The Truth About Chelsea Handler And 50 Cent's Relationship

While neither Chelsea Handler or 50 Cent confirmed their relationship at the time, the two have spoken out about their dating history years later. According to Cheat Sheet, Handler seemed to make a pass at 50 Cent after he made comments about endorsing Donald Trump for president in 2020. "I am willing to seal the deal in more ways than one if he changes his mind and publicly denounces Donald Trump," Handler said on "The Jimmy Fallon Show" at the time. "I might be willing to go for another spin if you know what I'm talking about."

Handler later went on to discuss the comments she made on "The Drew Barrymore Show," telling Barrymore that they chatted about the possibility of getting back together. "Maybe I'll get back together with 50," Handler said on the show. "He actually got a kick out of me, he gets my humor, and he likes it and finds it attractive, not like, a turn-off!"

Unfortunately, for any of those who are hoping for a Handler and 50 Cent reconciliation, the chances are unlikely. 50 Cent told Billy Bush in a November 2020 interview that there was no chance, although he is still fond of Handler and their friendship.