Chelsea Handler Recalls Going on ‘Bad’ Date With Food Network’s Bobby Flay
Handler said Flay ordered room service, but the hotel billed her, and she later called the date “messy” and said it was not a match.
- On the Let's Be Honest podcast, comedian Chelsea Handler, 51, named celebrity chef Bobby Flay as her bad date when podcast host Kristin Cavallari asked her to share a story she hadn't told before.
- Flay had previously pursued Handler; in November 2024 on Cavallari's podcast, he revealed she rejected his flirty messages and declined his Nashville dinner invitation by saying 'I'm already dating somebody.'
- While flirting over the phone from her hotel, Flay offered to order Handler room service but the hotel billed her instead, prompting her reaction: 'Oh, I hate cheap. If you're penurious, I'm not interested in you.'
- Handler clarified 'I did not date Bobby Flay; I went on a date with Bobby Flay, one time,' distinguishing the single outing from an actual relationship, though she described it as 'messy' without elaborating further.
- At 51, Handler prioritizes casual relationships without long-term expectations, seeking someone she sees 'every two weeks' who can travel for 'fun trips,' while Flay has moved on to a committed partnership with chef Brooke Williamson since March 2025.
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Chelsea Handler Recalls Going on ‘Bad’ Date With Food Network’s Bobby Flay
Handler shared what ended up being a romantic dealbreaker between the two.
Chelsea Handler blasts ‘unbearable’ date with A-list Hollywood star – Democratic Accent
Chelsea Handler is dishing all the dirt surrounding her relationships with famous men. In a recent interview on Kristin Cavallari’s podcast, “Let’s Be Honest,” the 51-year-old comedian shared she once went on a date with an unnamed famous A-List actor, noting “he was so boring.” “We were flirting, and then I made the move,” she explained. “So I made the move, and he was receptive, and we were hanging out, and I saw him, and we went on a date, an…
Chelsea Handler blasts ‘unbearable’ date with A-list Hollywood star
Chelsea Handler is dishing all the dirt surrounding her relationships with famous men.In a recent interview on Kristin Cavallari's podcast, "Let's Be Honest," the 51-year-old comedian shared she once went on a date with an unnamed famous A-List actor, noting "he was so boring.""We were flirting, and then I made the move," she explained. "So I made the move, and he was receptive, and we were hanging out, and I saw him, and we went on a date, and …
Chelsea Handler Reveals She and the Younger ‘Cowboy’ Boyfriend She Met in Vegas Broke Up After 6 Months
The comedian said the relationship was a fun 'adventure,' and she's still friends with her exCredit: Chelsea Handler/InstagramNEED TO KNOWChelsea 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, six months together," Handler shared on Let's Be Honest with Kristen CavallariHandler shared that she pr…
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