Chelsea Handler Reveals New Boyfriend on Instagram, Tells Story of How They Met
Chelsea Handler has gone public with her new mystery boyfriend!
The 51-year-old comedian took to her Instagram account to share photos from the trip to Istanbul, Turkey that she took with her new guy, whose name is currently known.
“I swung by Istanbul after Finland to check out what goes down during Ramadan. What a city,” she captioned the post. “If I retained 50 percent of what I learned about the Byzantine, Ottoman, and Arabian Empires, I am much more knowledgeable than when I left. What a gorgeous, history-filled trip with a nice injection of my signature nonsense.”
Chelsea met her new boyfriend in Las Vegas back in November 2025 and she’s telling the full story.
Keep reading to find out more…
Chelsea told the Las Vegas Review Journal, “I had to ask this guy sitting at a blackjack table who was wearing a cowboy hat, he had a lot of chips, like, thousands of dollars. I was like, ‘Hey, buddy, can I borrow $1,000? I’m gonna start winning right away.’ And he was like, ‘Yeah, absolutely!’ So he gave me $1,000.”
“I paid him back another thousand just for interest, which I ended up taking back at the end of the night because it said, ‘I don’t think he deserved that,’” she said.
Chelsea got a text from an unknown number the next day saying, “I had so much fun last night with you.” Turns out, her friend gave the guy her number!
“I’m like, ‘Who is texting me? And my friend says, ‘Oh, that’s the cowboy from the blackjack table. I gave him your number because you guys were so cute together. ‘He loaned you that money, you paid him back, you guys were really flirty,’” she said.
Chelsea had a trip to Antarctica planned for Thanksgiving and the guy bought a ticket to join her!
“I sent him a link to this trip I went on in Antarctica, and then he bought a ticket and met me there,” she said. “I’m still going strong with this guy. It’s hot, and a woman like me needs a big move like that.”
Chelsea has been candid about her use of dating apps in the past.