Young Love, Shattered: Happy TV Engagements That Ended in Total Disaster

Lovebirds: Blair (Leighton Meester) and Prince Louis (Hugo Becker)
Show: Gossip Girl
How it went wrong: They have a fairytale meeting in Paris that would make any storybook princess full of envy. Yet, when the bride inadvertently reveals on their wedding day that she’s still in love with her ex, her jilted prince forces her to go through with the marriage by threatening her family with the weight of an exorbitant dowry sum. Cold-hearted blackmail: So romantic. The two ended up getting a divorce, anyway, but Chuck Bass’s (Ed Westwick) pocketbook is now practically emaciated as a result.