1Ed Sheeran and Ellie Goulding
Getty ImagesAnyone who has ever run into an ex recognizes the look of pure dread on Ed's face.
2Harry Styles, Kendall Jenner, and Cara Delevingne
Getty ImagesNext time not one, but two of Harry's alleged exes are blocking the staircase, he might want to take the elevator.
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3Mary-Kate Olsen and Olivier Sarkozy
There's just so much wrong with this picture.
4Harry Styles and Taylor Swift
Getty ImagesHarry Styles's jaw dropped as Taylor walked by in 2013, the year of their split. This was after she won a MTV VMA for "I Knew You Were Trouble" and dedicated it to him in her speech. Iconic.
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5Bradley Cooper and Irina Shayk
Getty Images 6Mariah Carey and Nick Cannon
Getty ImagesWhat in the world is going on here?
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7Kim Kardashian and Kanye West
Getty ImagesThe fact that these two were unfazed when Amy Schumer dove in front of them is a little concerning. No emotions whatsoever.
8Justin and Hailey Bieber
Getty ImagesAfter a group of fans started chanting "Selena" outside of the 2021 Met Gala when Justin and Hailey arrived, the model appeared to start crying, before throwing on sunglasses and moving quickly up the carpet.
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9Bradley Cooper and Zoe Saldana
Getty ImagesTalk about awkward—these two filmed a romantic movie together, dated for three months, then split right around the time of the 2012 premiere.
10Taylor Swift and Joe Jonas
Getty ImagesTwo months after he dumped her in a 30-second phone call in 2008, Taylor and Joe had to ring in the New Year together in Times Square. Yikes.
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11Jessica Simpson and Nick Lachey
Getty ImagesThis picture speaks for itself.
12Ariana Grande and Pete Davidson
Getty ImagesPete looks terrified that Ari's gonna leave him for Shawn Mendes.
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13Jennifer Lopez and Ben Affleck
Getty ImagesThey sure went for the mask kiss.
14Debby Ryan, Josh Dun, Tyler Joseph, and Jenna Joseph
Getty ImagesTwenty One Pilots and their wives might be close, but this strange photo looks like they're playing a game of Twister.
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15Joe Jonas and Demi Lovato
Getty ImagesPerhaps the funniest part of this snap is Selena looking on as exes Demi and Joe awkwardly reunite at the 2011 MTV Video Music Awards.
16Beyoncé and Jay-Z
Getty ImagesWe all know this outfit well. It was the 2014 Met Gala, aka the location of Solange and Jay's infamous elevator fight. It was an awkward night.
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17Orlando Bloom and Miranda Kerr
YouTubeWho can forget Orlando interrupting his ex-wife's interview at the 2014 Vanity Fair Oscars party to tell her how great she looked?
18Sofia Vergara and Nick Loeb
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19Lili Reinhart and Cole Sprouse
Getty ImagesThe Riverdale exes used to sit next to each other at panels and in interviews...not so much now.
20Miley Cyrus, Selena Gomez, and Nick Jonas
FOX2008...the year of Jonas Brothers mania and Disney stars reuniting at the Teen Choice Awards. Miley and Selena famously sang "7 Things" together right in front of the song's inspiration—their shared ex, Nick.
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