50 Cent needs no introduction and Chelsea Handler is an American actress, comedian and show host as well as an activist for gay rights which has placed her on Time's list of its 100 most influential people. The couple dated briefly after they met on Chelsea's show where 50 Cent was her guest. That must have been one hell of an interview, but unfortunately it didn't work out very well when Chelsea had to talk to him on her own time when she wasn't getting paid. They dated each other for a few months in 2010, and had nothing but adorable Instagram photos of each other. There was even a topless one of Handler, where 50 Cent claims that he loves her more than he can control. Cute.