Chelsea Handler Reveals She and the Younger 'Cowboy' Boyfriend She Met in Vegas Broke Up After 6 Months

Chelsea Handler revealed that she and the younger man she met at a Las Vegas blackjack table have called it quits after about ...

Chelsea Handler name-drops 'really cheap' chef who took her on 'pretty bad' date: 'It was not a match'

Handler doesn't have to worry about cheap behavior from her current boyfriend, who readily gave her $1,000 when they first ...

Inside Chelsea Handler’s wild dating history — from 50 Cent to Bobby Flay

The comedian has been romantically linked to rapper 50 Cent, celebrity chef Bobby Flay and more A-listers over the years.

Chelsea Handler Reveals Awkward Date with Bobby Flay and Mystery Actor

Chelsea Handler is sharing two new dating horror stories, both involving high-profile men in Hollywood. During an appearance ...
AOL

Chelsea Handler Hits on Michele Morrone on Live TV as Jenna Bush Hager Reveals Comedian Skis Topless: 'We Can Meet Up Later'

Chelsea Handler had no shame in trying to pick up Michele Morrone on live TV. During the Friday, December 5, episode of TODAY With Jenna & Friends, the comedian, 50, expressed interest in dating the ...
OK Magazine on MSN

Chelsea Handler drags 'cheap' Bobby Flay for being one of her worst celebrity dates: 'It was not a match'

Chelsea Handler spilled the tea on the awkward experience she had with Bobby Flay. The comedian dished about their connection ...
Decider

Jenna Bush Hager Says It's "Genius" For A 10-Year-Old To Sell Hard Lemonade After Learning Chelsea Handler Did It

Discover What’s Streaming On: Jenna Bush Hager praised Chelsea Handler for being a “10-year-old entrepreneuer” after the comedian revealed she was running a hard lemonade stand for parents as a tween.