These Awkward Celebrity Exes Run-Ins Will Make You Cringe
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Bella Hadid and the Weeknd
Nothing can be more awkward than bumping into your ex while walking down one of the world's most famous runways, as Bella Hadid and the Weeknd found out when they had an unfortunate reunion during the 2016 Victoria's Secret Fashion Show. At least she looked incredible when it happened.
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Ed Sheeran and Ellie Goulding
Breaking Ed Sheeran's heart and having a song written about you is not something many people can say they've experienced, but Ellie Goulding sure can. Even though Ed claimed to be completely over it, the look on his face in this photo says it all.
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Miranda Kerr and Orlando Bloom
Orlando Bloom stopped to compliment his ex Miranda Kerr on camera.
PLSWATCHIT@Youtube - 4/25
Taylor Swift and Harry Styles
Taylor Swift had to walk by ex Harry Styles at the 2013 VMAs after giving a pointed speech basically thanking him for inspiring her hit song, "I Knew You Were Trouble," allegedly.
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Jennifer Lopez, Casper Smart, and Diddy
A new beau meeting an ex is a recipe for disaster, but especially when the ex is someone as famous as Diddy.
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Rihanna and Drake
Rihanna and Drake had an awkward reunion at a children's birthday party in 2017, when they played with the kids separately and seemed to completely ignore each other.
J.K. Trolling@Youtube - 7/25
Harry Styles and Cara Delevingne
The singer bumped into his reported ex Cara Delevingne at the British Fashion Awards back in 2014. Kendall Jenner didn't yet count as an ex — she and Harry didn't start being seen together until late 2015.
Getty Images - 8/25
Blac Chyna, Tyga, and Kylie Jenner
Imagine running into your ex while he's with the new girlfriend that he may or may not have started seeing before he ended things with you. Then imagine that you later have a child with the new girlfriend's brother and end up having to see the whole family all the time.
Youtube - 9/25
Joe Jonas and Demi Lovato
This moment went down in 2016, about four years after Joe and Demi broke up.
Snapchat - 10/25
Lenny Kravitz and Nicole Kidman
Lenny and Nicole ran into each other at the 2013 CMTs. Awkward, yes, but also friendly. Makes sense since Lenny and Nicole only dated for a few months all the way back in 2003 (though they were briefly engaged during that time).
Getty Images - 11/25
Lenny Kravitz and Nicole Kidman
Guess running into each other backstage at awards shows is Lenny and Nicole's thing, because here they are having another unexpected meet-up in 2016.
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Selena Gomez and Nick Jonas
Selena and Nick ran into each other at a VMAs after party, and this flirty pic briefly had everyone convinced they were going to get back together.
Sel later explained that nothing was going on, saying, "We were actually talking about the event for a little bit because I didn't see him there, and I told him I liked his performance. Then, I said hi to Joe, so we were talking. But we grew up together! You know, it's so nice to be able to see people and talk about life. I mean, I've seen him a couple times but evidentially that photo was crazy."
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Jenny Slate and Chris Evans
Exes Jenny and Chris attended the premiere of their movie Gifted after splitting up.
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Jennifer Lawrence and Nicholas Hoult
Jennifer and Nicholas met on set of X-Men back in 2010, and ended up dating for about three years. They were then in Dark Phoenix together, and reunited at the premiere in 2019.
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Brad Pitt and Jennifer Aniston
Jen and Brad ran into each other at the SAG Awards, aka the photo that made literally the entire internet start rooting for them to get back together.
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Emma Stone and Kieran Culkin
These exes were asked to pose for a photo at the Met Gala a full decade after breaking up.
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Jason Oppenheim, Chrishell Stause, and G Flip
Chrishell and G Flip attended the 2022 MTV Movie & TV Awards together, and yes: Chrishell's Selling Sunset ex Jason Oppenheim was there. While they weren't photographed together, we definitely know Jason was at the event because....
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Jason Oppenheim, Chrishell Stause, and G Flip
He was photographed sitting at what looks to be the same table as his ex. But apparently everyone got along well, and Chrishell joked to Entertainment Tonight, "It's so funny. They are talking sports and I'm like, 'I'm out. I don't know.' I’m like, 'If y'all want to talk about some lip gloss, let me know.'"
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Prince Harry and Jenna Coleman
Prince Harry had a slightly awk run-in with his rumored ex Jenna Coleman in Amsterdam, when he was visiting a new Soho House with Meghan Markle.
"Harry had to walk straight past Jenna to get to his and Meghan's table," a source told Vanity Fair in 2018. "It was pretty awkward and some of the other guests were commenting on it. Jenna looked down while Harry looked straight ahead, while Meghan didn't seem to notice. She sat through breakfast with a smile on her face, but Harry looked a bit uncomfortable. He'd been super friendly saying hi to everyone, but he didn't even acknowledge Jenna."
Getty Images - 20/25
Victoria Fuller and Chase Rice
Because Bachelor producers love causing chaos, they had Peter Weber take contestant Victoria Fuller on a date to see her ex Chase Rice in concert. Her expression upon seeing him speaks volumes, but you can watch the moment here.
YouTube - 21/25
Harry Styles and Taylor Swift (Again)
Harry and Taylor reunited at the 2021 Grammy Awards in Los Angeles, and lip readers were all over it. Apparently the reunion was short and sweet, and Harry simply said "It was nice to see you" to Taylor.
CBS - 22/25
Shawn Mendes and Hailey Bieber
Exes Shawn Mendes and Hailey Bieber ran into each other before the 2021 Met Gala, and the moment was beyond awkward.
YouTube - 23/25
Shawn Mendes and Hailey Bieber
You simply have to watch it!
Vogue@Youtube - 24/25
Rachel Bilson and Adam Brody
On-screen couple Rachel Bilson and Adam Brody dated in real life during The O.C., and then ran into one another at the airport years later in 2019.
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Gigi Hadid and Cody Simpson
Neither one of them looks too happy to see each other.
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