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Anime and Manga
- Gauron/Sousuke in Full Metal Panic!. The first time Gauron saw Sousuke, Sousuke was acting like a Creepy Child and throwing the dead bodies of all the soldiers he killed into a fire. And Gauron, being a messed up Ax-Crazy Psycho for Hire, took an instant liking to Sousuke. He asked Sousuke to come with him (with definite overtones of "there's candy in my van"), but Sousuke (wisely) refused.
- Kohei Kakihara and Chiko from The Daughter of Twenty Faces. Kakihara is fascinated by her fighting spirit. His obsession to take away everything Twenty ever had may have something to do with this as well.
- Orochimaru to Sasuke in Naruto, where the villain isn't just interested in the hero's potential but wants his body too. It's later revealed that Orochimaru tried to do the same thing to Sasuke's elder brother, Itachi. But he apparently stopped after he received an asskicking by him.
- Kyosuke to Kaoru in Zettai Karen Children. Incidentally, Kaoru also has a regular mentor, and the ultimate question of the plot is whether Kaoru will ultimately side with Minamoto or Kyosuke.
- Aizen's done this to a few characters. Orihime, for example. Once her powers came to Aizen's attention, he became very interested them. And when Masaki killed one of his hollow/shinigami experiments 20 years before the story began, Aizen became extremely interested in her. This interest extended to her son Ichigo and a good chunk of his Evil Plan revolved around nurturing and observing Ichigo's potential.
- In the final arc, Yhwach takes an interest in both Ichigo and Uryuu. Ichigo because of his complicated bloodline, and Uryuu because he was the only mixed-blood Quincy to survive the Holy Selection nine years ago. He succeeds at getting Uryuu on his side.
- For the dubious amount of villainy, Evangeline after defeating Negi says she won't kill him, because she found interest in him, but it's only when he ask her to teach him (after witnessing her power on a more serious level) that they become mentor and student.
- In Fate/Zero, Kirei Kotomine takes an interest in Kiritsugu Emiya, believing the two of them are Not So Different. He's wrong and is not happy when he realizes this.
- In Fate/stay night, Kotomine meets Kiritsugu's adopted son, Shirou and takes a similar interest in him. To his delight, he finds that unlike Kiritsugu, Shirou is just as empty as himself.
- Haman Khan finds herself intrigued by Judau in Mobile Suit Gundam ZZ, and alternates between fighting him and trying to make out with him.
- Berserk: When Guts first runs into Nosferatu Zodd, he puts up the best fight Zodd's ever seen from a human in three centuries. Which isn't saying much, as Guts and Griffith combined can't kill him. However, on seeing that Griffith has the red Behelith, Zodd spares the two of them, even going as far as to save Guts' life during a siege (Zodd was watching him fight an enemy general from several miles off when Guts lost his sword, Zodd immediately threw his own sword between them, allowing Guts to win). When Griffith starts the Eclipse, Zodd accepts the Skull Knight's request to interrupt their duel when he sees it'll save Guts. And later still, when Guts is prevented from taking a ship by Emperor Ganishka's attack, Zodd and Guts more or less willingly team up to send him back. despite Zodd now being The Dragon to Griffith.
- Vampires in Seraph of the End usually find no interest in what humans are up to and hardly interfere in their affairs. Ferid is the exception as he is attracted to Mika and Yuu for their blood and their good looks.
- Team Rocket of Pokémon have been chasing after Ash and Pikachu since the second episode, all because the Terrible Trio think that Pikachu was exceptional for its species. They've went after other Pokémon over the course of five series, but Pikachu has never left their sights.
- In the Ultimate Spider-Man line, the second Spider-Man, Miles Morales, is approached by his uncle, the super thief Prowler, for training. Little does he know, the Prowler needs Spider-Man to deal with the extremely powerful Maximus Gargan—the Scorpion.
- Ra's Al-Ghul to Batman. He sees Bats as Not So Different, and was once interested in him being the successor of his organization, The Demon.
- In the Green Lantern comics, Sinestro has taken an interest in Soranik Natu, the current Lantern from his home planet of Korugar. Where Sinestro was hated for being a Knight Templar tyrant (and the next Korugarian Lantern, Katma Tui, was hated by proxy), Korugar is coming to love Soranik. Both are viewing the peoples' growing devotion to her as practically asking her to be a dictator herself, which Sinestro views as her bringing order where he can't anymore while Soranik is greatly troubled by it. And it's no help at all that Sinestro is Soranik's biological father.
- Teenage Mutant Ninja Turtles: Like Ra's Al Ghul to Batman, the IDW version of the Shredder has decreed that only Leonardo is fit to inherit leadership of the Foot Clan.
- In Birds of Prey Lady Shiva takes an interest in training Black Canary.
- Shiva also took an interest in Cassandra Cain. Not because the teenager was her long-lost daughter but because she was one of the few on the planet who had a real chance of killing her in a fair fight.
- She also eventually feels this way about Huntress after the latter takes Canary's place during a battle to the death in order to save her friend, and gives Huntress the honorary name "Iron Owl" due to her refusal to go down without a fight despite being completely outclassed by Shiva in terms of skill.
- In fact, Lady Shiva is said to have a standing offer to anyone to train them, hero or villain. The price is that anyone who accepts, will have to face her in a Duel to the Death one year after they leave her tutelage.
- Orochimaru to the main trio of time travelers in the Naruto Fan Fic A Wrinkle in Time. He states that he needs Sasuke for his eyes, so it doesn't matter whether or not he has talent. However, he wants those three for their talent, seeing it as being wasted on Konoha. It's incredibly ironic, seeing as the three time travelers in question are Naruto, Shikamaru, and Lee, who were all "dead lasts," for lack of a better term.
- Rosario Vampire: Brightest Darkness: In Act III, it's revealed that this why Kiria didn't simply kill Tsukune and the others back in Act II; having seen the power of Tsukune's inner ghoul firsthand, he decided that it would be useful in his plans. Unfortunately for Kiria, he discovers the hard way in the final chapter of Act III that Evil Is Not a Toy.
Live Action TV
- Hannibal basically runs on this, specifically Hannibal Lecter's interest in The Empath Will Graham.
- In the Supernatural episode "All Hell Breaks Loose, Part One" (S02, Ep21), the Yellow-Eyed Demon sees himself as Sam's mentor and Sam as his creation. Sam sees the Yellow-Eyed Demon as his Arch-Enemy.
Yellow-Eyed Demon: That's why I'm here, Sam. I wanna give you the inside track. You're tough. You're smart. You're well-trained, thanks to your daddy. Sam — Sammy — you're my favorite.Sam: You ruined my life. You killed everyone I love.Yellow-Eyed Demon: The cost of doing business, I'm afraid.
- Alaster, Abaddon, Crowley and The Darkness for Dean. So. Very. Much.
- Lucifer for Sam. Still.
- In Cutey Honey The Live, Panther Claw member Mayumi Karasugawa takes a keen, unhealthily obsessive interest in Sister Miki after initially believing her to be Cutey Honey. Even after she knows who is who, she still relentlessly pursues Miki.
- Star Wars:
- Luke Skywalker and Darth Vader have strong elements of this, minus the Foe Yay because, well, squick. The fixation leads to both Last-Second Chance and We Can Rule Together moments. Of course, from Vader's perspective, he is neither villainous nor beginning an interest.
- Also the Emperor toward Luke, believing (rightly) that he is stronger than his father.
- Palpatine hast it to Anakin in prequels too.
- Kylo Ren in The Force Awakens offers to teach Rey in the ways of the Force (in the middle of a duel, no less!).
- Treasure Planet does this, especially when it's becoming apparent Silver was Evil All Along. Subverted past the climax, however, when Silver slips into a somewhat benevolent role and loses his edge.
- In Rise of the Guardians, Pitch Black makes a We Can Rule Together offer to Jack Frost, appealing to their Not So Different aspect through them both having been lonely outcasts for years.
- Silvia to Bond from Skyfall. This includes a scene where he seems to be hitting on him to mess with him.
- Watanabe of Unbroken is fixated on Zamperini. He even tells him that from the moment they met, he knew they were alike and that they could have been friends if not for their opposing sides. Zamperini mainly just seems creeped out by the attention.
- In The War of the Ancients, it's implied that Broxigar's prowess during his final stand against the Burning Legion, during which he managed to lightly wound Sargeras himself is one of the reasons the Burning Legion tried to recruit the Orcs.
- In the Alex Rider series, the Big Bad of the third book Alexei Sarov takes an interest in Alex. He takes him hostage and tries to convince Alex to accept him as his new father due to Alex's similarity to Sarov's dead son.
- Terra and Kefka in Dissidia: Final Fantasy.
- In the Fan Sequel The Silver Lining, Graham has a strange vision where Manannan claims his real plan had been to treat Alexander as an apprentice and surrogate child. Alexander's reaction to the revelation is a combination of squick/horror/disbelief.
- After Gordon Freeman blows up the Citadel, it's made pretty clear that the Combine Advisors take a great interest in him and Alyx Vance, so much so that they begin keeping regular tabs on them and expend a large amount of troops to hunt them down. By Episode 2, they begin acting in person against the Resistance.
- In Star Wars: The Old Republic, the Sith Inquisitor is this for Padawan Ashara. They need Ashara's aid to get into the old Taris Jedi Temple. Now, being as you're Sith and she's a Jedi Padawan, there's already a problem. No matter how it goes, she ends up as your unofficial apprentice. The Sith Warrior does the same with Jaesa on Alderaan, as her ability to see through lies would be very useful to the Sith. Of course, it's entirely on you to live up to the nasty Sith reputation or decide to be one of those Light Sided heretics.
- In Fallout: New Vegas, if the Courier kills Vulpes Inculta of Caesar's Legion, Caesar himself will eventually offer the Courier full amnesty and a place at his side in the Legion, explicitly admitting he's impressed by how the Courier gets what they want.
- In Drowtales, Snadhya'rune Vel'Sharen sets her sites on Ariel Val'Sarghress due to the latter's bloodline, which contains a potent Anti-Magic ability and Ariel's own unique sorcery. The first inklings of it appear all the way back in the third chapter, but it's not until chapter 47 that the two meet face to face and immediately attempts to earn Ariel's favor. It ultimately fails because Kalki attacks Ariel, and Snadhya is so incensed by this that she later murders Kalki in cold blood for disrupting her and outliving her usefulness. Previously this method had worked flawlessly when Snadhya recruited her other "proteges" or students who showed unique abilities, including Mel'arnach Val'Sarghress, Ariel's sister (actually her mother).
- Robin and Slade from the Teen Titans cartoon. The similarity is emphasized whenever they fight each other, and especially when they fight together, as their fighting styles are nearly identical.
- To a somewhat lesser extent, this is observable between Cyborg and Brother Blood as well.
- Slade and Terra have a bit of this, too. Terra allows him to mentor her and...things go downhill. To make it worse, in the comic storyline this was based on, the two were actually in a sexual relationship, though Terra was slightly older (but still underage).
- Ultimate Spider-Man is a Spider-Man franchise that justifies Peter's and Harry's friendship through this. Harry was nice one day and decided to give Peter a ride home instead of letting him walk through the rain. Harry's father, Norman, had heard of Peter's good grades and encouraged the friendship in the hopes that Peter would be a good influence.
- Danny and Vlad from Danny Phantom. Vlad is fixated on Danny's mother, Maddie, and ultimately hopes to steal her away from Jack. Add the fact that Vlad and Danny are pretty much the only half-ghosts in existence, and Vlad sees Danny as the perfect Child Substitute. Naturally Danny doesn't see it this way.
- Rex and Van Kleiss from Generator Rex. Although it seems that he is more interested in Rex's nanites than the boy himself.
- Van Kleiss himself supplied that he would be happy if Rex was a vegetable as long as he was still breathing. Unlike some other examples, Rex is Genre Savvy enough to take advantage of this without entering such a relationship. In the episode "Alliance" Rex uses guile and half-truths to undermine Van Kleiss in various ways. Most notable of them is getting Circe to defect from the Pack. Circe was convinced that Van Kleiss wants to take Rex in like he did with her. So when Rex is forced into an arena with No-face for a no holds barred beatdown, Rex makes it clear to the onlooking Circe that Van Kleiss places no value on him other than his life.
- Omi and Chase Young from Xiaolin Showdown.
- Big Bad Nerissa in W.I.T.C.H. has an obvious interest in Caleb since he's her son. She tries to persuade him to her side and he flat out denies her.