Chelsea Handler Confesses Threesome With Masseuse Led To Breakup With Her Ex

The former Chelsea Lately host said the three-way led to an epiphany about her past relationship.
Chelsea Handler said she “knew it was time to break up with the guy” when she realized she was more interested in another woman.
Chelsea Handler said she “knew it was time to break up with the guy” when she realized she was more interested in another woman.
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Chelsea Handler said she knew it was time to call it quits with her ex-boyfriend after having a secret tryst with another woman.

The comedian – who used to date former NBC executive Ted Harbert – spilled the beans about having a threesome with their unnamed female masseuse during an interview with Andy Cohen on SiriusXM earlier this week.

She dove into the story after the host asked if she had ever dated a woman, to which Chelsea responded: “I’ve slept with a woman, but I haven’t dated a woman.”

“I was very turned on by this woman,” the former Chelsea Lately host said of the massage therapist, whom she admitted she hooked up with “several times” on the side without her ex.

Chelsea said this love affair caused her to have an epiphany about her relationship with Ted.

She said she “knew it was time to break up with the guy” when she realised she was more interested in the masseuse than Ted, which ultimately led to the couple parting ways.

Chelsea then admitted she had never told Ted that she was sleeping with the masseuse sans him, adding with a chuckle: “I mean, hopefully, he’s listening now. His name is Ted Harbert. He’s in Portugal, though. He might not have access to this.”

Keeping the topic on threesomes, Andy then asked Chelsea if she’d ever “gift your man a three-way?”.

“Absolutely,” she quickly responded. “It’s fun. Absolutely.”

However, she clarified that she wouldn’t be down to have a threesome with two men.

“I mean, I don’t want to get double-teamed by a guy,” she continued. “But I like another girl in the situation. You know, she can do all the stuff that I’m too fucking lazy to do.”

The former Netflix star began dating Ted in 2006 before ending the relationship in 2010. The now 67-year-old tied the knot with Lisa Medrano a year later.

Back in 2012, Handler opened up about why she thought her relationship with Ted didn’t last.

“I would come home from work, and Ted would be like, ‘Do you want to watch your show?’ and I’d be like, ‘No, I just came from my show. That’s the last thing I’d want to do,’” she told Marie Claire. “That was the reason it didn’t work out, ultimately. I think.”

Chelsea was last romantically connected to comedian Jo Koy. The pair ended their one-year relationship last July.

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