Polly Oliver
 Basquash! / int_a8217606
type
Sweet Polly Oliver
 Castle in the Sky / int_a8217606
type
Sweet Polly Oliver
 Crush Gear Turbo / int_a8217606
type
Sweet Polly Oliver
 Glass Fleet / int_a8217606
type
Sweet Polly Oliver
 Jubei-chan / int_a8217606
type
Sweet Polly Oliver
 My-HiME / int_a8217606
type
Sweet Polly Oliver
 My-Otome / int_a8217606
type
Sweet Polly Oliver
 Nobunaga the Fool / int_a8217606
type
Sweet Polly Oliver
 Pokémon: The Series / int_a8217606
type
Sweet Polly Oliver
 Pokémon the Series: XY / int_a8217606
type
Sweet Polly Oliver
 Princess Nine / int_a8217606
type
Sweet Polly Oliver
 Sailor Moon / int_a8217606
type
Sweet Polly Oliver
 Tamagotchi / int_a8217606
type
Sweet Polly Oliver
 The Three Musketeers / int_a8217606
type
Sweet Polly Oliver
 The Princess Thieves (Audio Play) / int_a8217606
type
Sweet Polly Oliver
 Historical Heroine (Blog) / int_a8217606
type
Sweet Polly Oliver
 Magadheera / int_a8217606
type
Sweet Polly Oliver
 Adventure Comics (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Blade Runner Titan Publishing (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Bunty (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 ClanDestine (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Empowered (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Finder (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Justice Society of America (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Les Tuniques Bleues (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Ninja High School (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Prince of Persia: The Graphic Novel (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Red Tornado (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 The Children's Crusade (Vertigo) (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 The Princess and the Grilled Cheese Sandwich (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 The Unknown Legionnaire (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Wizards of Mickey (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Wonder Woman (1987) (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 Wonder Woman (Charles Moulton) (Comic Book) / int_a8217606
type
Sweet Polly Oliver
 What's New? with Phil and Dixie (Comic Strip) / int_a8217606
type
Sweet Polly Oliver
 Zbeng! (Comic Strip) / int_a8217606
type
Sweet Polly Oliver
 New Avengers / Comicbook
seeAlso
Sweet Polly Oliver
 Mulan / Disney / int_a8217606
type
Sweet Polly Oliver
 Basil's American Tail / Fan Fic / int_a8217606
type
Sweet Polly Oliver
 A Ballad of the Dragon and She-Wolf (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 A Knight's Tale as Inquisitor (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 A Thing of Vikings (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Austraeoh (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Compass of Thy Soul (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Emergence (RWBY) (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Eroninja (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Façade (Persona 4) (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Ice (SonicCritic) (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 I'm Scared Too (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Kyodaina Sentai Manukeranger (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Let the Galaxy Burn (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Lyssophobia (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Most Unlikely of Friends (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Nymph and the Corrupted Miraculous (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Pretty Cure Perfume Preppy (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Queen Of New York (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Queens of Mewni (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Superwomen of Eva 2: Girl of Steel (Fanfic)
seeAlso
Sweet Polly Oliver
 Skin (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Skin (UsagiSquared) (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Superwomen of Eva 2: Girl of Steel (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 The Angel of The Owl House (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 The Blacks, the Greens and the Reds (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 The Bureau: Summer Declassified (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 The Eternal Crown (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 The King Nobody Wanted (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 The Weavers Web (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 To a Merry Christmas (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 To Know Oneself (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Twisted Reflections (Fanfic) / int_a8217606
type
Sweet Polly Oliver
 Black Butler / int_a8217606
type
Sweet Polly Oliver
 Carnival Magic / int_a8217606
type
Sweet Polly Oliver
 Carry On Dick / int_a8217606
type
Sweet Polly Oliver
 Charlie's Angels (2000) / int_a8217606
type
Sweet Polly Oliver
 Cockneys vs. Zombies / int_a8217606
type
Sweet Polly Oliver
 Crouching Tiger, Hidden Dragon / int_a8217606
type
Sweet Polly Oliver
 Dragonslayer / int_a8217606
type
Sweet Polly Oliver
 Head in the Clouds / int_a8217606
type
Sweet Polly Oliver
 House of Flying Daggers / int_a8217606
type
Sweet Polly Oliver
 Hussar Ballad / int_a8217606
type
Sweet Polly Oliver
 In the Navy / int_a8217606
type
Sweet Polly Oliver
 Juliana / int_a8217606
type
Sweet Polly Oliver
 Just One of the Guys / int_a8217606
type
Sweet Polly Oliver
 King Kong (2005) / int_a8217606
type
Sweet Polly Oliver
 Lady with a Sword / int_a8217606
type
Sweet Polly Oliver
 Laser Mission / int_a8217606
type
Sweet Polly Oliver
 Legend of the Eight Samurai / int_a8217606
type
Sweet Polly Oliver
 Les Fugitifs / int_a8217606
type
Sweet Polly Oliver
 Lockout / int_a8217606
type
Sweet Polly Oliver
 Ma Su-zhen / int_a8217606
type
Sweet Polly Oliver
 Magadheera / int_a8217606
type
Sweet Polly Oliver
 Mulan (2020) / int_a8217606
type
Sweet Polly Oliver
 9½ Weeks / int_a8217606
type
Sweet Polly Oliver
 Pitch Black / int_a8217606
type
Sweet Polly Oliver
 Polite Society / int_a8217606
type
Sweet Polly Oliver
 Princess of Thieves / int_a8217606
type
Sweet Polly Oliver
 Red Cliff / int_a8217606
type
Sweet Polly Oliver
 Revenge of the Musketeers / int_a8217606
type
Sweet Polly Oliver
 Robin Hood (1991) / int_a8217606
type
Sweet Polly Oliver
 Sahara (1983) / int_a8217606
type
Sweet Polly Oliver
 Shakespeare in Love / int_a8217606
type
Sweet Polly Oliver
 She's the Man / int_a8217606
type
Sweet Polly Oliver
 Some Like It Hot / int_a8217606
type
Sweet Polly Oliver
 Sorry to Bother You / int_a8217606
type
Sweet Polly Oliver
 St. Trinian's 2: The Legend of Fritton's Gold / int_a8217606
type
Sweet Polly Oliver
 Sylvia Scarlett / int_a8217606
type
Sweet Polly Oliver
 The 47 Ronin / int_a8217606
type
Sweet Polly Oliver
 The Adventures of Gerard / int_a8217606
type
Sweet Polly Oliver
 The Brothers Grimm / int_a8217606
type
Sweet Polly Oliver
 The Crimson Rivers / int_a8217606
type
Sweet Polly Oliver
 The Golden Seal / int_a8217606
type
Sweet Polly Oliver
 The Handmaiden / int_a8217606
type
Sweet Polly Oliver
 The House with Laughing Windows / int_a8217606
type
Sweet Polly Oliver
 The Legend of Frenchie King / int_a8217606
type
Sweet Polly Oliver
 The Limehouse Golem / int_a8217606
type
Sweet Polly Oliver
 The Lord of the Rings / int_a8217606
type
Sweet Polly Oliver
 The Lord of the Rings: The Return of the King / int_a8217606
type
Sweet Polly Oliver
 The Messenger: The Story of Joan of Arc / int_a8217606
type
Sweet Polly Oliver
 The Passion of Joan of Arc / int_a8217606
type
Sweet Polly Oliver
 The Scarlet Pimpernel (1982) / int_a8217606
type
Sweet Polly Oliver
 The Story of Robin Hood and His Merrie Men / int_a8217606
type
Sweet Polly Oliver
 The Sword Stained With Royal Blood / int_a8217606
type
Sweet Polly Oliver
 Theatre of Blood / int_a8217606
type
Sweet Polly Oliver
 Tomboy / int_a8217606
type
Sweet Polly Oliver
 Victor/Victoria / int_a8217606
type
Sweet Polly Oliver
 Yellowbeard / int_a8217606
type
Sweet Polly Oliver
 Yentl / int_a8217606
type
Sweet Polly Oliver
 Young Einstein / int_a8217606
type
Sweet Polly Oliver
 Ace Attorney (Franchise) / int_a8217606
type
Sweet Polly Oliver
 Tolkien's Legendarium (Franchise) / int_a8217606
type
Sweet Polly Oliver
 Steelhold (Lets Play) / int_a8217606
type
Sweet Polly Oliver
 Aria the Scarlet Ammo / int_a8217606
type
Sweet Polly Oliver
 Is This A Zombie? / int_a8217606
type
Sweet Polly Oliver
 Lord Marksman and Vanadis / int_a8217606
type
Sweet Polly Oliver
 Mayo Chiki! / int_a8217606
type
Sweet Polly Oliver
 Trinity Blood / int_a8217606
type
Sweet Polly Oliver
 A Sister's All You Need / int_a8217606
type
Sweet Polly Oliver
 Arabian Hero Cycles / int_a8217606
type
Sweet Polly Oliver
 Arabian Nights / int_a8217606
type
Sweet Polly Oliver
 Artillerymen / int_a8217606
type
Sweet Polly Oliver
 Ash: A Secret History / int_a8217606
type
Sweet Polly Oliver
 Bardic Voices / int_a8217606
type
Sweet Polly Oliver
 Between Two Fires / int_a8217606
type
Sweet Polly Oliver
 Bloody Jack / int_a8217606
type
Sweet Polly Oliver
 Brig Scarlet Flamingo / int_a8217606
type
Sweet Polly Oliver
 Cinderella Is Dead / int_a8217606
type
Sweet Polly Oliver
 City of Bones (1995) / int_a8217606
type
Sweet Polly Oliver
 Clear And Muddy Loss Of Love / int_a8217606
type
Sweet Polly Oliver
 Dark Life / int_a8217606
type
Sweet Polly Oliver
 Darkover / int_a8217606
type
Sweet Polly Oliver
 Deadly Quicksilver Lies / int_a8217606
type
Sweet Polly Oliver
 Decades of Darkness / int_a8217606
type
Sweet Polly Oliver
 Don Quixote / int_a8217606
type
Sweet Polly Oliver
 Dragon Slayers' Academy / int_a8217606
type
Sweet Polly Oliver
 Dragonvarld / int_a8217606
type
Sweet Polly Oliver
 Elemental Masters / int_a8217606
type
Sweet Polly Oliver
 Encyclopedia Brown / int_a8217606
type
Sweet Polly Oliver
 Enola Holmes / int_a8217606
type
Sweet Polly Oliver
 Eon: Dragoneye Reborn / int_a8217606
type
Sweet Polly Oliver
 Gods and Warriors / int_a8217606
type
Sweet Polly Oliver
 Half Magic / int_a8217606
type
Sweet Polly Oliver
 Here Lies Arthur / int_a8217606
type
Sweet Polly Oliver
 Hope Leslie / int_a8217606
type
Sweet Polly Oliver
 In the Realms of the Unreal / int_a8217606
type
Sweet Polly Oliver
 Incarnations of Immortality / int_a8217606
type
Sweet Polly Oliver
 Is It Tough Being A Friend / int_a8217606
type
Sweet Polly Oliver
 Is This A Zombie? / int_a8217606
type
Sweet Polly Oliver
 Jaine Austen Mysteries / int_a8217606
type
Sweet Polly Oliver
 Joss Oder Der Preis Der Freiheit / int_a8217606
type
Sweet Polly Oliver
 Julian Kestrel / int_a8217606
type
Sweet Polly Oliver
 Kat, Incorrigible / int_a8217606
type
Sweet Polly Oliver
 Keturah and Lord Death / int_a8217606
type
Sweet Polly Oliver
 Kris Longknife / int_a8217606
type
Sweet Polly Oliver
 Leviathan / int_a8217606
type
Sweet Polly Oliver
 Lord Marksman and Vanadis / int_a8217606
type
Sweet Polly Oliver
 Mageworlds / int_a8217606
type
Sweet Polly Oliver
 Majyk by Accident / int_a8217606
type
Sweet Polly Oliver
 Man Of My Dreams / int_a8217606
type
Sweet Polly Oliver
 Mayo Chiki! / int_a8217606
type
Sweet Polly Oliver
 Memory, Sorrow, and Thorn / int_a8217606
type
Sweet Polly Oliver
 Men of the Moss Hags / int_a8217606
type
Sweet Polly Oliver
 Monstrous Regiment / int_a8217606
type
Sweet Polly Oliver
 My Uncle Oswald / int_a8217606
type
Sweet Polly Oliver
 NAKAIMO - My Little Sister is Among Them! / int_a8217606
type
Sweet Polly Oliver
 Nano Machine / int_a8217606
type
Sweet Polly Oliver
 National Velvet / int_a8217606
type
Sweet Polly Oliver
 Ology Series / int_a8217606
type
Sweet Polly Oliver
 On the Run / int_a8217606
type
Sweet Polly Oliver
 Oreshura / int_a8217606
type
Sweet Polly Oliver
 Otome Game No Heroine De Saikyou Survival / int_a8217606
type
Sweet Polly Oliver
 Out of Oz / int_a8217606
type
Sweet Polly Oliver
 Parable of the Sower / int_a8217606
type
Sweet Polly Oliver
 Paradox Bound / int_a8217606
type
Sweet Polly Oliver
 Paths of Darkness / int_a8217606
type
Sweet Polly Oliver
 Patience and Sarah / int_a8217606
type
Sweet Polly Oliver
 Pretty Boy Detective Club / int_a8217606
type
Sweet Polly Oliver
 Princess Belle-Etoile / int_a8217606
type
Sweet Polly Oliver
 Princess Dzhavakha / int_a8217606
type
Sweet Polly Oliver
 Protector of the Small / int_a8217606
type
Sweet Polly Oliver
 Queen of the Tearling / int_a8217606
type
Sweet Polly Oliver
 Ratburger / int_a8217606
type
Sweet Polly Oliver
 Realm of the Elderlings / int_a8217606
type
Sweet Polly Oliver
 Rose Daughter / int_a8217606
type
Sweet Polly Oliver
 Safehold / int_a8217606
type
Sweet Polly Oliver
 Sano Ichiro / int_a8217606
type
Sweet Polly Oliver
 7th Time Loop / int_a8217606
type
Sweet Polly Oliver
 Shades of Magic / int_a8217606
type
Sweet Polly Oliver
 Shadows of the Apt / int_a8217606
type
Sweet Polly Oliver
 Shardlake / int_a8217606
type
Sweet Polly Oliver
 Sienkiewicz Trilogy / int_a8217606
type
Sweet Polly Oliver
 Song of the Lioness / int_a8217606
type
Sweet Polly Oliver
 Stravaganza / int_a8217606
type
Sweet Polly Oliver
 Sword of the Rightful King / int_a8217606
type
Sweet Polly Oliver
 Sword with No Name / int_a8217606
type
Sweet Polly Oliver
 Tales of the Five Hundred Kingdoms / int_a8217606
type
Sweet Polly Oliver
 The Ambition of Oda Nobuna / int_a8217606
type
Sweet Polly Oliver
 The Angel of the Crows / int_a8217606
type
Sweet Polly Oliver
 The Arbor House Treasury of Nobel Prize Winners / int_a8217606
type
Sweet Polly Oliver
 The Art of Being Normal / int_a8217606
type
Sweet Polly Oliver
 The Ballad of Mulan / int_a8217606
type
Sweet Polly Oliver
 The Beatryce Prophecy / int_a8217606
type
Sweet Polly Oliver
 The Black Arrow / int_a8217606
type
Sweet Polly Oliver
 The Black Company / int_a8217606
type
Sweet Polly Oliver
 The Breadwinner / int_a8217606
type
Sweet Polly Oliver
 The Captains Dowry / int_a8217606
type
Sweet Polly Oliver
 The Century Trilogy / int_a8217606
type
Sweet Polly Oliver
 The Chronicles of Alice / int_a8217606
type
Sweet Polly Oliver
 The Circus Series / int_a8217606
type
Sweet Polly Oliver
 The Conqueror from a Dying Kingdom / int_a8217606
type
Sweet Polly Oliver
 The Deer and the Cauldron / int_a8217606
type
Sweet Polly Oliver
 The Dragonslayers / int_a8217606
type
Sweet Polly Oliver
 The Essex Serpent / int_a8217606
type
Sweet Polly Oliver
 The Finishing School Series / int_a8217606
type
Sweet Polly Oliver
 The Guinevere Deception / int_a8217606
type
Sweet Polly Oliver
 The Guns of the South / int_a8217606
type
Sweet Polly Oliver
 The Horse and His Boy / int_a8217606
type
Sweet Polly Oliver
 The House of Silk / int_a8217606
type
Sweet Polly Oliver
 The Inkworld Trilogy / int_a8217606
type
Sweet Polly Oliver
 The Monk / int_a8217606
type
Sweet Polly Oliver
 The Orphan Train Adventures / int_a8217606
type
Sweet Polly Oliver
 The Outlaws of Sherwood / int_a8217606
type
Sweet Polly Oliver
 The Reluctant King / int_a8217606
type
Sweet Polly Oliver
 The Return of the Native / int_a8217606
type
Sweet Polly Oliver
 The School for Good and Evil / int_a8217606
type
Sweet Polly Oliver
 The Shadow Campaigns / int_a8217606
type
Sweet Polly Oliver
 The Shadow of Black Wings / int_a8217606
type
Sweet Polly Oliver
 The Shakespeare Stealer / int_a8217606
type
Sweet Polly Oliver
 The Shamer Chronicles / int_a8217606
type
Sweet Polly Oliver
 The Strange Case of the Alchemist's Daughter / int_a8217606
type
Sweet Polly Oliver
 The Tough Guide to Fantasyland / int_a8217606
type
Sweet Polly Oliver
 The Weakest Tamer / int_a8217606
type
Sweet Polly Oliver
 The Wide-Awake Princess / int_a8217606
type
Sweet Polly Oliver
 The Winternight Trilogy / int_a8217606
type
Sweet Polly Oliver
 The Witchlands / int_a8217606
type
Sweet Polly Oliver
 The Wolves of Willoughby Chase / int_a8217606
type
Sweet Polly Oliver
 The Worm Ouroboros / int_a8217606
type
Sweet Polly Oliver
 Time Wars / int_a8217606
type
Sweet Polly Oliver
 Tipping the Velvet / int_a8217606
type
Sweet Polly Oliver
 Tokyo Ravens / int_a8217606
type
Sweet Polly Oliver
 Tortall and Other Lands / int_a8217606
type
Sweet Polly Oliver
 Trinity Blood / int_a8217606
type
Sweet Polly Oliver
 Trojan Odyssey / int_a8217606
type
Sweet Polly Oliver
 Tunnel in the Sky / int_a8217606
type
Sweet Polly Oliver
 Two Little Girls in Blue / int_a8217606
type
Sweet Polly Oliver
 Uncle Tom's Cabin / int_a8217606
type
Sweet Polly Oliver
 World Without End / int_a8217606
type
Sweet Polly Oliver
 Team Fortress 2 (Machinima) / int_a8217606
type
Sweet Polly Oliver
 AllMenAreRapists
seeAlso
Sweet Polly Oliver
 Blackmail / int_a8217606
type
Sweet Polly Oliver
 FencerOfMinerva
seeAlso
Sweet Polly Oliver
 JerkAssWoobie
seeAlso
Sweet Polly Oliver
 MaryGentle
seeAlso
Sweet Polly Oliver
 MyUncleOswald
seeAlso
Sweet Polly Oliver
 TheDragonSlayers
seeAlso
Sweet Polly Oliver
 TheTrueConfessionsOfCharlotteDoyle
seeAlso
Sweet Polly Oliver
 Valiant
seeAlso
Sweet Polly Oliver
 WholesomeCrossDresser
seeAlso
Sweet Polly Oliver
 Arata: The Legend (Manga) / int_a8217606
type
Sweet Polly Oliver
 Basara (Manga) / int_a8217606
type
Sweet Polly Oliver
 Blame (Manga) / int_a8217606
type
Sweet Polly Oliver
 Candy♡Candy (Manga) / int_a8217606
type
Sweet Polly Oliver
 Change 123 (Manga) / int_a8217606
type
Sweet Polly Oliver
 Chou Kuse ni Narisou (Manga) / int_a8217606
type
Sweet Polly Oliver
 City Hunter (Manga) / int_a8217606
type
Sweet Polly Oliver
 Classi9 (Manga) / int_a8217606
type
Sweet Polly Oliver
 Diabolo (Manga) / int_a8217606
type
Sweet Polly Oliver
 Hana-Kimi (Manga) / int_a8217606
type
Sweet Polly Oliver
 Hana no Kishi (Manga) / int_a8217606
type
Sweet Polly Oliver
 Happy Happy Clover (Manga) / int_a8217606
type
Sweet Polly Oliver
 Himegoto (Manga) / int_a8217606
type
Sweet Polly Oliver
 Kanojo ni Naru Hi (Manga) / int_a8217606
type
Sweet Polly Oliver
 Karneval (Manga) / int_a8217606
type
Sweet Polly Oliver
 Kekko Kamen (Manga) / int_a8217606
type
Sweet Polly Oliver
 Kingdom (Manga) / int_a8217606
type
Sweet Polly Oliver
 Maid-Sama! (Manga) / int_a8217606
type
Sweet Polly Oliver
 Maria†Holic (Manga) / int_a8217606
type
Sweet Polly Oliver
 My Bride is a Mermaid (Manga) / int_a8217606
type
Sweet Polly Oliver
 Ōoku: The Inner Chambers (Manga) / int_a8217606
type
Sweet Polly Oliver
 Ouran High School Host Club (Manga) / int_a8217606
type
Sweet Polly Oliver
 Penguin Revolution (Manga) / int_a8217606
type
Sweet Polly Oliver
 Phoenix (Manga) / int_a8217606
type
Sweet Polly Oliver
 Phoenix (1954) (Manga) / int_a8217606
type
Sweet Polly Oliver
 Shitsurakuen (Manga) / int_a8217606
type
Sweet Polly Oliver
 Skip Beat! (Manga) / int_a8217606
type
Sweet Polly Oliver
 Sumomo Mo Momo Mo (Manga) / int_a8217606
type
Sweet Polly Oliver
 The World is Still Beautiful (Manga) / int_a8217606
type
Sweet Polly Oliver
 Unico (Manga) / int_a8217606
type
Sweet Polly Oliver
 Voice Over! Seiyu Academy (Manga) / int_a8217606
type
Sweet Polly Oliver
 David Bowie (1967) (Music) / int_a8217606
type
Sweet Polly Oliver
 HoneyWorks (Music) / int_a8217606
type
Sweet Polly Oliver
 Man Man (Music) / int_a8217606
type
Sweet Polly Oliver
 The Ballad of Anne and Mary (Podcast) / int_a8217606
type
Sweet Polly Oliver
 The Dollop (Podcast) / int_a8217606
type
Sweet Polly Oliver
 Tropes N to S / Real Life / int_a8217606
type
Sweet Polly Oliver
 A Dynasty of Dynamic Alcoholism (Roleplay) / int_a8217606
type
Sweet Polly Oliver
 All Falling Down (Roleplay) / int_a8217606
type
Sweet Polly Oliver
 Communication (Roleplay) / int_a8217606
type
Sweet Polly Oliver
 Discedo (Roleplay) / int_a8217606
type
Sweet Polly Oliver
 A Different World / int_a8217606
type
Sweet Polly Oliver
 'Allo 'Allo! / int_a8217606
type
Sweet Polly Oliver
 Ashes of Love / int_a8217606
type
Sweet Polly Oliver
 Blackadder / int_a8217606
type
Sweet Polly Oliver
 Cursed (2020) / int_a8217606
type
Sweet Polly Oliver
 Dickinson / int_a8217606
type
Sweet Polly Oliver
 Family Matters / int_a8217606
type
Sweet Polly Oliver
 Fantasy Island / int_a8217606
type
Sweet Polly Oliver
 Frontier (2016) / int_a8217606
type
Sweet Polly Oliver
 Game Shakers / int_a8217606
type
Sweet Polly Oliver
 Hang Time / int_a8217606
type
Sweet Polly Oliver
 Hannah Montana / int_a8217606
type
Sweet Polly Oliver
 I Love Lucy / int_a8217606
type
Sweet Polly Oliver
 Irma Vep / int_a8217606
type
Sweet Polly Oliver
 Isabel / int_a8217606
type
Sweet Polly Oliver
 It's Always Sunny in Philadelphia / int_a8217606
type
Sweet Polly Oliver
 Leonardo / int_a8217606
type
Sweet Polly Oliver
 Little House on the Prairie / int_a8217606
type
Sweet Polly Oliver
 Lois & Clark: The New Adventures Of Superman / int_a8217606
type
Sweet Polly Oliver
 Miss Fisher's Murder Mysteries / int_a8217606
type
Sweet Polly Oliver
 Murdoch Mysteries / int_a8217606
type
Sweet Polly Oliver
 My Family and Me / int_a8217606
type
Sweet Polly Oliver
 Night Court / int_a8217606
type
Sweet Polly Oliver
 Our Flag Means Death / int_a8217606
type
Sweet Polly Oliver
 Robin of Sherwood / int_a8217606
type
Sweet Polly Oliver
 Sonny with a Chance / int_a8217606
type
Sweet Polly Oliver
 Strange Empire / int_a8217606
type
Sweet Polly Oliver
 The Borgias / int_a8217606
type
Sweet Polly Oliver
 The Carol Burnett Show / int_a8217606
type
Sweet Polly Oliver
 The First Shop of Coffee Prince / int_a8217606
type
Sweet Polly Oliver
 The Qin Empire / int_a8217606
type
Sweet Polly Oliver
 The Sleuth of the Ming Dynasty / int_a8217606
type
Sweet Polly Oliver
 The Suite Life of Zack & Cody / int_a8217606
type
Sweet Polly Oliver
 The Witcher (2019) / int_a8217606
type
Sweet Polly Oliver
 The Young Riders / int_a8217606
type
Sweet Polly Oliver
 227 / int_a8217606
type
Sweet Polly Oliver
 Upstart Crow / int_a8217606
type
Sweet Polly Oliver
 Versailles / int_a8217606
type
Sweet Polly Oliver
 Warehouse 13 / int_a8217606
type
Sweet Polly Oliver
 Whitechapel / int_a8217606
type
Sweet Polly Oliver
 Whitechapel (TV Series) / int_a8217606
type
Sweet Polly Oliver
 Zoey 101 / int_a8217606
type
Sweet Polly Oliver
 Pendragon (Tabletop Game) / int_a8217606
type
Sweet Polly Oliver
 7th Sea (Tabletop Game) / int_a8217606
type
Sweet Polly Oliver
 Traveller (Tabletop Game) / int_a8217606
type
Sweet Polly Oliver
 Warhammer Fantasy Roleplay (Tabletop Game) / int_a8217606
type
Sweet Polly Oliver
 All Shook Up (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Così Fan Tutte (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Cymbeline (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Naughty Marietta (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Rigoletto (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Something Rotten! (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Sweeney Todd: The Demon Barber of Fleet Street (Theatre) / int_a8217606
type
Sweet Polly Oliver
 The Desert Song (Theatre) / int_a8217606
type
Sweet Polly Oliver
 The Imaginary Invalid (Theatre) / int_a8217606
type
Sweet Polly Oliver
 The Merchant of Venice (Theatre) / int_a8217606
type
Sweet Polly Oliver
 The Pirate Queen (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Twelfth Night (Theatre) / int_a8217606
type
Sweet Polly Oliver
 Ar tonelico Qoga: Knell of Ar Ciel (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Art of Fighting (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Ary and the Secret of Seasons (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Assassin's Creed III (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Blazing Souls Accelate (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Bridge to Another World (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Bully (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Civilization (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Daraku Tenshi: The Fallen Angels (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Disney Sorcerer's Arena (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Expeditions: Rome (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Fable III (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Fallen London (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Fantasy Life (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Glory of Heracles (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Growlanser (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Hero-U (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Indivisible (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Madden NFL (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Medieval Cop (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Medieval II: Total War (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Moshi Monsters (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Murder in the Alps (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Pepper's Adventures in Time (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Persona Q2: New Cinema Labyrinth (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Rise of Nations (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Sabres of Infinity (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Samurai Shodown (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Shanghai.EXE: Genso Network (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Tears to Tiara 2 (Video Game) / int_a8217606
type
Sweet Polly Oliver
 The Last Blade (Video Game) / int_a8217606
type
Sweet Polly Oliver
 The Last Express (Video Game) / int_a8217606
type
Sweet Polly Oliver
 The Lion's Song (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Urban Rivals (Video Game) / int_a8217606
type
Sweet Polly Oliver
 Choice of Games / Videogame / int_a8217606
type
Sweet Polly Oliver
 Immortal Love (Video Game) / int_a8217606
type
Sweet Polly Oliver
 The Legend of Zelda: Ocarina of Time / Videogame / int_a8217606
type
Sweet Polly Oliver
 Desire & Decorum (Visual Novel) / int_a8217606
type
Sweet Polly Oliver
 Hakuouki (Visual Novel) / int_a8217606
type
Sweet Polly Oliver
 Ima Sugu Oniichan Ni Imouto Da Tte Iitai (Visual Novel) / int_a8217606
type
Sweet Polly Oliver
 Phoenix Wright: Ace Attorney – Spirit of Justice (Visual Novel) / int_a8217606
type
Sweet Polly Oliver
 Sabbat of the Witch (Visual Novel) / int_a8217606
type
Sweet Polly Oliver
 Twinkle Crusaders (Visual Novel) / int_a8217606
type
Sweet Polly Oliver
 Team Fortress 2 (Web Animation) / int_a8217606
type
Sweet Polly Oliver
 The Sealed Esoteric History (Web Animation) / int_a8217606
type
Sweet Polly Oliver
 Destripando La Historia (Web Video) / int_a8217606
type
Sweet Polly Oliver
 Gayle (Web Video) / int_a8217606
type
Sweet Polly Oliver
 Ruining History (Web Video) / int_a8217606
type
Sweet Polly Oliver
 Twisted Translations (Web Video) / int_a8217606
type
Sweet Polly Oliver
 Within Lapenko (Web Video) / int_a8217606
type
Sweet Polly Oliver
 Blade Under Mask (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Carry On (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Dolan (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Drowtales (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Erstwhile (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Get Medieval (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Rascals (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Rich's ComixBlog (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Sinfest (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Storm (2013) (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Strays (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Strays (2007) (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 The Narts (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 The Ten Tailors Of Weston Court (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 The Whiteboard (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 21st Century Fox (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Warrior U (Webcomic) / int_a8217606
type
Sweet Polly Oliver
 Babylon Bee (Website) / int_a8217606
type
Sweet Polly Oliver
 Rejected Princesses (Website) / int_a8217606
type
Sweet Polly Oliver
 Angelina Ballerina / int_a8217606
type
Sweet Polly Oliver
 Back to the Future / int_a8217606
type
Sweet Polly Oliver
 Being Ian / int_a8217606
type
Sweet Polly Oliver
 Blue Eye Samurai / int_a8217606
type
Sweet Polly Oliver
 Brickleberry / int_a8217606
type
Sweet Polly Oliver
 Captain Sabertooth / int_a8217606
type
Sweet Polly Oliver
 Clone High / int_a8217606
type
Sweet Polly Oliver
 Code Monkeys / int_a8217606
type
Sweet Polly Oliver
 Cybersix / int_a8217606
type
Sweet Polly Oliver
 Doug / int_a8217606
type
Sweet Polly Oliver
 Jimmy Two-Shoes / int_a8217606
type
Sweet Polly Oliver
 Las Leyendas / int_a8217606
type
Sweet Polly Oliver
 Liberty's Kids / int_a8217606
type
Sweet Polly Oliver
 Mummies Alive! / int_a8217606
type
Sweet Polly Oliver
 Party Wagon / int_a8217606
type
Sweet Polly Oliver
 SheZow / int_a8217606
type
Sweet Polly Oliver
 The Count of Monte Cristo (1997) / int_a8217606
type
Sweet Polly Oliver
 The Mummy: The Animated Series / int_a8217606
type
Sweet Polly Oliver
 The Pirates! In an Adventure with Scientists / int_a8217606
type
Sweet Polly Oliver
 The Secret of the Magic Potion / int_a8217606
type
Sweet Polly Oliver
 The Smurfs (1981) / int_a8217606
type
Sweet Polly Oliver
 Visionaries / int_a8217606
type
Sweet Polly Oliver
 Voltron: Legendary Defender / int_a8217606
type
Sweet Polly Oliver
 Light and Dark The Adventures of Dark Yagami / Fan Fic / int_a8217606
type
Sweet Polly Oliver
 So Soars The Young Falcon / Fan Fic / int_a8217606
type
Sweet Polly Oliver
 The Chronicles of Prydain / int_a8217606
type
Sweet Polly Oliver
 The Posterchildren / int_a8217606
type
Sweet Polly Oliver
 The Roman Mysteries / int_a8217606
type
Sweet Polly Oliver
 Mendol Ikemen / int_a8217606
type
Sweet Polly Oliver
 Phoenix Wright: Ace Attorney – Dual Destinies (Visual Novel) / int_a8217606
type
Sweet Polly Oliver