Stamping F. Scott Fitzgerald's lit-class staple with his trademark stylized glitz, it's no surprise Baz Luhrmann was drawn to the tragic tale of excess and failed love affairs in Roaring Twenties America he's shown an affinity for doomed romances in the past. In Gatsby, Leonardo DiCaprio takes bootlegging dandy Jay Gatsby, and Carey Mulligan plays former flame Daisy, who married another man. This couple has plenty of history but not much of a future. Emily Rome
Image Credit: Warner Bros.
Bad love affairs come in many forms -- he could be a lot older than you, a sociopath, or just not your husband. Hey, we don't judge: Doomed romances are so very fun to watch.