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- In Hayate the Combat Butler Mikoto Tachibana probably had this reaction upon meeting Nagi, who greatly resembles her mother, who Mikoto had an unrequited crush on. Though both Nagi's mother and Nagi herself seem to be not interested in the affection shown because they aren't interested in women, and the arranged marriage was said to be set up by the grandfathers, Mikoto probably had no issue with her son being set up with the daughter.
- Since it's also been implied that Hayate resembles Nagi's mother (and her father), this could also take place if Mikoto were to meet him at some date in the future.
- In Zoids: New Century, Dr. Layon and Dr. Toros loved the same woman, who eventually became Dr. Toros's wife, and mother of his son and daughter. Layon now hates Toros and never meets his son, but actually likes the daughter, who reminds him of the presumably dead Mrs. Toros. Not in that way.
- Fate/Zero has Kariya Matou, in a sense. He is the Unlucky Childhood Friend to Aoi Tohsaka that keeps hanging around even though she has two daughters with Tokiomi. Even so, he also cares about Rin and Sakura. In fact, when he discovers what Zouken is doing to Sakura, he agrees to enter the Holy Grail war on the behalf of the family he'd severed ties with ten years earlier just so he can earn Sakura's freedom. Unfortunately, he fails and ultimately the war ends badly for him, Tokiomi, and Aoi.
- Kirei Kotomine and his relationship with Kiritsugu Emiya and his adopted son Shirou are non-romantic (more or less) variant. He certainly isn't unbalanced by the appearance of Shirou, nor does he particularly care about Kiritsugu's biological child Illyasviel von Einzbern. On the contrary, he's quite happy to realize that unlike Kiritsugu, who was his Foil in every respect, Shirou is an empty person like himself.
- Interesting aversion in Medaka Box: Fukuro Tsurubami had the hots for his sister Hato but couldn't keep up with her and was put off by her cold attitude, so he set her up with his best friend Kajiki Kurokami, hoping that Lamarck Would Be Right, producing a daughter with Hato's looks and Kajiki's All-Loving Hero personality — so he could marry HER instead. While Medaka does indeed fit that description, Fukuro never gets the chance to act on his fantasies.
- While she does a good job of hiding it, Kyrie Ushiromiya admits that she has some issues with her stepson, Battler, particularly since he (the son of her hated love rival) lived while her own son was stillborn. EP8 has her have a breakdown when Rudolf reveals that Battler was Your Son All Along.
- ElfQuest When Rayek meets his former lovemate's children.
- Usagi Yojimbo Once Usagi returns to his hometown, he freezes for a moment when facing the son of his Childhood Friend Romance and childhood rival. As he finds out in a different story arc, Usagi is actually the father and complies when he's asked to leave as not to wreck their family.
- This trope is imposed in the Berserk fanfic, "Happy Ending". Griffith, who averts the Eclipse from happening and the Hawks survive, is now in the care of Casca, who is pregnant with Guts' child; Guts left to pursue his journey after the danger to the Hawks was over, but unbeknowingly left a pregnant Casca behind. Griffith already knows that he's going to hate the kid, as it's the ultimate proof of Guts and Casca's relationship and will be the one thing that they will love more than him, which in Griffith's eyes is a mark of betrayal (especially in the case of Guts). Despite this, Griffith agrees to be the child's surrogate father when it's born.
- Songs and Swords Forgotten Realms novels: Elaith Craulnober and Arilyn "Moonblade" < Amnestria Moonflower + Bran Skorlskun. "Amnestria!" was Elaith's first word when he saw Arilyn. Unusual in that later he mostly got over it, but now she sometimes overreacts on his past attitude and clashing with her half-elven ideals.
- Keturah's daughter and Basel Indoulur in Counselors and Kings. Mostly in a benign "would-be child" way, but this still motivated more activity than is normal for him and even an uncharacteristic murderous rage when he discovered that she's in danger.
- Severus Snape in Harry Potter treated Harry the way he did because of this. His dad had a mutually antagonistic relationship with Snape. Further, in Harry Potter and the Deathly Hallows we learn Snape was Harry's mother's Unlucky Childhood Friend when they were in school.
- Snape was a Sadist Teacher anyway (just ask Neville), with a favoritism toward Slytherin students (especially Draco), but there is no doubt that he treated Harry even worse than the norm. According to the internet, he treated Neville the way he did because if Voldemort had attacked Neville's parents instead, Lily would have lived, but there's nothing in the series that suggests this is the case. It still doesn't justify the way he treated Neville or Harry.
- The Count of Monte Cristo: Edmond determines to use Mondego's son as a tool of revenge. How this turns out varies among adaptations.
- Briefly, in The Great Gatsby, where Daisy's child serves as a symbol to Gatsby of the reality of her marriage to Tom.
- Similarly in Gone with the Wind, Scarlett flips out upon learning of Melanie's pregnancy. Later, after the baby is born, she has a brief moment where she wishes that the child were hers and Ashley's.
- Warrior Cats: Ashfur was in love with Squirrelflight, who ended up dumping him in favor of Brambleclaw. Ashfur had some problems accepting this. He even arranged to have Squirrelflight's father killed so she'd feel the same pain he did. The attempt failed though, and Ashfur was never suspected for the attempted murder for a while. He eventually received an apprentice, though, who managed to flare up his issues all over again by being (supposedly) Squirrelflight and Brambleclaw's son, a living reminder of the mate he couldn't have and the future he was denied. They don't get along. While they are never outwardly rude to each other, Ashfur mostly gives Lionpaw the cold shoulder and doesn't try to bond with his apprentice the way all the other mentors do. When Lionpaw demands more intense training, Ashfur takes this request very specifically...by unsheathing his claws and fighting Lionpaw as if it were a real battle. Ashfur is eager to finish Lionpaw's apprentice training quickly so that they won't have to see each other eye-to-eye anymore.
- From A Song of Ice and Fire: in the first book, preteen Sansa Stark meets Petyr Baelish, the Unlucky Childhood Friend of Sansa's mother Catelyn...whom Sansa greatly resembles. He creeps her out in their initial meeting by pointing this out and touching her hair, and things only get squickier from there. The creepiness of the relationship isn't helped by the fact that she goes into hiding posing as his daughter and learning politics at his side.
- In the Jeeves and Wooster stories, Corky, one of Bertie's friends, is a Starving Artist who needs to stay in his rich uncle's good graces but wants to marry a girl he disapproves of. Jeeves solves this by ghostwriting a book about birds, the uncle's field of expertise, which Bertie publishes under the girl's name. It goes horribly right, and the uncle ends up marrying her. Corky is later forced to paint a portrait of their baby, and his resentment of the whole situation seeps through to such an extent that when his uncle sees the finished product he decides to stop supporting Corky on the spot and tells him to get a real job. Jeeves saves the day again by suggesting that the horrifying baby in the picture would make a good comic-strip character and Corky could probably sell it to a newspaper.
- Monica Furlong's Wise Child invokes and averts a rare gender-flipped example. The town witch Juniper takes a mysterious liking to and volunteers to take in the titular Wise Child after her grandmother dies and she's left with a literal case of Parental Abandonment. Wise Child later discovers that Juniper and her father had been in love, but her Vain Sorceress mother "persuaded" him that he loved her instead. Both mother and daughter think that Juniper took Wise Child in and works her to the bone due to this trope. Juniper later assures Wise Child that she bears her no ill-will (though she is understandably frosty about Maeve), that she loves her like a daughter and that she works her hard only because she believes Misery Builds Character.
- Subverted in The Thorn Birds. Father Ralph has no problem with the daughter of Meggie (the woman he loves but can't be with because of his priestly vows), but has a strange reaction to her son, believing him to be the second child that Meggie has had with her neglectful husband Luke. Although he grows to love the boy, he never stops resenting Meggie for supposedly having returned to Luke despite their passionate interlude. As readers know, he's wrong—the boy is his son.
Live Action TV
- All My Children: Brooke's reaction upon meeting her ex-husband Adam's son with his new wife Dixie. Especially since she and Adam had struggled to conceive and the resulting strain contributed to his affair with Dixie.
- A variation on ER. Elizabeth Corday tries to invoke this when she meets Susan Lewis, an old friend of her husband Mark, when the latter invites her to have coffee, declining with, "I don't drink coffee, I'm breastfeeding." Unfortunately, all it does is make her look incredibly rude, as A)Susan already knew about the kid, so there's no shock factor, and B) Susan had no romantic interest in Mark and was trying to befriend Elizabeth to assure her of this.
- A few years later, when Abby meets ex-lover Carter's fiancee Kem and immediately sees that she's pregnant. After the couple walks off, she snidely queries, "What did he do, knock her up the minute he got there?", stunned to realize that Carter got over her quite quickly, despite the fact that the two of them had been discussing marriage shortly before they broke up.
- General Hospital Scott's wife Laura ditched him for Luke and they ran off together. Years later when the couple returned to town, Scott's first reaction upon seeing them, as well as their son Lucky, was to punch Luke out, clearly still angry despite all the time that had passed as well as several relationships and marriages for him. Nearly all of Scott's subsequent scenes with Luke and Laura's children have had an undercurrent of sadness and resentment that they aren't his children with her.
- Carly, Courtney, and Sam are all jealous and resentful of the fact that Liz has Jason's baby, even though Sam herself did too, as the child is clearly a reminder that Jason loved Liz as much (or possible even more) as them.
- Sisters. When the titular characters learn that they have another sister, the child of their father and his longtime mistress, they gently break the news to their mother, who admits that she already knew and claims to have long since accepted it. Until the woman shows up at Thanksgiving dinner and the mother flips out. She gets over it and later becomes a surrogate mother to her.
- Played with in Big Love. While first wife Barb appears to have no problem with the children husband Bill has with his other wives, second wife Nikki is clearly jealous when she learns that third wife Margene is pregnant again, even though she doesn't even want anymore children. Probably because she fears this will further cement her position as The Unfavorite.
- A chapter in the tutorial stages of Fire Emblem: Blazing Sword has Lyn and company seeking the aid of the Marquess of Araphen, a suitor of Lyn's mother before she eloped with a Sacaean nomad, which sparked in him a hatred of Saceans in general. At first the Marquess is willing to help, but after he meets Lyn in person, he withdraws his offer, saying that she is "tained by the blood of Sacae". This costs him both his servant Rath (a Sacaean who rides off in disgust; he could stand it aimed at himself, but this goes too far) and a good portion of his fortune (Rath takes it with him as severance pay).
- In Fallout 3, this is implied to be the reason why Dr. Madison Li tends to be so irritable and hostile towards the Lone Wanderer, being the child of the man she fell in love with and another woman. Granted, she's a bit of a Mood-Swinger, but it still might explain a few things.
- Averted in Far Cry 4; Pagan adores Ajay for being the son of the woman he loved, rather than hating him for being the son of a man he despised. He even considers Ajay a member of his family, referring to himself as Ajay's "uncle."
- Averted in Fire Emblem Fates. Fuga was never able to confess his feelings to the woman he loved, and she ended up marrying another man. When she and her husband were killed by Faceless, what did Fuga do? He took in their orphaned son, Hayato, and raised him as his own.
- Gunnerkrigg Court has Sir James Eglamore and Antimony Carver—the daughter of his old flame Surma and the rival and friend Anthony Carver. He falls out of his armor time and again. Word of Tom says that the strong resemblance is one of the factors—in case the Wrong Name Outburst wasn't telltale enough. It seems that he got better with the help (sometimes unfriendly) of Annie and his own colleagues. Renard—who "fell desperately in love with Surma" as well—was shaken too, but in a different way; eventually he settled on being an unofficial Parental Substitute.
- Girl Genius got Baron Klaus Wulfenbach and Agatha Heterodyne < Lucrezia Mongfish + Bill Heterodyne. Circumstances like how Klaus and Lucrezia parted or that he knows Lucrezia was the Big Bad — and just how dangerous anyone of this family can be — do not improve the situation.
- And that's not even getting into how Lucrezia has a copy of her mind hidden away in Agatha's brain which has taken control on occasion.
- Zeetha, daughter of Chump, prompts something like this from Klaus as well when he recognizes her fighting style and green hair. The details have not been revealed in-universe, but fans speculate he may have known her mother during his "exile" (and/or be her father; see the details on his parting with Lucrezia for why he might have been calling himself "Chump" at the time).
- An inversion from Vlad Masters, to the eponymous Danny Phantom. Vlad actually likes Danny (in a twisted, Affably Evil way). His big dream is basically to steal Maddie back from Jack and make Danny (and Jazz, to a lesser extent) his own adopted children, something which they, as you can imagine, find rather unsettling.
- An episode of The Proud Family had this where the failed rival in question was one of the protagonist's teachers (the resulting couple being her grandparents).
- Avatar: The Last Airbender Plays With this trope: Pakku becomes quite emotional when he realizes that Katara's grandmother was his Runaway Bride, but ultimately this makes him warm up to Katara and agree to teach her Waterbending. Also, he and the grandmother finally get married. Also not a normal example, since Pakku presumably never knew the "rival" (Katara and Sokka's grandfather, who was apparently from the Southern Tribe).
- Played With in The Legend of Korra:
- Lin Beifong does not interact with the children of her ex-boyfriend, Tenzin, until episode 10, but before that takes out her resentment on Korra, his live-in student, surrogate family member and the reincarnation of his father Aang (with whom, by Tenzin's account, she got along quite well).
- Averted when she finally does interact with the Airbabies—Tenzin is nervous about this trope, but Lin seems to have more trouble taking care of them because they're kids than anything. When Equalists attack Air Temple Island, the kids manage to save Lin from them, despite their young ages. She, in turn, later pulls a Heroic Sacrifice so that the whole family can get away.
- Played with in Steven Universe. The Pearl/Rose/Greg Love Triangle in the backstory, with Pearl now raising Rose and Greg's child, would be a perfect setup for this, was it not for the fact that Pearl loves and is an excellent guardian to Steven. However, she still clearly has some unresolved issues about it - she accidentally refers to Steven as Rose at one point, and the episode "Rose's Scabbard" is in fact entirely devoted to exploring this trope. The show makes it clear that despite her love for Steven, Pearl is still grieving Rose, and it is not until season 3 that she begins trying to make peace with Greg.