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Anime and Manga
- The entire plot of Ao Haru Ride revolves around this trope. Futaba and Kou both liked each other in middle school, but since Futaba accidentally hurt Kou's feelings and Kou moved away before she could apologize, nothing came out of it. When Kou moves back, he insists that even if they did like each other, it was all in the past and they've changed too much to return to their previous relationship. However, both of them still have feelings for each other, leading to lots of Unresolved Sexual Tension.
- Highschool of the Dead: Zigzagged with Takashi and Rei.
- They were an item back in middleschool, but they drifted apart when Rei was forced to repeat her Junior year. Since she wouldn't open up to him about itnote , he began to ignore her; leaving Rei feeling she'd been abandoned. So she began dating his best friend Hisashi, who provided her with the emotional support she needed.
- Takashi hid his resentment towards their relationship, not knowing Rei still harbored feelings for him, until after Hisashi was killed during the outbreak. They eventually reconciled after Rei confessed to him, while they were at the Takagi estate.
- UFO Robo Grendizer: In the second Mazinger Z sequel, Duke -the main character- and Rubina -the Big Bad's daughter-. Their marriage was arranged when they were children, and they liked each other. However their relationship broke off when King Vega invaded and destroyed Duke's homeworld. Rubina believed that Duke died, and Duke grew to hate Vegans. Several years later, she met him again, and both acknowledged they kept loving each other in spite of everything.
- In The Firesign Theatre's "The Further Adventures of Nick Danger", Betty Jo Bialosky ("Nancy") went to college with Nick, and they even dated, but when he proposed, she turned him down, and couldn't tell him why. He hadn't seen her since, until she suddenly reappears, asking for his help. "Suddenly, it all came rushing back to me, like the hot kiss at the end of a wet fist!"
- Scrooge McDuck and Goldie O'Gilt from the Disney Ducks Comic Universe. Between Scrooge leaving the Klondike and their reunion in the Carl Barks story Back to the Klondike they haven't seen each other for decades! (According to Don Rosa, Scrooge was circa 32 at the end of his Klondike years, and older than 80 years in stories taking place in the "present".)
- HERZ: Kurumi had a crush on Shinji since they met in high-school. However he was always in love with Asuka. She spent years chasing after him, but she never managed to get him to reciprocate her feelings, and her attempts to seduce him were impulsive and ill-though-out and alienated him further. When the story begins she meets him again after seven years, she still has a crush on him, but Shinji is married to Asuka and has a daughter. And even so she keeps chasing after him and he keeps running away from her.
- In Advice And Trust, Misato and Kaji are this to each other. In chapter 8, Misato tells Kaji that she's tired of dancing around the issue and she wants them to get together again.
- Misato and Kaji in Thousand Shinji. They got back together for a while after Shinji got stuck inside Unit-01. Unfortunately Kaji got assassinated a short while later.
- Children of an Elder God: Misato and Kaji were a couple during their college days. They broke up, but they got back together during the War. Unfortunately he died later on.
- In The Second Try, Misato and Kaji were rekindling their failed relationship since the first chapter, despite of Misato declaring that they were NOT together again. In the epilogue itís revealed that Misato is expecting his baby.
- Last Child of Krypton: Misato and Kaji were in a relationship when they were college students, but they broke up (and Misato blamed herself for it). They got back together when they were trying to stop Gendo's plans.
- In Higher Learning, Kaji and Misato. They were playing the Will They or Won't They? game for a while until they got back together after Kaji got almost assassinated.
- In The Child of Love, Misato and Kaji got back together during an Obon Festival when she admitted that she never got over him.
- Once More with Feeling: Misato and Kaji. Kaji wants to hook up with her again, but Shinji warned him that they DID get back together in the original timeline but his death broke Misato, so Kaji decided to wait until the war was over to flirt with Misato.
- In The One I Love Is Misato and Kaji got back together during the story, but he had to fake his death to expose SEELE.
- In Superwomen of Eva 2: Lone Heir of Krypton Misato and Kaji -who had broken up several years before the beginning of the story- got back together during the War.
- In Red, Victoria and Ivan are each other's old flames. They were assassins on opposite sides of the Cold War, and she was assigned to kill him. He wears the scar in his chest proudly because he knows if she hadn't loved him, she would've shot him in the head instead. He gets to get her out of a jam, and treats it like a great romantic moment.
- In Hopscotch, Isobel von Schoenenberg and Miles Kendig were two spies who drifted apart because of their careers. After Miles is forced into retirement he gets back together with Isobel (now a widower). They then proceed to go at it as if they'd never stopped. Their efforts to keep Miles ahead of both the KGB and CIA when he decides to write his memoirs are quite heartwarming.
- In The Rogue Cut of X-Men: Days of Future Past, Mystique and Beast definitely still have feelings for each other despite being separated for over a decade. Mystique was even romantically involved with Magneto before he was incarcerated, but her first choice back in 1962 was Hank.
- Elaine and Harry from The Dresden Files. Harry, at least, still feels something for her.
- Lampshaded in an Erast Fandorin short story Tea in Bristol, wherein the victim's old flame actually goes by the surname "Flame" (and is well in her fifties).
- In Agatha Christie's The Hollow, John Angkatell leaves both his wife and his mistress for an old girlfriend who dumped him because he wouldn't sacrifice his career for her. As a result, he gets murdered. By his possessively-loving wife.
- The Helmsman Saga has Margot Effer'wyck, Wilf Brim's love, who seems to take this Up to Eleven. She got married to other men twice (and had a kid), was presumed dead, had a drug addiction which forced her to betray Wilf, he finds other women every book and believed more than once that he truly left her and his feelings behind... Somehow, she always manages to pop back. The (currently) last book leaves an open ending on the matter.
- In Tim Powers' The Drawing of the Dark: Epiphany Hallstadt, née Vogel, who Duffy once thought he was going to marry. She now works at the Zimmerman Inn, where Duffy has just been hired as a bouncer.
- Love the One You're With by Emily Giffen runs on this trope. The main character, Ellen, is Happily Married to Andy, but one day she runs into her ex-boyfriend Leo, who left her heartbroken with no explanation and whom she could never quite forget. The plot revolves around whether she'll stay with Andy, who brings out the best in her, or choose to be with Leo, the man she never got over. The tagline demonstrates this quite well:
- In Vampire Academy, Aaron was Lissa's boyfriend before she ran away from St. Vladimir's Academy. She still had feelings for her. He pursued her romantically following her return. They briefly got back together, but his love was unrequited.
- In Shaman Blues, Witkacy discovers he's still hung up on Konstancja when she reappears after fifteen years.
Live Action TV
- Highlander did one in 'Glory Days', Joe was worried his high school flame that stopped in to visit would think him damaged due to losing his legs, but once she found out, it seemed for a bit that things were okay-until she confessed she was married and couldn't stay.
- CSI is hinting around at this since the arrival of Julie Finn. It's known that D.B. never cheated on his wife, thanks to Word of God, but it's been implied they had something before D.B. met his wife. Possibly another high school scenario, since D.B. and his wife met there too.
- As Time Goes By is about a pair who were lovers as youth; then they meet again after both have lost their respective spouses, and renew their romance as seniors.
- The M*A*S*H episode "The More I See You" has a pair of new nurses assigned to the 4077th. One of whom is Hawkeye's old med-school girlfriend. Who's now married. Which doesn't keep them from resuming their relationship for a spell.
- Complicated by a Sibling Triangle where one of the sides is a Technically Living Plague Zombie in Helix
- Double Subverted for CDC team lead Alan. Though initially standoffish at the prospect of Working With, his ex-wife and fellow CDC scientist Julia, then outright combative as he bickers, he later confesses that its become Anger Born of Worry, and he can't stop feeling protective of her.
- For Julia, this is Subverted with her relationship with ex-husband Alan. Though she appreciates Alan's concern, she not only doesn't reciprocate, but the sight of his brother Peter, Patient Zero in an outbreak of The Virus, brings back memories of her unhappy relationship with Alan, and the reasons she turned to Peter for comfort.
- However, for both Peter and Julia, this is Played Straight, as an infected Peter, though acting on his viral programming, first attempts a tender kiss before resorting to a Deadly Lunge, and Julia later admits to herself that she still has feelings for Peter, in spite of the fact they haven't spoken since Alan caught them cheating.
- In Dream Girl, Georgina has long been infatuated with Jim Lucas, who married her sister Miriam two years ago.
- The Yuktobanian recon Major Nastasya Obertas for Captain Bartlett in Ace Combat 5: The Unsung War.
- Mass Effect: Adm. David Anderson and Lt. Kahlee Sanders (one of the main characters of the novel tie-ins) each consider the other this. They never got together due mainly to the demands of their respective jobs in the Alliance, but in Mass Effect 3 there's signs that they want to try again if they both survive the war. Anderson dies on the Citadel in the endgame; no word on Sanders.
- In the backstory of X: Beyond the Frontier, Major Kyle Brennan and Lieutenant Elena Kho became very close during their time serving together in the United Space Command, to the point where their coworkers jokingly nicknamed them "the lovebirds." They did have a brief love affair but ended it by mutual agreement; however they each wondered for a very long time if such had been the right decision. By the time they start working together in the games, though, it's unclear if any feelings remain.