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Celeb Couples That Made You Stop And Say, "Wait, WTF?"

Sometimes, when walking down the street and seeing a duo holding hands, you do a double-take. Of course, it’s what’s on the inside that matters, but there’s something about seeing a Birkenstock-wearing boho indie chick arm-in-arm with a guy in khakis and a Patagonia vest that just feels weird. Celebrities are no different. Every once in a while, a weird celebrity couple comes along that has you questioning everything you’ve ever known. Selena Gomez recently confirmed her relationship with Benny Blanco (super random), and Jewel and Kevin Costner had a full PDA moment. I mean, that wasn’t on my BINGO card. (Cool Gen Z girls would roll their eyes at me, but what else am I supposed to say???) Below are other totally random celeb couples we all need to accept, I guess.

Selena Gomez and Benny Blanco

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Image Credit: Instagram

Status: Currently dating.

Selena confirmed the relationship on Instagram on Dec. 7, and then went on a spree confirming it in the comments section.

Jewel and Kevin Costner

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Image Credit: Getty Images

Status: Currently dating (we think).

On Dec. 8, photos of Jewel and Kevin cuddling in the Caribbean surfaced. As one source put it, “There was definitely something going on. They were flirty, and when they were together, it was like they both just lit up.”

Bill Murray and Kelis

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Image Credit: Getty Images

Status: Broken up.

At the time of their relationship Bill was 72 and Kelis was 44, they had a whirlwind summer romance in 2022

Chelsea Handler and 50 Cent

 

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Status: Broken up.

They briefly dated in 2011. Chelsea says 50 is her “favorite ex.” In 2023, she said, “My friends loved hanging out with him. I loved hanging out with him. It was a pretty short-lived romance, it was only two months. But yeah, I mean, If I saw him I’d definitely have a drink with him.”

Ryan Gosling and Sandy Bullock

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Image Credit: Getty Images

Status: Broken up.

These two A-listers dating for two years in the early 2000s, despite their 17 year age difference. It wasn’t super public at the time and neither ever officially confirmed it.

Fred Armisen and Elisabeth Moss

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Image Credit: Getty Images

Status: Divorced.

Fred and Elisabeth first met in 2008, got engaged and married in 2009, and divorced in 2010.

Whoopi Goldberg and Ted Dansen

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Image Credit: Getty Images

Status: Broken up.

In 1992, Whoopi and Ted had an 18-month affair while he was married to Cassandra Coates. Their secret relationship resulted in his divorce.

Steph Perlman
Steph Perlman is Betches' Entertainment Editor. She's a Kardashian historian, Real Housewives enthusiast, and Pete Davidson apologist.