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- In Karin, Bridget Brownlick is one of the masterminds behind the plan to kidnap Karin, rape, and forcibly impregnate her. When the Maka family find out about this and come to her rescue, Bridget herself ends up getting raped by Karin's brother Ren, and gets pregnant. Of course, it loses some of its meaning when it turns out she's actually thrilled to have the baby; it's Ren who's less amused by this turn of events.
- In The League of Extraordinary Gentlemen, the Invisible Man's rape by Mr. Hyde is treated this way. May overlap with Pay Evil unto Evil depending on whether you consider Hyde an Anti-Hero or just another villain.
- In Preacher, the exceptionally vile Herr Starr is raped in an alleyway by a man after a truly disastrous misunderstanding arising from his sheltered underling's incompetent attempt to hire a (female) prostitute for him. This is actually just the beginning of his series-long Humiliation Conga.
- Played for Laughs in Little Nicky, where part of Hitler's eternal punishment in Hell is to be periodically anally violated by the Devil with a pineapple. Overlaps with Pay Evil unto Evil considering that the Devil and some of his family are treated sympathetically.
- In the Ace Ventura sequel, When Nature Calls, the main bad guy, after his plans to bring the Wachati and Wachootoo tribes into war with each other are brought crashing down around his ears, tries to escape their wrath, but is cornered by a silverback gorilla with... amorous intentions. Cue "The Lion Sleeps Tonight."
- In Trading Places, Clarence Beeks finds himself in a cage with a horny male gorilla, in what is supposed to be karmic justice. They're both last seen being loaded on a freighter bound for Africa, for release into the wild.
- In the musical adaptation of Reefer Madness, this happens in the musical number "Little Mary Sunshine," in which Ralph's marijuana-facilitated attempted seduction of Mary goes horribly, horribly wrong.
Ralph: Help! This crazy tomato's RAPIN' me!
- At the end of The Hot Chick, the villain (now male again, but in a female stripper's outfit and handcuffs) is making his escape from the police and climbs into the back of a car in a back alley, thinking that he will be driven to freedom. Unfortunately for him, the doors immediately lock and the driver turns around with a lecherous smile on his face before driving off as the villain screams in terror. It's insinuated that said driver is going to rape him after the fade-to-black.
- Mallrats has the jerkass love interest of one of the girls who is obsessed with doing it someplace uncomfortable (and no, not the back of a Volkswagen) get sent to prison, where this is strongly implied to happen to him by a larger inmate. Note that although he is unscrupulous and manipulative and intentionally seduces women who are emotionally vulnerable, he is never stated to use force.
- In Tamara, Sean and Patrick frequently Date Rape their female classmates at parties. Tamara, using her newfound mind-control powers, retaliates by forcing them to have sex... with each other.
- In Dangerous Worry Dolls, Eva rapes a prison guard using the same strap-on that the guard had earlier used to rape her.
- At the climax of Showgirls, Molly meets her hero Andrew Carver, but he brutally rapes her, sending her to the hospital. Nomi gets revenge on her behalf by posing as a hooker, and then assaulting him as they are about to get down to business. This is meant to be the film's Crowning Moment of Heartwarming....
- In This Is the End, Jonah Hill's character is at first nothing but nice to Jay in that overly-nice way of someone who knows they aren't liked and is trying really hard to change that opinion. Then he reveals in a monologued prayer to God that he really hates Jay, thinks he's a bad influence on Seth Rogen, and wishes he died. Well, his prayer was heard... by a demon. Who comes at night and forces himself on Jonah Hill's character, leading to him being traumatized and soon after getting Demonically Possessed.
- In the epilogue of Animal House, Greg Marmalard, one of the adversaries of the Delta House, was mentioned to have been raped in prison after taking part in the break-in of the Watergate Hotel in 1974.
- In Kinjite: Forbidden Subjects, Charles Bronson's character decides to let the villain (who rapes and pimps out little girls) live, because that is better for "justice...poetic justice." The catcalls from the prison block and the "new mama" speech from his new cellie leave no doubt as to what that means.
- In The Spider novel The Red Death Rain, the villainess is raped to death off-screen by an orangutan. Both a Karmic Rape and a Karmic Death as she had planned to do this to Nita van Sloane, in addition to killing large numbers of people with poisoned tobacco.
- In Myra Breckinridge, the titular character anally rapes a man using a strap-on dildo. This act is generally construed as teaching the man a lesson and making a statement for sexual equality. The entire work satirized sex, gender, and sexual practices.
- Zig-Zagged in The Wheel of Time:
- Mat's repeated rape at knife-point by Queen Tylin is generally Played for Laughs, and the other female characters see it as this trope until he, after much pleading for help, finally impresses the severity of the situation on them. Even after they help him, they (and the narrative) treat the situation much less seriously than they would if the genders had been reversed. Word Of God is that the reader is not supposed to agree with the ladies' quip that he "had it coming" thanks to his Chivalrous Pervert habits.
- The enslavement, degradation, and sexual abuse of the minor villain Galina Casban by another woman plays this trope straight: she is captured shortly after kidnapping and horribly abusing Rand al'Thor on the Forsaken's orders. She gets this twice over, since her fellow captives' help gets her within a Hope Spot of escaping before she picks up the Villain Ball, betrays them, gets caught by her abuser while trying to escape alone, and is irrevocably broken.
- Myrddraal are Humanoid Abominations known for raping women, which usually either kills them or drives them insane. The Mouth of Sauron, Shaidar Haran, takes the form of a Myrddraal and twice focuses his "attention" on a female Forsaken, first Mesaana and then Graendal, as punishment for failure. In Graendal's case, she actually dies and has to be given a new body.
- In one of the SERRAted Edge novels by Mercedes Lackey, the villain of the book has been sexually molesting his daughter since she was 2 or 3. At the end of the book, he's dumped in an extradimensional prison cell with an entity that will put him through everything he did to the girl.
- In Harry Potter And The Order Of The Phoenix, Dolores Umbridge's comeuppance has overtones of this. She gets dragged deep into the Forbidden Forest by centaurs (who, in Classical Mythology, are notorious rapists). When Dumbledore rescues her, she shows little physical damage but is catatonic from whatever she endured - until the students start making hoofbeat sounds, at which point Umbridge goes into a panic.
- Only a few episodes after he raped his ex-wife, Tommy on the dark comedy/drama series Rescue Me is drugged with roofies and raped by his needy, obsessive, psychotic girlfriend Sheila after turning down her offer to retire and run away with her with to live at her beach house.
- The episode "Go Fish" of Buffy the Vampire Slayer. The evil swim coach forces Buffy into the water below his office with the mutant fish-men, but not to feed them: "Boys have other needs." (Buffy herself doesn't like the idea that she'd "made it with the whole swim team"). Xander helps her out, the coach falls through the trap door, and while he yells and splashes below, Buffy quips "Boy, those boys sure likes their coach!"
- At one point during his tenure as host of Weekend Update, Norm McDonald joked that Prison Rape, being the worst part of the whole experience, should be formally portioned out during sentencing.
- The Mentalist: Referenced at the denouement of "Red, White and Blue" when Rigsby gets annoyed at a Killer of the Week who's convinced it's Never My Fault.
Rigsby: Oh, well, look on the the bright side. In prison, you won't have to pay for dates.
- In Torchwood, a couple of episodes after he drugs and is strongly implied to rape a man and a woman with Alien Sex Pollen, Owen gets the experience of being raped and murdered implanted into his memory by a time-viewing alien artifact.
- In the first episode of American Horror Story: Coven, Madison gets gang raped by frat boys during a party. They later ends up in bus accident and one of them is brought to the hospital. Zoe then avenges Madison by raping the comatose boy causing him to bleed from every orifice and die.
- Implied on an episode of My Name Is Earl. Earl punches his Bad Boss in the face, which leads to his wife and his girlfriend finding out about each other, and his (soon-to-be-ex) wife finding the money he stole from the fast-food restaurant he managed, which leads to him being sent to prison. In the end, he is drinking coffee out of a tin mug with the words "World's Best Bottom" scrawled on it, while his cellmate looks on.
- Played straight and for laughs in Sublime's "Date Rape", in which a date rapist is sentenced to prison where he himself is Prison Raped.
Well I can't take pity on a man of his kind,Even though he now takes it in the behind.
- Nirvana's song "Rape Me" from In Utero is, according to one of Kurt Cobain's explanations, about a male rapist of women being raped in jail as some sort of "poetic justice".
- This Cracked article is of the opinion that Dolores Umbridge of Harry Potter, a thoroughly terrible woman who, among other things, tortures children, was gang-raped by centaurs at the end of Order of the Phoenix.
- In the Whateley Universe, Alpha Bitch Solange enters a horrific contract with Thuban: in exchange for keeping her rival Hekate out of her hair for a week, she would allow her body to be possessed for two days and let herself, in effect, be raped by Montana, whom she had previously offered sexual favors with no intention of following through. Having absorbed a powerful spirit (Jinn, who is essentially a part of another student's astral self), she is convinced she can withstand the possession and get around the terms of the contract... but Jinn has been harassing Solange from inside her mind, trying to get Solange to free her, and eventually Solange does - just before the terms of the agreement come due. Fridge Horror and the resulting backlash means that this remains a touchy subject for the fans of the series.
- It's hard to tell whether it's this or just the show's usual Black Comedy, but in an early episode of Family Guy, an Alpha Bitch cheerleader is tied up by Stewie and left in a bathroom stall, where Quagmire finds her.
Quagmire: Dear Diary: jackpot!
- In an episode of South Park, a villain who repeatedly tries to get Jimmy killed is raped by a shark. On screen. Twice.
- Archer has the titular character find out that his best friend raped him when he was drunk. Given that Archer is a womanising deviant that even a self-diagnosed sex-addict is disgusted with, his reaction is played for laughs.