Brad Pitt Had A Surprising Response After Learning Ellen DeGeneres Dated His Ex-Girlfriend

Posted by Reinaldo Massengill on Monday, September 2, 2024

The dating pool in Hollywood is small, and many celebrities have famous exes in common. But it wasn’t only fans who were surprised when they discovered Brad Pitt and Ellen DeGeneres once dated the same person. The World War Z actor himself was also surprised to learn this detail.

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Ellen DeGeneres Flirted With Brad Pitt’s Girlfriend At A Party

In 2019, Brad made an appearance on Ellen’s talk show The Ellen DeGeneres Show, which aired its final episode last year. During the interview, Ellen asked Brad if he recalls the first time they met.

Though the details were foggy for him, Brad told Ellen he remembers meeting her at a party hosted by Melissa Ethridge. Brad was attending with a girlfriend, whose name he didn’t reveal. But he claimed that Ellen began flirting with his significant other right in front of him.

“I remember Melissa Etheridge pool party, where I think you were hitting on my girlfriend,” Brad said on camera.

Luckily, the actor says he didn’t take offense to Ellen’s flirtation. “I was flattered,” he said.

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Brad didn’t clarify when the encounter took place, but he said he’s known Ellen since the “late 80s, early 90s.” He was linked to a variety of famous women in those decades, including Tonya Westphalen, Juliette Lewis, Shalane McCall, Sara Hart, Thandie Newton, and Christina Applegate.

He was famously engaged to Gwyneth Paltrow from 1996 to 1997, before marrying Friends star Jennifer Aniston in 2000. The pair remained married until 2004, when Brad had an affair with Angelina Jolie.

Brad and Angelina remained together for over a decade and welcomed six children. They were married from 2014 to 2019.

Ellen DeGeneres Later Dated One Of Brad’s Ex-Girlfriends

Later in the interview, Ellen revealed that she and Brad do have an ex-girlfriend in common. “I actually, since then, have dated another one of your girlfriends. We’ll talk about that later,” the television personality said.

Neither Brad nor Ellen revealed who the ex-girlfriend was and her identity remains unconfirmed to this day. It’s also unclear if it was the same woman Ellen flirted with at Melissa Ethridge’s party.

Ellen has been married to Arrested Development actress Portia de Rossi since 2008, but she dated a variety of high-profile women before tying the knot. She dated Kat Perkoff from 1978 to 1090, Teresa Boyd from 1988 to 1996, and Anne Heche from 1997 to 2000.

Numerous Internet sleuths have attempted to figure out who Brad and Ellen’s mutual ex is. Jezebel did an in-depth investigation after the 2019 Ellen episode aired but wasn’t able to come up with any possible suspects.

While many celebrity romances are highly publicized, this goes to show that many happen unbeknownst to the public. It’s likely that Brad and Ellen (as well as other celebrities) have kept a variety of romantic relationships out of the spotlight for their own privacy. And given how much attention high-profile romances and divorces get in Hollywood (just think of Brad’s split from Angelina), who can blame them?

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