"I like to have fun, and I'm really trying to not get into anything too serious."She also opened up about the fling during an episode of Oprah's Next Chapter in March 2013.
"He's a sweetheart, and he's so cute," Handler told Oprah Winfrey at the time. He came on my show [in 2010], and he sent me flowers.
After months of speculation and some very uncomfortable twitpics and interviews, Chelsea Handler has finally admitted the obvious: she dated 50 Cent. The TV host took a turn on the other side of the table Tuesday night, sitting down with Piers Morgan and opening up about her personal life. I was sampling, kind of, the atmosphere, seeing what was out there, and I was satiated." That confirms a cat and mouse game the two played with the web and press all fall and winter; at one point, Handler tweeted "I don't know why anyone thinks I would ever date a rapper," while posting a photo of the two in bed.
Which included a very public soiree with the rapper/actor/social lightning rod. Then, a more firm denial came, though a photo of the pair dining -- and evidently watching each other eat very closely -- in a restaurant told otherwise.
As did 50's March interview in Vibe Magazine, in which he said: "Chelsea is confident.
I think confidence is the sexiest thing about a person.
"We dated for a couple months and then we had a falling out," Chelsea explained.
"My friends all loved him, my friends fell in love with him," she said.Plus, find out how Oprah embarrassed Chelsea while discussing The Oprah Show.Because her efforts to campaign against Instagram's censorship guidelines have not been met with much luck, Chelsea posted the recent topless photo on her Twitter page along with a message that read: 'Finding chunk. And the former lovebirds were even spotted swapping their most recent cell phone numbers.“Yes, definitely the chemistry was clear to all,” said a source who called the offstage interaction by the former couple “cute”.