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Lovable Traitor

 Lovable Traitor
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The Trickster who seems to have the element of subtlety only in specific clumps. Sometimes the spiritual cousin of the Punch-Clock Villain, sometimes a variation on the Enigmatic Minion or a more amenable Les Collaborateurs.
Merely seeing this guy and having a conversation with him for five minutes already cues the hero he shouldn't be trusted too much. He may even openly work for the bad guys, and say threatening things in a non-directed way. Hey, it's his job, nothing personal. And why shouldn't he enjoy what he does?
Your major safety is he likes being entertained, so sometimes will willingly subvert his bosses if he has his own agenda and help you — or at least not hinder you. He'll get you into trouble, but he'll assure you afterwards he knew you could deal with it. He'll betray you, but he won't tell your enemies all they really need to know about you.
This is Older Than Print — the archetypical example is the Prose Edda's depiction (which, for whatever it's worth, diverges markedly from that within the older Poetic Edda) of the Norse god Loki. Much like the Lovable Traitor, it's a misconception to think of him simply as evil — although he's not above being a Court Jester in the most classy way he can.
Compare Wild Card, Heel–Face Revolving Door and Double Agent. If this character's skillset is right, they may become an Indispensable Scoundrel.
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Kanbe Kuroda of Sengoku Basara suffers from a bad case of Chronic Backstabbing Disorder and inevitably tries to seize power for himself against Ieyasu or Mitsunari. However, he suffers from a worse case of being a Cosmic Plaything and his determination to be The Starscream despite that makes Ieyasu state that he's impossible to despise.
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Bleach: Gin Ichimaru. He has a blatant case of Chronic Backstabbing Disorder, and even deliberately joined Aizen to backstab him (it looked to be the easiest way to get to him).
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Angel:
Harmony, bimbo cheerleader-turned-vampire-turned-perky-executive-assistant, gets a letter of recommendation from Angel even after she betrays him. To be fair, he was counting on her doing it anyway, and she was a pretty good secretary...
Angel's lack of respect towards Merl is somewhat justifiable given that in his first appearance, Merl tricked him into killing a pregnant woman's demon guardian so that she'd be vulnerable to bounty hunters.
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On It's Always Sunny in Philadelphia, the Gang can regularly be counted on to split into scheming opposed factions. And whenever this happens, the pathetically needy Mac can be counted on to offer each side his aid ... always forgetting to stay mum about his standing offer to the other side.
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The Cimarron Strip episode "Journey to a Hanging" has Screamer, an avaricious cowboy who joins a posse to hunt down an outlaw for the bounty on his head and constantly endangers the mission so he can get the money. His enthusiasm makes him lovable, even before his Heel–Face Turn at the end of the episode.
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Bart Rathbone from Adventures in Odyssey. Little more than a conniving businessman, not above helping the out-and-out villains at one point, and generally the opposite of everything the show stands for. But... it's just so hard not to love the guy sometimes. (It helps that, in practice, he's generally harmless. And he did turn on the bad guys eventually, albeit for selfish reasons.)
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Jill, a Wyvern Rider in the Fire Emblem Tellius games, becomes a traitor not once, but three times. First, she leaves Daein to spy on Ike in Fire Emblem: Path of Radiance, which leads to her altogether abandoning her country and joining the Crimean Army. Then, in Fire Emblem: Radiant Dawn, she's fighting Crimea on Daein's side. Then, it's possible to make her betray Daein and join Crimea again. Luckily, she's heroic enough (and a spectacular unit to boot) that the audience overlooks her constant flip-flopping.
In Path of Radiance, she sets two milestones. If you have her on your active team during the mission where you face her father, and they come in contact with each other, she'll switch sides. She has now become the first, and so far only, character unit to be recruitable by the enemy. The second milestone she sets? If she has a strong enough Support bond with Mist or Lethe, they can re-recruit her back to the party after her Face–Heel Turn. So not only is she amazingly conflicted and a good unit, she's damn cute too.
Naesala, too. In Path of Radiance, he basically sells Reyson into slavery—with the intention of later freeing him, but the heroes beat him to it. He then later sneaks into Gritnea Tower disguised as a Daein soldier in order to save Leanne while the guards are occupied with fighting the heroes, but insists he's still not a good guy. Come Radiant Dawn, and he has betrayed the Laguz Alliance yet again, once more leading to death threats from Tibarn—but once again, he had a perfectly good reason for his actions; Kilvas was subject to a Blood Pact. Which, when you think about it, might explain his actions in Path of Radiance as well... (His time as a villain during that game starts at Chapter 13, when the heroes first cross into Begnion, and ends in Chapter 19, the last chapter before they cross into Daein. And Oliver, the slave trader he sold Reyson to, was a Begnion senator. All of his villainous actions could conceivably be traced back to his Blood Pact with Lekain.)
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Naruto:
Kabuto Yakushi is so ridiculously untrustworthy that even the villain he swore unending loyalty to claims that there's no telling what he'll pull when he's on his own. He can, and has, betrayed everybody he's ever met at least once with a smile on his face.
Itachi Uchiha. Even before his true intentions were revealed.
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Legend of Korra: Oh, Varrick. He only gets more loveable after being put in prison. Nobody seems capable of holding any bitterness towards him, and he even makes up for it with a heartless war machine, Zhu Li (the battleship, not the cute assistant). Bolin definitely misses him and wishes he were there to lighten the mood.
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A comical example is Chang from "Community". He constantly tries to worm his way into the study group only to sell them out later, yet he's so pathetic that no one can bear to outright banish him.
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Evil Harry Dread in The Last Hero is the Disc's last Evil Overlord, who joins up with the last Barbarian Heroes on their final quest because they're the only ones who remember the old days and how things used to work. And then betrays them, because that's what Evil Overlords do. And the Silver Horde completely understand this. Of course he has to betray them; if he didn't he'd be betraying the whole Barbarian Hero/Evil Overlord dynamic.
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Amanda from the Highlander TV series has a habit of getting Duncan Macleod into various kinds of trouble, but never so bad that it's not pretty likely he'll survive it. She really does love him, in her own twisted way, something she is reluctant to admit even to herself, but which pretty much everybody around them recognizes. Duncan's problem is that it's mutual...
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Tales of Vesperia has Raven/Captain Schwann. Capped off when, to rescue one party member captured due to betrayal, every human party member present punches him in the gut. Later, it's revealed that said captured party member also punched him after the rescue, so as to not be left out.
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Treasure Island: Long John Silver is a charismatic and likeable figure, who spends the entire book playing Xanatos Speed Chess with both the mutineers and the loyalists to ensure that he comes away from the island with as large a cut of the money as he can manage.
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Supernatural has Bela, a highly-successful thief of supernatural items who has occasional run-ins with Sam and Dean. She becomes much more of a Loveable Rogue, however, after she willingly (if at gunpoint) gave Sam and Dean's whereabouts to a Knight Templar hunter who wanted to kill them. Dean calls her after the two narrowly escape with their lives, and when she proves unrepentant about the affair, Dean tells her in no uncertain terms that if he ever sees her again, he'll kill her. Then he hangs up. A few minutes later, Bela calls back with an apologetic non-apology and the hunter's location as recompense.
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Doug Judy, the Pontiac Bandit from Brooklyn Nine-Nine may double-cross Jake in every episode that he appears in, but he's also such a Lovable Rogue that even Jake himself can't stay mad at him for long.
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 Brooklyn Nine-Nine
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Some consider Drakuru from World of Warcraft to be one of these. Sure, he tries to zombify you against your will, but look at all the power serving the Big Bad got him! Why wouldn't he want to share it with his old friend the Unwitting Pawn? Besides, it's one of the cooler quest chains in an expansion filled with cool quest chains.
When his true intentions are revealed he definitely fits this trope: He tells you he's used you to bring the ice trolls under the sway of the Lich King, and gets transformed into a death knight as a reward. Then he thanks you for helping him and lets you go unharmed.
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Thunderbolts: The Fixer frequently switches sides or abandons his friends to die to save his own skin. He doesn't care about money, power, revenge, altruism, duty or loyalty. He only cares about the challenge of a task, proving he's the smartest one in the room and staying alive. He will help save the world or help conquer it provided he is given an interesting technical challenge to figure out.
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Rupert of Hentzau, one of the main antagonists in The Prisoner of Zenda, will stab just about anybody - hero or villain, whichever seems most fun - in the back, with an amiable smile on his face. The women of Ruritania have a collective crush on him; even the hero keeps bringing up his positive qualities.
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The Marquis De Carabas from Neverwhere. Though, more accurately, Hunter is the true mole of the group, and is considerably likable. The Marquis on the other hand can be relied upon when he owes you (or your father) a favor - though he much prefers you to owe him.
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Labyrinth features Hoggle, Sarah's cuddly goblin friend, who betrays her to Jareth, although he doesn't feel good about it.
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Zevran from Dragon Age: Origins is this Hell-Bent for Leather doused in fanservice. As the assassin who just tried to murder them, it takes a long time for the rest of the party to come to trust him and initially consider the Warden insane for sparing his life and letting him join the party.
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Xellos, fan-favorite demon and self-proclaimed trickster priest from Slayers. Always an amiable sort, Xellos will often manage to passively "betray" his allies by oops, allowing them to die horribly, alternately help and hinder our heroes and merrily subvert the status quo to his own amusement and greater purpose - sometimes all in the course of one episode. Of course, as a Mazoku, his greater purpose is nothing less than the complete and total destruction of the universe and everything in it, himself included. At least, that's the theory...
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Veilchen the Smoke Knight from Girl Genius. Even the Jagermonsters are impressed at his professionalism as he leaves them to die in an inescapable pit.
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In Tyranny, Lantry is a Cool Old Guy, a useful White Mage, and a font of lore. But he's also The Quisling to Evil Overlord Kyros... which is fortunate for the Villain Protagonist player, also an agent of Kyros. Even so, a lot of other party members (most of them also eager servants of Kyros) are quick to muse that he may sell out the Overlord, and thus the player, just as readily, and he certainly knows more than he lets on.
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Oscar from Kill Six Billion Demons, whose inevitable treachery is practically advertised. Oscar seems to revel in his aesthetic as an untrustworthy bastard, having "EVIL" printed on his trousers and "BAD MAN" on his jacket and on the hat he dons as he backstabs the rest of the crew. When he does, the Alt Text links to a video of "Aaah! Curse your sudden but inevitable betrayal!".
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Littlefinger and Varys in A Song of Ice and Fire. Both are men of low nobility (or, in Varys' case, honorary nobility) and no martial prowess to speak of, they're not semi-trusted or relied upon so much as completely underestimated by most of the rulers of the Seven Kingdoms. Those who notice enough to actively distrust them can still find them both charming enough to endure working with, if not actually finding themselves enjoying it. Both are also a lot more dangerous then they seem if you do cross them either intentionally or not, however. Littlefinger does complicate it a little, as some in-world spot the Lovable, but mistake the Traitor for Rogue: the Tully family, for one group. However, he loses the "lovable" part completely once you get to know him better, turning out to be a far more destructive kind of Devil in Plain Sight.
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Vice-Warden Hannyabal from One Piece babbles very often that he wants Warden Magellan's position, which is a Running Gag. Everybody in Impel Down knows it, but they simply don't care. Magellan even says that he wants Hannyabal as his successor. After the great outbreak in Impel Down and the Time Skip, it's revealed Hannyabal has become the warden, and Magellan the vice-warden.
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Crowley of Good Omens: "An angel who did not so much fall as saunter vaguely downwards". Strictly speaking, Aziraphale is one as well, since both he and Crowley are working against their respective factions in an apocalypse-averting Take a Third Option plan.
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Pirates of the Caribbean: Captain Jack Sparrow. In the course of the first film, he ends up allied with and conspiring against every single character down to and including the monkey.
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In the Doctor Who story "The Daleks' Master Plan," the Meddling Monk makes a reappearance for a few episodes. He goes around with the heroes, then helps the Daleks in order to save his own skin. Then when the heroes show their contempt for him, he says something like "I hoped I was convincing enough to fool the Daleks, but I didn't think even you would be fooled. This destroys my faith in humanity, it really does."
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The Worm Ouroboros: Lord Gro feels that any idiot can do well by being on the winning side but that true genius and sportsmanship lies in joining the losing side and helping them to become the winning side. So in the war between Witchland and Demonland he deserts whichever side is winning to help the losing side and does this several times throughout the novel. He is unhappy but not surprised at the sort of reputation this gives him.
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Kirby: Marx and Magolor are two of Kirby’s so-called friends. Marx asked Kirby to stop the sun and moon from clashing, but all Marx wants is power, and lots of it! So Marx shoulder-bashes Kirby, sending the latter flying through space. Marx wishes to Nova that he wants to take over Pop Star, to which Nova grants, causing Marx to turn into a One-Winged Angel. Magolor asks Kirby, Meta Knight, Bandana Waddle Dee, and King Dedede to save his homeland, Halcandra, from a supposedly evil dragon named Landia. After defeating Landia, Magolor reveals that he only wanted the Master Crown, and also turns into a One-Winged Angel. Both Marx and Magolor were then defeated by the tough pink puff himself, and later reappeared as Dream Friends in Kirby Star Allies.
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Ohsama Sentai King-Ohger: Kaguragi Dybowski, king of Toufu, is well known by his fellow monarchs to be a two-faced manipulator with a history of repeatedly and openly betraying them for their enemies. Nonetheless, he's a respectable member of the King-Ohgers' alliance because he reliably betrays their enemies right back, and also because he, surprisingly, has a firm moral compass: all his scheming is genuinely for the good of his kingdom. Hilariously, this makes him Immune to Mind Control: betrayal comes so easily to him that he can defy a Compelling Voice at any time.
 Lovable Traitor / int_e6d0a1a2
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 Lovable Traitor / int_e6d0a1a2
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 Ohsama Sentai King-Ohger
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Lovable Traitor / int_e6d0a1a2
 Lovable Traitor / int_ecd2d797
type
Lovable Traitor
 Lovable Traitor / int_ecd2d797
comment
Saemon Havarian from Baldur's Gate II, as lampshaded repeatedly by CHARNAME, the supporting cast, the villain, and anyone else who's ever had to deal with him ever. If it hadn't been for the fact that sidequests equal more XP and loot, going along with almost anything he says becomes a major point of Who Would Be Stupid Enough?.
 Lovable Traitor / int_ecd2d797
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1.0
 Lovable Traitor / int_ecd2d797
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1.0
 Baldur's Gate (Video Game)
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Lovable Traitor / int_ecd2d797
 Lovable Traitor / int_f6da9a18
type
Lovable Traitor
 Lovable Traitor / int_f6da9a18
comment
Sergeant Major Kululu from Sgt. Frog. He's technically the superior officer, but since he's so sketchy, no one wants to follow him so he's the intelligence officer.
 Lovable Traitor / int_f6da9a18
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1.0
 Lovable Traitor / int_f6da9a18
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 Sgt. Frog (Manga)
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Lovable Traitor / int_f6da9a18
 Lovable Traitor / int_f84c42c0
type
Lovable Traitor
 Lovable Traitor / int_f84c42c0
comment
Lupin III believes this of all women: "Betrayal is yet another of women's accessories.". The character of Fujiko is agreed to be a traitor by the entire group, although only Lupin admits her to be loveable.
 Lovable Traitor / int_f84c42c0
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 Lovable Traitor / int_f84c42c0
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Lovable Traitor / int_f84c42c0

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

 Lovable Traitor
processingCategory2
Betrayal Tropes
 My-HiME / int_88e615a9
type
Lovable Traitor
 Rocket Girls / int_88e615a9
type
Lovable Traitor
 The Mysterious Cities of Gold / int_88e615a9
type
Lovable Traitor
 BlackAndGold
seeAlso
Lovable Traitor
 Hunting Series (Fanfic) / int_88e615a9
type
Lovable Traitor
 The Return to Gravity Falls / Fan Fic / int_88e615a9
type
Lovable Traitor
 Trapped In A Mansion / Fan Fic
seeAlso
Lovable Traitor
 Black And Gold (Fanfic) / int_88e615a9
type
Lovable Traitor
 Cowboys & Aliens / int_88e615a9
type
Lovable Traitor
 Labyrinth / int_88e615a9
type
Lovable Traitor
 Silence / int_88e615a9
type
Lovable Traitor
 The Hidden Fortress / int_88e615a9
type
Lovable Traitor
 Thor: The Dark World / int_88e615a9
type
Lovable Traitor
 Mangaminx (Lets Play) / int_88e615a9
type
Lovable Traitor
 Slayers / int_88e615a9
type
Lovable Traitor
 Demon Squad / int_88e615a9
type
Lovable Traitor
 Good Omens / int_88e615a9
type
Lovable Traitor
 Slayers / int_88e615a9
type
Lovable Traitor
 The Worm Ouroboros / int_88e615a9
type
Lovable Traitor
 AkechiMitsuhide
seeAlso
Lovable Traitor
 AtlantisMusical
seeAlso
Lovable Traitor
 Lina
seeAlso
Lovable Traitor
 Loveable Rogue
seeAlso
Lovable Traitor
 PeterMandelson
seeAlso
Lovable Traitor
 Reliable Traitor
seeAlso
Lovable Traitor
 WhiteHairedPrettyBoy
seeAlso
Lovable Traitor
 Fairy Tail ZERØ (Manga) / int_88e615a9
type
Lovable Traitor
 DrCarmillaAndTheMechanisms
seeAlso
Lovable Traitor
 Recht Op Recht / int_88e615a9
type
Lovable Traitor
 The Genius / int_88e615a9
type
Lovable Traitor
 Miss Saigon (Theatre) / int_88e615a9
type
Lovable Traitor
 Ge.ne.sis (2009) (Video Game) / int_88e615a9
type
Lovable Traitor
 Kingdom Hearts: Chain of Memories (Video Game) / int_88e615a9
type
Lovable Traitor
 Middle-earth: Shadow of Mordor (Video Game) / int_88e615a9
type
Lovable Traitor
 Quest 64 (Video Game) / int_88e615a9
type
Lovable Traitor
 Quest: Brian's Journey (Video Game) / int_88e615a9
type
Lovable Traitor
 Ashens and the Quest for the Game Child (Web Video) / int_88e615a9
type
Lovable Traitor
 The Awakened (Webcomic) / int_88e615a9
type
Lovable Traitor
 Galtar and the Golden Lance / int_88e615a9
type
Lovable Traitor
 Shawn Michaels (Wrestling) / int_88e615a9
type
Lovable Traitor