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Scylla and Charybdis

 Scylla and Charybdis
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Scylla and Charybdis
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ScyllaAndCharybdis
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A situation in which a character must attempt to balance or choose between two (sometimes more) mutually exclusive obligations, desires, ideals, etc.; failure on either front would be disastrous, but it's equally impossible to please everyone. When the trope is played for laughs, Hilarity Ensues as the character attempts to mollify everyone while the scheme inevitably unravels around him; it's typically subverted when the consequences of failure are revealed to be not so dire as originally believed. Often seen on chase-style cartoons where, by avoiding one foe or obstacle to a good meal, the Butt-Monkey unwittingly runs into another problem (e.g. jumping into water to avoid a swarm of angry bees, only to fail to see the DANGER: PIRANHA sign behind the bushes until too late).
The Two-Timer Date, wherein one person must shuttle between two simultaneous appointments, can be a specific example. Note, however, that a Scylla and Charybdis situation may not necessarily be caused by the character's own scheming, oversight or negligence. The outstanding feature of this trope is that the central character must try to appease everyone at once, but cannot.
Wake Up, Go to School, Save the World generally results from this, as someone trying to balance a fantastic life with a mundane one realizes the intense pressure from either side.
The trope name refers to the two sea monsters of Greek Mythology which trapped sailors between them, making it Older Than Feudalism. Scylla was a Shape Shifter Mashup that ate sailors, and Charybdis a whirlpool that swallowed ships. It has since been rationalized that the "monsters" were a real and dangerous shoal and a real but pretty weak whirlpool in the Strait of Messina, between the Italian mainland and Sicily (both long known to the Greeks and colonized by them by the 8th century B.C.—incidentally around the same time modern historians believe Homer lived). Ironically, the six-headed monster Scylla was named for the rocky shoals near the mainland of Calabria, while the whirpool of Charybdis was located near Sicily.
Often dumbed down to "a rock and a hard place". (In fact, the phrase probably had its origins in the aforementioned myth.)
Compare Morton's Fork, where a character is presented a Sadistic Choice where every outcome is negative, and doesn't even have the option of trying to stay on the fence.
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DBTropes
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Mrs. Doubtfire: Used at the climax, where Daniel shuttles between a dinner with his boss and dinner with his family, changing in and out of his Mrs. Doubtfire makeup with each transition. Of course, on top of that, he's been drinking...
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Corsair: Canale, a very young assassin, is planted in the court of Pisare to kill the attorney-general, Sesaam, in exchange for being set free. He falls in love with Sesaam and ends up with the options of either killing the man he loves or revealing that he is an assassin and be cast out or possibly killed by Sesaam, while knowing the assassins guild would just come after Sesaam again anyways and succeed next time. He decides to kill Sesaam and die with him as penance. This doesn't work out as planned.
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27 Dresses has a bit of a variation, with the main character going to two weddings at once.
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Misfile: A recurring theme is Ash trying to balance his happiness against his desire not to lose his/her masculinity.
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Survivors: A life-and-death example in the 2008 version where a father attempts to keep his two kids inside their house, fearing any contact with the outside might land them with the virus (which they have not yet come into contact with). The daughter refuses to stay in this existence, though, and escapes, to be shut out by her dad. Eventually it boils down to a choice, posed by two of the main characters who take the daughter temporarily under their wing: either risk leaving the effective imprisonment in their own home and risk exposure to the virus, or stay inside and eventually starve to death when all the food runs out.
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The Thing (1982) puts the characters in this scenario with its very setting. The research team is stationed in Antarctica, and forced to share their only living quarters and source of warmth with a shapeshifting alien that's killing and impersonating the crew members. The unrelenting cold makes it so that they can't flee the alien without freezing to death, so they choose to stay inside and fight the Thing, as they at least have a chance of survival that way.
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White Collar has Neal trying to choose between keeping Peter happy and keeping Mozzie happy early in S3. He doesn't want to rat Mozzie out to Peter but he also doesn't want to disappoint Peter by fleeing with the treasure.
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Star Trek: Picard: In "Absolute Candor", La Sirena and its crew finds itself having to fight off a Romulan Bird-of-Prey while at the same time avoiding crashing against Vashti's planetary shields or getting blown up by the planet's orbital drones.
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Yu-Gi-Oh! VRAINS: In episode #42, seeing Playmaker continuously fail to perform Storm Access and even getting a forearm ripped off, Ai stepped in and transformed into a larger version of himself to prevent Playmaker from falling. Ai then proceeded to sacrifice a part of himself to repair Playmaker's arm and shield him from the flying debris. He really could have been erased. Even if he could have been erased either by Playmaker losing or being destroyed by the debris and had the slightest chance of surviving by saving Playmaker, he still saved Playmaker from certain death while risking his own life. Ai may have been willing to sacrifice himself because he wanted to make it up to Playmaker for lying about losing his memories.
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The Divine Comedy: One canto opens with the protagonist stuck in silence because he can't decide whether to ask how nuns forced to break their vows could justly be given a lower position in Heaven or to ask if those dead nuns really live on the Moon.
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The Dresden Files: In Ghost Story, Lea strikes a deal with Dresden, and gets caught in the position of having to uphold the deal, which stated that he got answers to three questions. One of those questions was "Who killed me?" Unfortunately for Lea, she also had to uphold a promise to not tell Dresden who killed him. Presumably, this promise was given to Mab. She manages to balance these two conflicting promises by using Exact Words with a healthy dose of Metaphorically True. We eventually find out Harry had himself killed in a vain attempt to cheat Queen Mab out of having a wizard as her Winter Knight.
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Moriarty the Patriot: William presents his brothers and subordinates with the choice to either betray their Undying Loyalty to him, or let him die. None of them handle it well, and several different choices are made by various characters.
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The Odyssey:
Odysseus has to choose between passing by Scylla and Charybdis. Both creatures live on opposite sides of a narrow ocean-pass, and he has to pass by one of them to continue. He chooses to pass by Scylla. Scylla snaps up six of his men, killing them, but passing by Charybdis would have caused the entire ship to be swallowed up, killing the entire crew.
Later on, he is forced to pass by the two monsters again, this time by himself in a raft (long story). This time, he passes by Charybdis. Alone, he's able to grasp onto a fig tree growing on an outcropping near the whirlpool, and is able to recover his raft after it's swallowed, and then expelled.
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Tokyo Mew Mew: Ichigo is trapped in a battle with a monster and desperately trying to finish up so that she can go on a date. In the end, the battle escalates so far that she misses the concert and appears, hours late and in tears. Of course, her boyfriend was nice enough to wait all that time in the rain.
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Worldwar: Discovering the Balance: When the Ashtorath Lords contact the Colonies and offer them an alliance to subjugate Earth together, the Colonials read between the lines and realize that they're being asked to choose between the rule of the Goa'uld (who will almost certainly enslave them all) or asking for Earth's help after spending years locked in a cold war with them.
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 Worldwar Discovering The Balance (Fanfic)
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I Woke Up As a Dungeon, Now What?: The Velthian and Khannite empires which flank the ruined Central Kingdom hate each other, both claim Central as their territory, and both value it only as a buffer against their rival. As such, if Central's king ever outright refuses any demand from one of the empires, that empire will have him killed. If he outright accepts any demand from one of the empires, the other empire will have him killed. And if either empire comes to suspect that he is rebuilding any part of Central's ruined economy or army, they will both immediately invade to crush Central before it gets strong enough to tip the balance between the two.
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Turning Red: When Mei finds out that the 4*Town concert and the red moon ritual are on the same night, she must decide between attending the concert which will disappoint her family and undergoing the ritual which will disappoint her friends.
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The Asterisk War: The prize for being on the winning team at a Festa is for the IEFs to grant each team member any boon it is within their power to provide, which, since they basically rule the world, means almost anything that isn't a physical impossibility. Occasionally, however, a winning Genestella's wish puts them into a bind, particularly if it impinges on the IEFs' political power: if they refuse to grant a wish that might cause them problems, they put the legitimacy of their own regime at risk, so they normally try to negotiate a compromise with the champion.
Madiath Mesa asked to become an executive at Galaxy, but they didn't want to make an exception in their intake procedures for him (which involve Brainwashing for the Greater Shareholder Value). The solution was to make him an Authority in Name Only, giving him the job of chief administrative officer of the Festas but no other official power in the company.
Claudia Enfield wishes to interview her Orga Lux's creator Ladislav Bartošik, who was involved in a mysterious incident in the recent backstory and is spending life in prison at a Black Site. Galaxy, the IEF that backs Seidoukan Academy, would suffer significant political harm if whatever happened became public knowledge. They first send Psycho for Hire Gustave Malraux to try and drive her prospective Gryps Festa teammates away from her, then escalate to sending Bujinsai Yabuki's Ninja clan to assassinate her. When that fails, Galaxy agrees to let her meet Bartošik on condition of keeping anything she learns from him secret.
The Politically-Active Princess Julis's second wish is to expand the power of Lieseltania's monarchy, in hopes of eventually ending its Puppet State status to the IEFs. In volume 12, the IEFs are mentioned to be negotiating with her and her brother King Jolbert on just how much leash to give him.
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Everybody Loves Raymond:
Raymond found himself in the middle of conflicts between his violent and immature wife, Debra, and his family—especially his overbearing and guilt-mongering mother—on an almost episodic basis. He was pretty much in a situation where there was no way he could please one without royally pissing off the other due to the fact that they both wanted complete and exclusive control over Ray.
At one point, Debra runs for president of the Parent-Teacher Association at their kids' school opposite long-time arch-rival Parker. Although Raymond loves Debra and hates Parker, he realizes that Parker would make a better president (Debra reacts by stomping on everyone's jackets—crushing Robert's cell phone in the process—and rather ridiculously comparing Ray to antebellum slaveholders).
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Arcanum: When Merlot and Rudy are seen in the company of a Wildmage, Merlot declares that they had a choice of either being killed by the Wildmage, killed by the Grimm, or escorting the Wildmage to Vale's Azure Archives Portal.
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Tales from the Pit: R&D Rule #8: You Can't Win. When Mark designs powerful rare cards that see tournament play, he gets angry emails about how expensive it is to play in tournaments. When the rare and mythic cards are too weak to see tournament play, he gets angry emails complaining about Junk Rares.
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All You Need Is Love: Naomi relates how it SUCKS being stuck between L and Kira's warring egos; worrying what would happen to her son if they were to discover that he knows what they know:
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Citadel of the Heart: In Operation T.R.I.A.S.S.I.C., Mr. Wink and Mr. Fibb decide to visit France during their day off, only to run into the Invisible Network of Kids and accidentally disturb the Centauri, which draws another Space Reptile to France to get into a massive Kaiju battle. The two villains find themselves desperately trying to avoid both kaiju while also dodging I.N.K., who want to dispose of the pair themselves.
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Medal of Honor (2010): Rabbit and Mother have to choose between a gunfight against a huge number of enemies or leaping off a high cliff. Bones heal.
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The Jazz Singer has Jack/Jakie have to decide to either star in a Broadway show on opening night or fill in for his dying Cantor father and sing Kol Nidre for the Yom Kippur Service. The producer warns him that if he misses the show, his career may be ruined, but he wants to be there for his family. He decides to fill in for his father and miss the show, and his father forgives him before dying.
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Percy Jackson and the Olympians: The Sea of Monsters can only be entered by passing between the original Scylla and Charybdis, and it doesn't matter where you try to enter from, because they'll always appear in the way.
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Star vs. the Forces of Evil: Star's pursuit of monster equality hasn't been as simple as she wanted it. She discovered that she's part of a line of ancestors who were imposed by the High Commission to keep Eclipsa's monster-Mewman hybrid daughter from the throne. Now she's stuck with a very difficult decision. If she maintains her role as Princess then she betrays her ideals, but if she allows Meteora to take the throne, then she loses her identity as a princess, and Meteora is clearly completely insane and unfit to lead. Fortunately for her, Eclipsa doesn't care about the throne as much as she just wants her daughter back, and after Meteora is magically regressed back into a baby, she wants to give her daughter another chance at growing up.
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Prison Break: Towards the end of the show the General and another of Michael's enemies each have one of his loved ones held hostage and they both want Scylla.
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In the second case of Phoenix Wright: Ace Attorney, Redd White forces Phoenix to choose between going pro se or accepting a state-appointed lawyer who is said to be so incompetent that even Phoenix will look good compared to him as the culprit uses his connections to ensure no defense attorney in the city will take Phoenix' case.
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A Song of Ice and Fire:
Jaime Lannister, who gets no small amount of grief from the mutually exclusive demands of knighthood and the oaths it brings. You swear to serve and protect the king, defend the people and respect your father. So what do you do when the king is at war with your father and intends to massacre his subjects?
Jon Snow gets this too. He goes beyond an Enemy Mine with the wildings he's supposed to be fighting into outright aiding them because what's coming is even worse. Some of his brothers, however, disagree and object. Vigorously.
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Little Uzumaki:
After Sasuke takes an unexpected dip in Konoha's Fountain of Youth, he remains enrolled in the Chuunin Exams. This puts his opponent Neji in a bind: he can't win his match without beating up a toddler, making him look like a massive Jerkass... but if he loses or forfeits, he'll just be seen as pathetic.
Following his arrest, Kisame finds himself protected by Naruto, and is given the choice of either becoming his babysitter... or getting executed.
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Outsider: This is the crux of humanity's dilemma at the start of the comic — they're on the periphery, and inevitably soon to be swept into, a major interstellar war between two starfaring civilizations, the Loroi and the Umiak. They know very little about these two powers, but do know that both severely outclass them in technology, numbers and military power, that neither is willing to recognize other nations' right to remain neutral, and that both are willing to forcefully subjugate or exterminate nations that get in their way. Without knowing much about how either operates, beyond being aware that the Umiak essentially enslave their subject peoples, they need to very quickly figure out which power would be less dangerous to join up with — and to do it before one or the other finds them first and makes the choice for them.
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In the final case of Phoenix Wright: Ace Attorney – Justice For All, Phoenix ends up in this situation when he's blackmailed by someone named "De Killer", who kidnapped his sidekick Maya and will only release her in exchange for getting a man named Matt Engarde declared Not Guilty of murder. It turns out after the first trial day that Matt Engarde is in fact, guilty of hiring De Killer, who's a Professional Killer, to assassinate the victim. And to make it even worse, because of Phoenix's own arguments in court, an innocent woman is being tried as the lead suspect. So Phoenix ends up in a Morton's Fork - get a murderer declared Not Guilty and send an innocent woman to prison (which Maya herself would be angry with Phoenix for) or have him found Guilty and get Maya killed. In the end, after Phoenix and Edgeworth (who learns about the kidnapping after the first trial) end up stalling the trial for as long as possible in an attempt to have the police locate Maya and De Killer, Phoenix finally manages to break free of this by convincing De Killer that Matt Engarde betrayed him with Engarde's own attempts to set up blackmail against De Killer. This causes De Killer to release Maya and threaten to hunt Engarde down and kill him, leading to Engarde pleading guilty in an attempt to stay safe in prison.
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Game of Thrones: The simultaneous wildling attacks in "The Watchers on the Wall" force Ser Alliser Thorne to choose between leaving the Wall or the castle itself in the hands of a lesser commander.
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Something Awful: Dungeons & Dragons: Minerelle in regards to the book of Ioun, trapped between her party leader, her evil god, and a dragon lich.
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White Sheep (RWBY): When negotiations with Atlas are going nowhere, Jaune faces the unpleasant notion of having to attack. He doesn't want to, as that would endanger innocent people... but if Atlas calls his bluff and he doesn't follow through, he won't be able to broker peace with any of the other kingdoms, as they'll refuse to take him seriously.
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People Lie: At one point, Naruto's team has to choose whether they want to take on a house full of murderous cultists... or deal with the Shoggoth that's currently chasing them.
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Androgyninja's A Dose of Venom: Discussed by Genma and Sakura when he explains why he and her other mentors pushed for her to be promoted. On one hand, becoming a chuunin means that she'll be sent on even more dangerous missions than before, while potentially dealing with nominal allies who believe shinobi from civilian backgrounds like herself are nothing more than glorified Cannon Fodder. On the other hand, remaining a genin would have meant those same nominal allies would have held even more'' power over her. Given the choice, they opted to push her up the ranks so that she'd have a bit more of a fighting chance at defending herself.
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Danganronpa 2: Goodbye Despair: The final trial is constructed by the Big Bad to be like this. The heroes can either leave the simulation as they are while damning the world to be overrun with Junko-infested corpses, go back to reality where their minds and bodies have already been destroyed by Junko while losing all their memories of the battles they fought and relationships they formed inside the simulation, or they can stay in the simulation and trap the three members of the Future Foundation who came to rescue them inside as well with Junko (who hates the three of them with a passion) in control forever. By the end of it, the protagonist refuses to make a decision.
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1916 - Der Unbekannte Krieg plays this straight. The protagonist, a lone German soldier, is stuck in a trench infested with carnivorous dinosaurs, and even if he does manage to escape, he'll be stranded in no man's land, completely exposed to the enemy.
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Shepherd Of The Stars: Liara is faced with one of these, forced to chose between preserving an ancient Morrigi temple revealing the true fate of the Protheans or destroying it to save a ship full of innocent people from its now-active defenses. She elects to save the ship, at the cost of the data and much of her scientific credibility.
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Constance Verity Saves the World: Connie compares her ex (Hiro) meeting her current bo (Byron) as this. She's also been stuck between the actual Scylla and Charybdis, but that's not relevant.
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Ace Attorney:
In the second case of Phoenix Wright: Ace Attorney, Redd White forces Phoenix to choose between going pro se or accepting a state-appointed lawyer who is said to be so incompetent that even Phoenix will look good compared to him as the culprit uses his connections to ensure no defense attorney in the city will take Phoenix' case.
In the final case of Phoenix Wright: Ace Attorney – Justice For All, Phoenix ends up in this situation when he's blackmailed by someone named "De Killer", who kidnapped his sidekick Maya and will only release her in exchange for getting a man named Matt Engarde declared Not Guilty of murder. It turns out after the first trial day that Matt Engarde is in fact, guilty of hiring De Killer, who's a Professional Killer, to assassinate the victim. And to make it even worse, because of Phoenix's own arguments in court, an innocent woman is being tried as the lead suspect. So Phoenix ends up in a Morton's Fork - get a murderer declared Not Guilty and send an innocent woman to prison (which Maya herself would be angry with Phoenix for) or have him found Guilty and get Maya killed. In the end, after Phoenix and Edgeworth (who learns about the kidnapping after the first trial) end up stalling the trial for as long as possible in an attempt to have the police locate Maya and De Killer, Phoenix finally manages to break free of this by convincing De Killer that Matt Engarde betrayed him with Engarde's own attempts to set up blackmail against De Killer. This causes De Killer to release Maya and threaten to hunt Engarde down and kill him, leading to Engarde pleading guilty in an attempt to stay safe in prison.
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In All The World's a Toybox, Bill Cipher forces Mabel to choose between two different prisons. One is the World of Endless Summer, a version of Gravity Falls that is frozen at the precise moment where she gave Bill the Rift. Alternatively, she can return to Mabeland, allowing her to live in luxury... at the price of being punished whenever she shows any empathy to others, being gradually corrupted. But the alternative is being trapped all alone in a vivid reminder of her Moment of Weakness.
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Resident Evil 3: Nemesis had the Quick Time Event precursors to the reviled Press X to Not Die mechanic in the later games. You'd often be given two very poor choices like either jump off the bridge or Punch Nemesis in the face, though sometimes doing nothing would be a distinctly third (but usually much worse) option.
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Burn Notice has a dramatic example when Michael has to choose between helping Anson and hurting the CIA or stopping Anson by telling the CIA about him and suffering his revenge.
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Frasier: Niles is caught between Mel and Daphne when Mel makes Niles pretend they are happily married after he runs off with Daphne. Mel won't give him a quickie divorce otherwise but Daphne almost breaks up with him due to the strain of watching Niles pretend to be in love with Mel.
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The Quick and Easy Path:
When dealing with the Borg, the Dominion must decide whether they want to enter a Teeth-Clenched Teamwork situation with people who may turn against them, or deal with their foes repeatedly curb-stomping them and whittling their territory away. Ultimately, they choose the Enemy Mine alliance.
The heroes feel this way when they're offered a choice between mass-produced warships and unrestricted use of biogenic weaponry. Neither option appeals to them, as both seem to go against everything that Starfleet stands for, and yet they have to choose one.
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The following is a list of statements referring to the current page from other pages.

 Scylla and Charybdis
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