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 ...

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

Chelsea Handler is enjoying a new romance. Over the years, the comedian has spoken about her high-profile relationships — including when she dated 50 Cent and Jo Koy — but she is now staying ...

Chelsea Handler is back on the market — and she’s perfectly fine with that. The comedian, 51, revealed that she and the younger man she’d been dating for roughly six months have split. Handler had ...

Chelsea Handler is back in the news after The Roast of Kevin Hart resurfaced her past controversies. Here's look at her dating history.  | Hollywood ...

The comedian said the relationship was a fun 'adventure,' and she's still friends with her ex ...

Love is in the air again for Chelsea Handler. The comedian, who previously dated Ted Harbert and Jo Koy, is dating a mystery man she met at a Las Vegas blackjack table in November 2025. While she has ...

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