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- Future Diary: By the end of the series, we learn that Yuno and Yukiteru were once this in another world. When Yuno won the right to succeed Deus Ex Machina in the first world, her first act as the new God was to attempt to resurrect Yukiteru. Needless to say, it did not go well. Everything we know of her in the series is the Yuno who has already long since crossed the Moral Event Horizon by abandoning the first world and creating a second where she could replay her day with Yukiteru. It is heavily implied though that they fit this trope very well in the first world, before the events of the series and the original Yukiteru's death.
- In Tsubasa -RESERVoir CHRoNiCLE-, Shaoran causes the time to rewind and a lot of characters suffer because of this, in order to save Sakura.
- Also, in X1999, Kamui's wish to get Fuuma back even if it causes Fuuma and the rest of the world harm. Can also be said for a lot of other characters.
- Umineko: When They Cry: Kinzo and Beatrice (and Beatrice and Battler)
- In The Sandman, Morpheus and Nada make love once. Her home city is reduced to glass shards. It's suggested that had they remained together, the entire world would have been destroyed.
- Star Wars: A lot of people wouldn't have died if Anakin Skywalker never fell in love with Padme Amidala.
- This is a major theme of Gothic novels, a prime example being Ambrosio and Matilda in The Monk, who resort to murder, black magic, and, for Matilda, selling her soul to the Devil.
- Bella and Edward of Twilight start a war and cause all sorts of chaos and mayhem, including hurting each other, in their quest to be together.
- This is one of the themes of Buffy the Vampire Slayer.
- Romeo and Juliet's romance causes six deaths. 1: Mercutio: Killed defending Romeo. 2: Tybalt: Killed by Romeo. 3 Romeo's mother: Died of sadness because of Romeo's banishment. 4: Paris: Killed by Romeo. 5: Romeo: Killed by Romeo. 6: Juliet: Killed herself because Romeo did.
- Love rarely ends happily in the operas of Richard Wagner. (Of course, what did you expect in an opera -- a happy ending?) It causes Senta to jump off a cliff, Elisabeth and Heinrich apparently just to keel over, Elsa to betray Lohengrin and then to keel over, Siegmund to commit adultery with his own sister and be killed by her husband (she dies in childbirth), Gutrune to drug Siegfried into loving her so that ''his'' wife kills him and then burns herself to death, and Tristan to get fatally wounded while messing around with Isolde, the king's wife, who then herself keels over. Only Walther and Eva seem to end up well.
- Romeo's and Juliet's neighbors got off easy compared to the citizens of Rome and Egypt in Shakespeare's Antony and Cleopatra when their affair starts a war and turns all their people against them.
- In Super Mario Bros. Bowser and Mario both love Princess Peach. Bowser kidnaps PP, and Mario saves her. Between them, they cause the deaths of countless koopas, goombas, and other minions that did nothing wrong.
- Gwendolyn and Oswald of Odin Sphere, which is very, very loosely based on Wagner's Der Ring des Nibelungen. They meet on a battlefield and between the two of them have stormed cities and literally gone to hell and back for each other. Without even knowing how the other feels.