Jennifer Aniston/Tate Donovan - These two love birds decided to part was in 1998, right before Donovan appeared in one of the episodes of Friends. Can you imagine? According to Tate, working with Jen at that time was "awful".
Sarah Jessica Parker/Robert Downey Jr. - Guess what? These two love birds were together for SEVEN years and started going out together WAY before Sex and the City even started. It was Downey Jr.'s drug problem that caused the breakup.
Jennifer Lopez/Wesley Snipes - Although it's sometimes hard to keep up with JLo's partners (no judgement, you do you girl), we do have to keep reminding ourselves that this one actually happened. Briefly, in 1994, but still.
Courteney Cox/Michael Keaton - Very few people even *know* about this one. And it wasn't a fling either - it was a full-on, six-ears-long relationship that ended in 1995. Cox is still very amicable about Keaton to this day.
Marilyn Manson/Evan Rachel Wood - The two started dating in 2006 - when she was 19 and he was 36. They were engaged in 2010, but eventually broke up. "I just don’t think we were right for each other," Wood said in 2015.
Britney Spears/Colin Farrell - Even though Farrell claimed the two were "just mates," the paparazzi caught Britney and Colin making out after a screening of Farrell's film The Recruit. Either way, it was a short-lived affair, so no wonder we forgot.
Anne Hathaway/Topher Grace - These two love birds reportedly got together in 1999 and split up two years later. But they remain friends to this day and even co-starred in the 2010 film, Valentine’s Day, together.