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Home Celebrities

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

Story Center by Story Center
May 28, 2026
Reading Time: 6 mins read
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Credit: Chelsea Handler/Instagram

Credit: Chelsea Handler/Instagram

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NEED TO KNOW

  • 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, six months together,” Handler shared on Let’s Be Honest with Kristen Cavallari

  • Handler shared that she prefers casual romances and has no desire to be part of a “unit” or traditional couple at this stage of her life

Chelsea Handler and her “cowboy” have gone their separate ways.

While appearing on Let’s Be Honest with Kristin Cavallari, the comedian, 51, opened up about her most recent relationship with a younger man whose identity she has kept private, revealing that the romance ended after roughly six months.

Despite the split, Handler said there are no hard feelings between them — she simply isn’t interested in pursuing a long-term relationship at this stage of her life.

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“The last guy I was dating, I met him in Vegas at a blackjack table. That was a really fun, like, adventure,” Handler said. “We had a great five, six months together.”

Chelsea Handler and her 'cowboy.'Credit: Chelsea Handler/Instagram

Chelsea Handler and her ‘cowboy.’
Credit: Chelsea Handler/Instagram

According to Handler, the breakup was amicable — and largely driven by her own lack of interest in pursuing a long-term relationship. The comedian admitted that around the six-month mark, she typically feels ready to move on, explaining that’s her “timeline” until the initial “buzz” wears off.

Even though the romance has ended, Handler said she and her ex remain friends. Because the relationship was casual from the start, she believes maintaining a friendship is possible.

“Maybe I’ll see him again, maybe we’ll fool around again,” she said, noting that she simply doesn’t want the expectations that come with defining the relationship.

Handler also clarified that publicly sharing photos of her “cowboy” earlier this year wasn’t meant to signal anything especially serious. “I post guys all the time that I’m dating,” she explained. “I’m not posting them saying, ‘this is my boyfriend.’ It’s like, who I’m spending time with.”

At this stage of her life, Handler said she’s not interested in a committed, long-term partnership. Instead, she prefers relationships that remain lighthearted and uncomplicated.

“I am not a long-term person. I’m not interested in anything that comes after the six-month relationship mark,” Handler admitted, “I’m not interested in dealing with your family or your issues. I am not interested.”

Chelsea Handler and her 'cowboy.'Credit: Chelsea Handler/Instagram

Chelsea Handler and her ‘cowboy.’
Credit: Chelsea Handler/Instagram

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“I don’t want to be part of a unit. I want to have a good, sexy affair. I don’t want to be a couple,” she added.

Ideally, Handler would welcome a connection with a person who doesn’t live nearby — “someone who I see probably, like, every two weeks” — and who’s willing to travel with her. A large part of her interest in someone hinges on their ability to go on “fun trips,” she said.

Read the original article on People

‘ The preceding article may include information circulated by third parties ’

‘ Some details of this article were extracted from the following source www.yahoo.com ’

Tags: blackjack tablechelseaChelsea Handler
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