The First Cut Is the Deepest
"I would have given you all of my heart
But there's someone who's torn it apart..."
Alice and Bob
have been growing closer and closer, possibly leading up to a Relationship Upgrade
...only there's a problem: Alice's ex, Charlie
. No, it's not that Alice is still in love with Charlie, it's that the fallout from her relationship with Charlie has left her with serious emotional baggage
that must be worked out before any new relationship
can succeed. Can also happen when Charlie is dead and Alice still has grief issues to work out. Will often culminate in an Epiphany Therapy
session between Alice and Bob, where Alice spills all her baggage.
If the emotional baggage is not worked out, Alice and Bob may become an Anchored Ship
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Anime and Manga
- Fruits Basket - Hatori's past relationship with Kana has this effect on him, and oddly enough, somewhat on Mayuko, his new flame, as well; she was Kana's best friend and clearly a Shipper on Deck, even though she was in love with Hatori the whole time, and thus she feels that she'd be betraying Kana if she got together with him.
- InuYasha's past relationship with Kikyo causes this between him and Kagome...at least early on. When Kikyo is resurrected it becomes a whole new can of worms.
- At the beginning of Kodomo no Omocha, child star Sana claims to be in a romantic relationship with her older manager Rei, whom she refers to as her "gigolo". After she is made to understand what's wrong with this and it looks like he may get back with his old girlfriend Asako Kurumi, she's left confused about romance, and this is one of the factors that impedes her getting together with Hayama.
- Kyoko's dead husband Soichirou on Maison Ikkoku. Comparisons to Godai happen all the time. And as many readers fail to understand, when they Godai and Kyoko do get together, it's not just because Godai has matured from a boy to a man, but because Kyoko has worked through her baggage with Soichiro enough to be able to fully pursue a relationship with someone else. Also, a big point of Godai's maturation is recognizing this trope; Kyoko may be over Soichiro enough to be able to get with him, but she'll never fully be over him, and he'll have to accept that if he wants to be with her.
- The Wallflower - Sunako being cruelly rejected by her first love was what caused her to retreat to the darkness in the first place and is still one of the issues (though certainly not the only one) keeping her and Kyohei an Anchored Ship.
- Kyoko from Skip Beat! swore off love after finding out how her childhood love Sho was just using her to further his career, and this is the main reason for her being utterly oblivious to Ren's feelings for her.
- GE - Good Ending has the main female character Kurokawa repeatedly plagued by the shadow of her ex-boyfriend, which keeps on haunting her even after she successfully gets together with Utsumi.
- High School D×D has the protagonist Issei unable to even think that the girls in his harem love him at all despite them even outright doing things in front of him, short of sex, is because he still has the scars from his ex-girlfriend. Specifically, the get killed by his first girlfriend and said girlfriend was bored of him.
- A bad breakup with his first girlfriend Athena as well as the ideas she drilled into his head have made Hayate in Hayate the Combat Butler highly reluctant to even consider the idea of dating anyone in the foreseeable future.
- What happened to Yoko Littner in Tengen Toppa Gurren Lagann. Having lost her first great love (Kamina) right after their First Kiss and Love Confession will understandably make a person reluctant to get romantically involved afterwards. And it's worse when you recall that it happened twice: Kittan gave her a Last Kiss and a sort-of Love Confession right before his massive Heroic Sacrifice.
- Hunting The Unicorn, being a Deconstruction Fic of the But Not Too Gay portrayal of Kurt and Blaine, uses this to heartbreaking effect; Blaine lost his virginity at 16, when he believed and tried to invoke Sex Equals Love. He ended up getting strung along for weeks by a guy who didn't and had no intention of taking responsibility, leaving him terrified of either getting hurt again or accidentally doing the same thing to Kurt.
- Gwen from the Ben 10 fanfic series Hero High went out with the most popular guy in her school before the start of the series, where it turned out that "dating her for three days" was the cost of a bet he and his friends did. Naturally Gwen is skeptical pretty much every step when a handsome and extremely rich guy shows interest in her.
- Hercules - Megara's first boyfriend really soured her on men.
- Enchanted - Robert's divorce effectively killed his belief in romance until Giselle came along.
- Just Like Heaven had the grief variant with David's wife's death keeping him from forming any new relationships. Elizabeth thinks it's the first variety at first, and mocks him over his inability to get over being dumped.
- In the 2008 film Get Smart, Agent 99 had this due to her bad breakup with Agent 23.
- The Princess Bride - After Westley's death, Buttercup vows to never love again. Luckily for her, Westley's not actually dead.
- In Red Eye, Rippner tries to guess Lisa's reason for her implied solitary nature and distance from men, mockingly asking her if someone broke her heart. Lisa was raped.
- In Ice Age, this pops up slightly in the sequel, The Meltdown, when Manny admits that he is finding it hard to love Ellie because of his loyalty to and memories of his First Love.
- In Wreck-It Ralph, Calhoun had the most Tragic Back Story ever — her beloved died at the altar during their wedding because she forgot to do a perimeter check. Really painful when Felix, moving into Second Love, uses the same line that he used all the time.
- The Trope Namer is the song by Cat Stevens, which has been covered by P.P. Arnold, Keith Hampshire, Rod Stewart, and Sheryl Crow, describing just this kind of situation.
- The 1990s Cantopop song Soothe My Wound is as much as on this topic as the example above when Alice and Bob are already on the bed, as exemplified by the refrain:
But I'm growing wary of this game
It's not easy to forget the past when we're close
The person who stole my passion in the past
did also romantically promised me
- Eminem's "Space Bound":
If you fuck me over, 'cause if I get burnt I'ma show ya
What it's like to hurt, 'cause I've been treated like dirt before ya
- Harry Potter features this in book 5. Harry starts to date Cho Chang, and everything is going well until Cho has a breakdown over the death of her ex, Cedric Diggory. It takes her several years to get over it enough to get more or less Happily Married to a Muggle guy.
- Dumbledore had this as part of his backstory. Though it never directly came up in the books, J.K. Rowling revealed all the details to the public. The man who broke his heart was none other than Gellert Grindelwald, a Fantastic Racist who went on to become first Wizard Hitler of the 20th century. For a while, Dumbledore was so deeply in love that he espoused Grindelwald's views and was more than willing to work to establish wizard supremacy over Muggles. After his sister's death, though, Grindelwald fled the country and Dumbledore thereafter led a celibate life and never got involved with anyone else again for fear that allowing himself to love another man would cause him to again completely lose his moral compass.
- In Rebecca, the female protagonist believes that her husband Maxim is still carrying a torch for the titular Rebecca, his exalted dead first wife. Subverted when she learns that the beloved Rebecca was actually a Manipulative Bitch who Maxim hated.
- Ekatrin from the Vorkosigan Saga had a relationship with her first husband that was borderline abusive. Miles has to convince her that things could be different with him. Unfortunately, he decides to approach that task as if it were a covert ops mission...
- Arya in the Inheritance Cycle has significant baggage related to her friend/possible lover Faolin, who was killed by Durza and his Urgal thralls at the beginning of the first book. This seriously impairs any possible relationship with Eragon, and is part of why she rejects him.
- In The Last Herald-Mage Herald Vanyel never gets over the suicide of his first love, Tylendel. When he finally loves again, his beloved Stefen turns out to be 'Lendel reincarnated, though neither of them realize it at first.
- Trapped on Draconica: Rana's isolation seems from a bad experience with her First Love. Specfically, Daniar actidentally stole her crush, Tyrone. In truth, Zarracka killed him because she failed to steal him from Daniar.
Live Action TV
- Chuck had this with Chuck and his ex Jill, and Sarah's ex partner (in both the cop way and the sleeping together way) with Bryce Larkin.
- Also occurs, surprisingly enough, with Casey. He still carries a great deal of grief over the apparent death during a bombing of his AP photographer girlfriend in Chechnya, who later turned out to have survived and was actually a French spy. However much more significant was the even earlier loss of his fiance, Kathleen Mc Hugh, who he was forced to give up when he faked his death to join a Marine Special Forces unit. How profoundly the latter affected him can be seen when, after a mission to protect Kathleen and the daughter he didn't realize he had from his ex-commanding officer forced him to confront what he had lost, for the first time in the series Casey openly warned Chuck about letting Sarah slip away, and openly showed support for his feelings for her.
- In the That '70s Show episode "Your Time is Gonna Come", shortly after Jackie starts dating with Hyde, she sees her previous boyfriend Kelso kissing with his new girlfriend, and - in the presence of Hyde - screams: "GET OFF MY BOYFRIEND!" In the next episode, she tells Hyde that she may have "leftover feelings" for Kelso "but what am I supposed to do? He was my first boyfriend!"
- While it's not the first cut, Ted from How I Met Your Mother has to eventually admit that being left at the altar gave him some serious emotional baggage to deal with.
- Though he did get a first cut too — the girl he lost his virginity to in high school pretended she loved him to get him into bed, ran out on him the moment they finished the deed, promised to call and didn't, and borrowed twenty dollars that she never returned.
- This also occurred with Barney. He gave up the idea of relationships ever being more than one-night-stands after he had his heart crushed by his long-term college girlfriend Shannon, who he thought he would marry but who ended up cheating on him and leaving him for another guy.
- In Doctor Who's television revamp, the Doctor spends a whole lot of time dealing with Rose's departure, to the point that Martha spends most of her season feeling like an in-universe Replacement Scrappy.
- After Angel left, Buffy had a very hard time moving on. It didn't help that her first attempt was Parker.
- In Dexter Dexter and Rita's relationship is slowed by her Broken Bird status due to her ex-husband. Unusually for this trope, Dexter chose to date her because of this as it left her, like him, uninterested in sex.
- Merlin starts his series as a teenage boy who has a Meet Cute with every single girl he meets, although due to one thing or another he never pursues it much farther. Until Freya came along, and he did, and she fell in love with him too. It ended with her bleeding to death in his arms. Ever since that, he's been utterly uninterested in women, and Word Of God confirms he's mostly asexual now.
- Used with irony in Dino Attack RPG. After Amanda, Rex's first love, was thought to be killed by Fogel, Rex was left so distraught by the experience that he rebuffed the affections of another... only to later realize that the one he was rebuffing was actually a very-alive Amanda!
- MegaTokyo - Erika's past with Hitoshi made her the Broken Bird she is today, and caused serious problems when she and Largo began to strike up a relationship.
- Lately, Kimiko seems to be insinuating that Piro's past with Miho will have to be resolved before the two of them can move forward.
- Non-ex example in Questionable Content. Faye can't reciprocate Marten's affections (though she really wants to) because of her issues as a result of seeing her father commit suicide. They do get an Epiphany Therapy session, but then become an Anchored Ship since she still has things to work out.
- Avatar The Last Airbender - Yue's departure had this effect on Sokka, leading him to be overprotective of his new girlfriend. Culminates in "The Serpent's Pass."
- In Kim Possible, Kim was cool with her old flame Josh dating Tara, but the second cut was the deepest: when Eric turned out to be one of Drakken's synthodrones, it nearly broke her, until Ron snapped her out of her depression.
- The primary reason Aribeth is Oblivious to Love in the second chapter of Neverwinter Nights is that she hasn't gotten over Fenthick yet. He had just been executed as a traitor a few months ago, at best.
- Two examples in Final Fantasy VII and its related media. In the original game, Aerith asks Cloud if he'd ever met her first boyfriend who was also SOLDIER First Class. Several side stories in the game provide more information on him and, until her death, each has a clear impact on Aerith. Furthermore, it turns out that her boyfriend is Zack, who was part of a Shinra experiment along with Cloud and whose history Cloud adopts as his own memories, creating a triangular influence of the ex on a current relationship. Later, in Advent Children, Tifa and Cloud become closer, but his remembrance of Aerith is a major driving force.
- Isabela's romance backstory in Dragon Age II gives this as the reason she is so casual about sex and resistant to any emotional attachment - her mother sold her into a loveless marriage. "She didn't even haggle over the price. Bitch."
- In Assassins Creed Brotherhood, it's possible to unlock Ezio's Repressed Memories of his first love Cristina Vespucci and their relationship, which ultimately does not pan out well.
- Lon'qu from Fire Emblem: Awakening suffers from a very extreme example of this. Because he couldn't protect his female best friend from being killed by bandits, and was blamed by her parents for her death, he now freaks out when any woman gets too close for his liking.
- Cordelia is the second character with the same problem. She is depressed because she is in love with Chrom but Cannot Spit It Out to the point she has no dialog supports with him. She agonizes over him to the point she believes she won't be able to love again, but she can ultimately be paired up with a Second Love.