While appearing on Let\u2019s Be Honest with Kristin Cavallari<\/a>, the comedian, 51, opened up about her most recent relationship<\/a> with a younger man whose identity she has kept private<\/a>, revealing that the romance ended after roughly six months.<\/p>\n Despite the split, Handler said there are no hard feelings between them \u2014 she simply isn\u2019t interested in pursuing a long-term relationship at this stage of her life.<\/p>\n “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.”<\/p>\n Chelsea Handler and her ‘cowboy.’ According to Handler, the breakup was amicable \u2014 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\u2019s her \u201ctimeline\u201d until the initial \u201cbuzz\u201d wears off.<\/p>\n 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.<\/p>\n \u201cMaybe I\u2019ll see him again, maybe we\u2019ll fool around again,\u201d she said, noting that she simply doesn\u2019t want the expectations that come with defining the relationship.<\/p>\n Handler also clarified that publicly sharing photos of her \u201ccowboy\u201d earlier this year wasn\u2019t 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.”<\/p>\n At this stage of her life, Handler said she\u2019s not interested in a committed, long-term partnership. Instead, she prefers relationships that remain lighthearted and uncomplicated.<\/p>\n “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.”<\/p>\n Chelsea Handler and her ‘cowboy.’![\"Chelsea](\"https:\/\/www.newsbeep.com\/us\/wp-content\/uploads\/2026\/05\/7f3dc0a9e7b1d03b5a31bc3a81c20cd6.jpeg\"\/)
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Credit: Chelsea Handler\/Instagram<\/p>\n![\"Chelsea](\"https:\/\/www.newsbeep.com\/us\/wp-content\/uploads\/2026\/05\/46b9e01d1151feb6f55fa801994a481a.jpeg\"\/)
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Credit: Chelsea Handler\/Instagram<\/p>\n