Vampire Diaries star Ian Somerhalder (who plays Damon Salvatore) told MTV during the 2010 Spike Scream Awards that his character was probably friends with some major celebrities back in the day. “[In the 1950s, Damon] probably hanging out with Cary Grant, waiting for Mick Jagger to get old enough to hang out with in the ’70s,” Somerhalder said. “[And] I have to think that Damon had to have slept with Marilyn Monroe and Kate Hepburn.” If you were alive for the past 150 years, what celebs would you want to hang out with?