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Chelsea Handler Talks Dating 50 Cent—What Did Jennifer Aniston and Reese Witherspoon Think?

Chelsea Handler Jean-Paul Aussenard/WireImage

Chelsea Handler is a straight-shooter.

So when she dropped by the Howard Stern show this morning and the conversation rolled around to her ill-fated relationship with 50 Cent, she wasted no time in getting right to the heart of what caused this already unlikely couple to go their separate ways.

As if that wasn't enough scandalous dish, the Chelsea Lately funnylady also let loose on what her good pals Jennifer Aniston and Reese Witherspoon thought of the coupling.

MORE: Reese vs. Chelsea: Get a sneak peek of their showdown!

"He's actually a lot different than you would think," she said of Fiddy. "He's really sweet.

"I thought it was kind of amusing that I would even be with 50 Cent; I thought it was funny."

And what did her famous pals think?

"My friends all loved him, my friends fell in love with him," she said. And that includes her Hollywood BFFs Reese and Jen.

"They loved that I was dating him. They were like, 'Chelsea, come on.' They were both laughing really hard at it…I mean, everyone was."

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So what went wrong?

"We dated for a couple months and then we had a falling out," Chelsea explained. "One of his ex-girlfriends was coming onto my show."

According to Handler, Fiddy wanted to give her a heads up that his ex still had feelings for him, but Chelsea had other things on her mind—namely, her job.

"I was like, at my job," she said. "It was just so juvenile, I was at work."

And that, she said, was that.

MORE: Big changes are coming to Chelsea in 2012—find out what!

"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.

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