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Villainous Crush / Live-Action Films

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  • In 12 Years a Slave, slave owner Edwin Epps has one on his slave Patsey. Word of God says he's deeply in love with her, but he has an odd and very abusive way of showing it.
  • Mr. Barnaby (the Crooked Little Man) for Contrary Mary (or Mary Contrary, in the Disney version) in Victor Herbert's Babes in Toyland and the analogous Little Bo-Peep in Babes in Toyland (1934), the Laurel and Hardy version.
  • Barbarella: The evil Black Queen is determined to get in Barbarella's skirt/shorts, though when she keeps rejecting her (sometimes quite violently), she'll settle for her angelic ally Pygar.
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  • Joker for Vicki Vale in Batman (1989). He even murders his previous squeeze to "make himself available".
  • While we're at it, the Riddler seems to have a bit of one on Chase Meridian in Batman Forever — when he's not crushing on Bruce Wayne, that is.
  • In Batman & Robin, Poison Ivy seems in love with Robin, seducing him in every encounter and flirting heavily with him, even promising to change sides so they can be together and help guid him to be his own man. However, this is all actually subverted, as Poison Ivy was not actually in love with Robin and was only trying to separate him and Batman and kill him with her Kiss of Death, and once that fails to kill him she angrily shoves him away from her to have her plants drown him. Poison Ivy actually has a crush on Mr. Freeze, another villain, and attempts to kill his wife so she can have him for herself.
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  • The titular character in Blackway is the violent crimelord antagonist of the film, and seems to harbor an obsession for the heroine, Lillian. He meets her at the restaurant she works at and tries to get a date with her, but she rejects him. He waits for her to get off work and then tries to rape her in the empty parking lot, but she gets away. Following this incident, he begins following her and even decapitates her cat to get her attention. Lillian tries to go to the sheriff of their small Northwest logging community to help her get Blackway to leave her alone, but he implies that Blackway has immunity because of his corrupt influence.
  • In Bram Stoker's Dracula ancient vampire Dracula becomes obsessed with young English woman Mina Murray and wants to transform her into his bride. In order to do it he traps Mina's fiancee in his castle, finds and stalks Mina in London, and then finally sneaks into her bedroom to drink from her and make her drink his blood.
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  • In Cabin by the Lake, Villain Protagonist Stanley seems to develop some sort of odd fixation on his victim Mallory for standing up to him and escaping him once before. There's a Window Love scene with a two-way mirror which she punches when she realizes what he's doing, and when he tries to drown her once again near the end he also starts to lean in for a kiss as she's terrified out of her mind.
  • Ramon Rojo from A Fistful of Dollars has one on Marisol, keeping her away from her husband and son with the excuse that the former owes him money.
  • Fist of the North Star: Shin is enamored by Julia, but she preferred her beloved Kenshiro, whom Shin then tried to kill to have her for himself. She spitefully rejects his every advance while he doggedly keeps offering her the world.
  • Ming the Merciless seemed pretty hung up on Dale Arden in Flash Gordon.
  • In the film version of Gone Girl, it's open to interpretation, but the relationship between Nick and Amy could be considered this, as could the relationship between Amy and Desi.
  • A comedic version in The Great Muppet Caper when jewel thief Nicky Holiday falls head-over-heels in love with Miss Piggy.
  • J.D. in Heathers. After Veronica breaks up with him after he starts murdering other teenagers for fun, J.D. is still very much in love with her.
  • Aldrich Killian for Pepper Potts in Iron Man 3.
  • Jareth to Sarah in Labyrinth. Foreshadowed in Sarah's story to Toby at the beginning: "But the Goblin King had fallen in love with the girl..." He sends her into a dreamlike state featuring a Dance of Romance between them, and at the end, he (albeit slightly ambiguously) offers her the chance to stay with him and be loved by him if she gives up her quest.
  • Legend (1985): Darkness, the devilish baddie, has one on Princess Lily, explicitly because of her pure soul.
  • The Lord of the Rings: King Théoden's Evil Chancellor Gríma Wormtongue has a big one on the king's beautiful, proud niece, Éowyn (it's suggested in the books as well, but the film plays it up).
  • In The Mask of Zorro, Don Rafael was the original Zorro's rival for Esperanza. When his plan to get rid of his enemy ended up killing Esperanza, he took in her daughter as his own.
  • The Heavy of Midsommar, Pelle, has one on Dani, as shown by his looking at her from afar, making portraits of her, and kissing her near the end of the film.
  • Tod to Marge in Mom and Dad Save the World.
  • There's a low budget horror movie called The Mooring where the Axe-Crazy Big Bad hunts a group of technology addicted tweens (their trip was a rehabilitation program). He occasionally shows some Pet the Dog moments to some of the girls but still murders all of them via different means, except the Final Girl whom he had earlier shown an, uh... interest in. When he finds her sobbing uncontrollably (due to having witnessed the death of her friends, being terrified out of her mind etc.) he just cradles her and tries to assure her "he isn't going to hurt her". It is easily the most unsettling scene in the whole movie if only because it shows how terrifyingly insane he is.
  • Ned to Julie in The Next Karate Kid. He punishes her if she rejects his advances.
  • Subverted in The Princess Bride. It appears that Prince Humperdinck is in love with Buttercup, but it turns out that he just wants to marry her so he can arrange for her to be killed and then use her death to justify a war with the scapegoats.
  • Rippner, a psychopathic assassin, to Lisa, the main protagonist, in Red Eye.
  • Schindler's List. Nazi Camp Kommandant Amon Goeth has one on Helen Hirsch, his Jewish maid. This leaves him conflicted because he believes her to be inferior to him.
  • The Scorpion King: Memnon is attracted to his beautiful sorceress Cassandra, whom he intends to marry and make her his queen after his conquest over the land is complete.
  • Dark Helmet for Princess Vespa in Spaceballs, from what you can tell in the scene where he plays with his action figures.
  • Star Wars
  • The Star Wars sequel trilogy exhibits this through the interactions of Kylo Ren and Rey.
    • In The Force Awakens, he takes her for the map's contents instead of taking BB-8—who has the literal and physical map inside of him. He even carries Rey away bridal-style. By contrasting Poe and Rey's interrogations, it is obvious Kylo Ren is much more gentle with Rey, going as far as showing her his face. Snoke even picks up on it in the adult novelization by accusing Kylo Ren of having compassion for her.
    • The Last Jedi makes it a lot less ambiguous: he’s definitely got feelings for her, talking to and empathizing with her through their Force Bond, killing Snoke to save her, and asking her to rule at his side. Rey, herself, seems to return these feelings after Character Development, despite her rejecting his offer and their “break up” by the end of the film. This relationship, on Kylo Ren’s part, serves to highlight his humanity and the tragic conflict of his character.
    • The Rise of Skywalker makes it canon, but only after he turns from the Dark Side, reclaiming his identity as Ben Solo. They share a Big Damn Kiss before his untimely death from having resurrected her by transferring his life energy to her.
  • Blue for Baby Doll in Sucker Punch.
  • Cal has one on Rose in Titanic (1997).

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