"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.
“I feel like it’s gross and I feel like it’s not a good message to girls. But that would also explain his behavior for a long time. I’m trying to be stupid." WATCH: Chelsea Handler Says Jennifer Aniston ‘Doesn’t Care’ About Brangelina’s Divorce Handler also shared her final memory of icon Florence Henderson, who died on Nov. The pair hung out an awards show two months ago, during which Henderson suggested they have a drink.
I think that family is a tough family to [be in].” When the radio announcers pointed out that Handler herself has posted half-naked photos on social media, she was quick to defend herself. “I was like, ‘They don’t have alcohol here,’ and she said, ‘But if you ask them, they’ll bring it to you.’ So I did, and they brought me a bottle and then she drank with me the whole night. She was like, 83 and totally with it, cool and funny!
"It was just so juvenile, I was at work."And that, she said, was that."I hung up and I've never spoken to him again."But that's not to say there are any hard feelings…at least, not on her part."I do think he's a really nice guy and I think he's smart in a certain way."Considering the source, that's high praise indeed.
They were like, 'Chelsea, come on.' They were both laughing really hard at it…I mean, everyone was."So what went wrong?
"He was singing and I saw it." Handler's flirtation with the rapper stretches back to last November when he appeared on "Chelsea Lately." "You're very, very cute," she told him, prompting him to reply, "Do you have a boyfriend?
After meeting for the first time on her late-night talk show in 2009, Chelsea Handler and rapper 50 Cent—whose real name is Curtis Jackson—started a highly publicized relationship that lasted several months.
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.
Chelsea has previously tried to campaign against Instagram's guidelines with this post writing: 'Taking this down is sexist.