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Anime & Manga
- In Jura Tripper, instead of being requited by any of his love interests, Jerkass God only receives affection from pet dinosaur Miyu.
- Sanji from One Piece ends up on an island full of cross-dressers after Bartholomew Kuma rockets the Straw Hat Pirates away from each other. He spends a lot of time unknowingly saying that he likes dressing in women's clothing to a cross-dresser he believed was a beautiful woman. Hilarity Ensues.
- Also, Absalom's molestation and ogling of Nami/Robin is repaid with the affections of Lola. Who is a zombie. And ugly. And a warthog. This is more detailed in the anime.
- Luffy, on the other hand, for being such a good hearted moron, wins the affections of Boa Hancock, the World's Most Beautiful Woman, one of the Seven Warlords of the Sea, and leader of the all-woman kingdom Amazon Lily, which means her subjects love him too. Being Luffy, he doesn't quite 'get' how lucky he is.
- A Yakuza member in Yamatogawa/Witchcraft is dropped into a pit full of bored homunculi. We don't see precisely what happens to him, but the homunculi were created for sex, and despite their feminine forms, they have penises rather than vaginas.
- In Ernie, a sleazy boss tries to get Doris to sleep with her, threatening to fire her if she don't go along. She beats him up and quits on her own. However, this was apparently not enough punishment for some people (the next strip is of the artist being chewed out by his wife and banished to the couch because the sleaze "got away with it"), so the boss is later on vacation and tries the hot tub... which is then occupied by several recently-conceiving mothers. Uh, yeah. If this seems a bit convoluted to you, you're not alone.
- Starr in Preacher orders an incompetent minion to set him up with a prostitute. He gets a male one who does not take no for an answer. This is actually quite early in Starr's Humiliation Conga.
Films — Animated
- In Don Bluth's Anastasia, Rasputin's bat sidekick abandons him at the climax and is awarded a female bat at the end with no explanation.
- At the end of Shrek 2, the handsome but awful Prince Charming is grabbed and forcibly kissed by the ugly step-sister.
- Brave — Maudie, the plump castle maid from DunBroch, and the big, hunky unnamed warrior from the Dingwall clan are shown briefly flirting at the end of the movie when they the three clans are finally leaving.
Films — Live-Action
- Ace Ventura: When Nature Calls has the protagonist enjoy a night with The Chief's Daughter, while the unfortunate Big Bad finds love in the bush. With the Extra Points. Of course, this comes back to bite Ace in the ass.
Fulton: I believe he's saying she's not a virgin.Ace: ...they can tell that? (Cue entire Wachati tribe chasing Ace through the jungle)
- The ending of Dumb and Dumber subverts this — the two characters look like they're about to get a bus full of beautiful women all to themselves as reward for their noble actions, only to have it ruined by their stupidity — and then hilariously double-subverted seconds later.
- Euro Trip has the Jerkass sidekick going to a normal-looking brothel and not realizing anything is wrong until the girls leave as soon as he's all chained up. A burly man enters and he struggles with the complex Safeword... failing to pronounce it, he instead begs for what turns out to be the name of a sinister-looking anal rape toy. This is the only sexual encounter he has in the whole movie until the Pair the Spares happy ending.
- In the film version of George of the Jungle, the villain winds up with a (semi-sentient) gorilla... who he'd just exchanged vows with while in a dark cave, thinking it was Ursula.
- Oh, the ending to Gremlins 2: The New Batch. Gets the extra points and everything, and a particularly mean example because the guy wasn't a villain so much as kind of a jerkass. At the end he just shrugs and accepts that the amorous female Gremlin is going to have him one way or another. After all the chaos he's been through regarding the regular gremlins, the one female that has a major crush on him is probably the least of his problems.
- Intermission: Oscar and Sally, the two shy ones, find each other. John (whose messy breakup with his girlfriend because he couldn't show any commitment kicked off the whole plot) gets her back when he admits that he cares about her. Sam gets back together with his wife (who left him when he cheated with a younger woman) — unfortunately for him, she's discovered she can use threats of physical violence to keep him in line.
- Shannon Hamilton of Mallrats likes to screw girls in an extremely uncomfortable place.
- At the end of Robin Hood: Men in Tights, Robin ends up with Maid Marian, while the Sheriff of Nothingham ends up in the arms of Abhorrent Admirer Latrine.
- Sorority Boys: Throughout the film, Adam encourages Jimmy, his little brother in the fraternity, to take advantage of inebriated girls. So when "Adina" (Adam dressed in drag) ends up passed out in in Jimmy's room, he capitalizes on the opportunity. Adam then takes the same humiliating walk of shame that girls had to endure after a night with him.
- In Tamara, Sean and Patrick frequently date raped their female classmates at parties. Tamara, using her newfound mind-control powers, retaliates by forcing them to have sex... with each other.
- Trading Places: the protagonist ends up with Jamie Lee Curtis, while the callous, Jerkass Beeks ends up with a male amorous gorilla in a cage.... wearing a (female) gorilla suit.....
- After wishing for the death of Jay Baruchel in This Is the End, Jonah Hill gets raped and subsequently possessed by a demon.
- The Sword and the Sorcerer: Whilst on the run from palace guards during one of his many I'll-do-it-although-it's-certain-death escapades, the hero of the movie literally falls (well, smashes through a window into) the evil king's harem, which is filled with scantily-clad concubines reclining on cushions. Unfortunately he doesn't have time for more than a kiss. But it's a good one.
- Subverted in Castle in the Air. One would think being banished with two amorous fat, overly emotional women would be the djinn's punishment for kidnapping princesses to fill his harem, but he realizes that he actually finds overweight women very attractive. On their part, the women find his scales and claws to be personal Fetish Fuel and thus it becomes more Pair the Spares.
- The wife of David Hopkins, author of Jack, was stalked for a while by her creepy ex. Apparently, among other problems, the creepy ex had bragged to her about his habit of finding beached dolphins and doing unpleasant things with their blowholes. She and Dave got their revenge on this guy by putting a cameo of a thinly-veiled avatar of him in the comic's Ironic Hell setting, condemned to be raped by dolphins for eternity.
- In the "Identity" arc of El Goonish Shive, Ashley and Tom are interested in Elliot and Susan respectively, and their differing approaches earn them very different rewards. Tom attempts to manipulate Susan into dating him, knowing full well that she would turn him down if he asked her out through conventional means. This leads to him getting exposed as a manipulative asshole in front of a large number of women. Ashley, on the other hand, does her best to warn Susan about Tom's less than honest nature despite the fact that, to the best of her knowledge, this would hurt her chances with Elliot (she believed that Elliot and Susan were likely to get together). This action impressed Elliot enough that he asked her on a date.
- In Death Note: The Abridged Series (kpts4tv), right after Light says how much fun killing people is Ryuk notices how pretty his eyes are.
- Solange of the Whateley Universe gets the ultimate in Crystal Hall.
- The fandom promptly exploded after the section where it happens was posted, dividing into three groups: the first felt that Solange deserved it and it was hilarious; the second felt that, no matter what Solange had done, she didn't deserve that; the third felt that while it was a terrible thing that no one — not even Solange — deserved, she did sign a contract that gave a telepath complete control of her body for a whole weekend, in a dorm that was completely hostile to her and if she didn't see the potential consequences inherent in that, then she was being incredibly stupid when she agreed to the terms. Bringing it up can still result in a more... heated... response than you might otherwise expect.
- Discussed in an episode of King of the Hill; when an attractive female exterminator shows up and spends time with Dale, Nancy (his wife) remarks that it would be pretty karmic if, after she spent years cheating on Dale and only recently broke off the affair, Dale ran off with the other woman.
- The Legend of Korra: Mako has a problem with dithering behavior concerning his romances with Asami and Korra which ultimately ended up sinking both. He is also the only member of Team Avatar not paired up with a significant other by series end; even Bolin finds love in Opal's arms. Ironically, the two women with whom he had messy relationships ended up together in the end.
- In an episode of South Park, an antagonist who repeatedly tries to get Jimmy killed is raped by a shark. On-screen. Twice.
- Kid-friendly example: In the TaleSpin episode "The Time Bandit", Baloo's punishment for almost getting Rebecca executed with one of his Zany Schemes is having to go on a date with a woman who really likes him — but happens to be as fat as Baloo himself.