Chelsea Handler revealed that she and the younger man she met at a Las Vegas blackjack table have called it quits after about six months together "That was a really fun, like, adventure. We had a great five,

Chelsea Handler once went on a bad date with Bobby Flay, but they were "not a match," she revealed on Kristin Cavallari's podcast, 'Let's Be Honest.' Handler also called the TV chef "cheap."

Kristin Cavallari asked the comedian to share a “bad celebrity date story” on Tuesday’s episode of her “Let’s Be Honest” podcast.

Chelsea Handler dishes on a boring date with an unnamed A-list actor and reveals she also had a nice little affair with a well-known celebrity figure.

Chelsea Handler revealed why she ended her six-month romance with a younger boyfriend and why she no longer wants long-term relationships.

The comedian hard-launched her “hot” partner in March, revealing they first crossed paths at a blackjack table in November 2025.

Chelsea Handler raged at Shane Gillis over racial jokes at Kevin Hart's roast, calling them gross. Gillis responded with sarcastic well-wishes.

Chelsea Handler criticized Shane Gillis and Tony Hinchcliffe’s jokes during Netflix’s 'The Roast of Kevin Hart,' calling them “racist” and “gross.” Gillis responded to Handler's comments in a statement.

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

Chelsea Handler suddenly found a set of pearls to clutch. Yes, that Handler who rose to fame with her unsparing and withering insult comedy, which spared no sacred cows. Chelsae Handler and Shane Gillis shared the stage at Netflix’s Kevin Hart roast.