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Awkward! All the Celebrities Who Dated Their Friends’ Exes — Taylor Swift, Katy Perry and More

It’s hard enough to see your ex move on with someone new, but it’s even worse when you’re famous … and they go on to date one of your friends! That’s exactly what happened to Taylor Swift, Selena Gomez, Gigi Hadid and more celebrities.

Despite the awkward circumstances, some A-listers still managed to come out on top and even made something positive out of their unfortunate heartbreak — just think of all the breakup anthems we got out of it! Take Joe Jonas, for example. The “Sucker” artist dated Taylor in 2008 and then found love with the “London Boy” singer’s BFF Gigi in 2015.

Taylor detailed her relationship with Joe in her hit song “Forever & Always,” which peaked at No. 44 on the Billboard charts in 2008. The couple’s split was particularly tough, as Taylor detailed the not-so-nice way Joe dumped her to Ellen DeGeneres in November of that year.

“When I find that person that is right for me, he’ll be wonderful and when I look at that person, I’m not even gonna be able to remember the boy who broke up with me over the phone in 25 seconds when I was 18,” she explained at the time. Taylor has been dating boyfriend Joe Alwyn for nearly four years, and it seems like they are happier than ever. Plus, she’s still close with Gigi and Joe to this day!

Moreover, the Jonas Brothers member is happily married to wife Sophie Turner. The sweet pair welcomed daughter Willa in July 2020. For Gigi’s part, she and off-again, on-again boyfriend Zayn Malik are very much back together and raising daughter Khai, who was born in September 2020.

Of course, Taylor, Gigi and Joe are hardly the first love triangle in Hollywood. Nina Dobrev and Ian Somerhalder used to be an item after they met while working on The Vampire Diaries in 2009. The actor moved on with Nikki Reed — who is friends with Nina — but luckily, the trio laughs about the situation these days.

“I think they have a beautiful baby, and they are happy, and so am I,” Nina said during an appearance on Watch What Happens Live With Andy Cohen in January 2019. “What’s bad about that? I don’t see any problem with that.”

If these celebrities can be cordial with their pals and exes, then clearly, so can everyone! Scroll through the gallery below to see all of the celebrities who dated their friends’ exes. 

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