7 Celebrity Exes Who Regret Hooking Up

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Everyone is guilty of crushing on or hooking up with someone who was completely wrong for them. However, their dating mistakes usually aren’t plastered over the front pages of the tabloids or lighting up the internet. When celebs commit dating don’ts not only are their moms in the know, but so is the rest of the world. Sometimes celebrities do it to themselves by complaining about their famous partner to the press. Here are 7 celebrity exes who regret hooking up with their former partners!

7. Adrienne Bailon and Robert Kardashian

Last year, Adrienne Bailon had a lot to say about her ex Robert Kardashian and none of it was good. It sounded like she regrets being associated with him and his family. “To be stuck with that Kardashian label, that was so hurtful to me and to my career,” she told Latina Magazine. “I probably realized that too late – not that it would’ve affected my decisions in terms of who I dated, but it would’ve affected my decision to appear on the show.” The Kardashians didn’t take this criticism too well. They all blasted Adrienne on social media.

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6. Ben Affleck and Jennifer Lopez

When Ben Affleck looks back on his relationship with Jennifer Lopez, he has a lot of regrets. “I should never have got engaged and never gone down that route. I thought I wanted certain things, but I didn’t. I got lost and felt suffocated, miserable and gross,” he said. “Being in the middle of a tabloid frenzy, it became so intense I had to stop and think, ‘What am I doing with my life?’ I had to smile for the cameras, but I was really in turmoil. I was no longer in control of my life and I didn’t know which way to turn. I felt like a hamster in a cage. The faster my legs went, the less distance I seemed to travel.” Sigh. We wonder how Lopez feels about this…

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5. Sophia Bush and Chad Michael Murray

Sophia Bush and Chad Michael Murray were practically babies when they met on the set of One Tree Hill. They quickly started dating and, within two years, they were married. Looking back, she has some regrets about tying the knot with her former co-star. “We were two stupid kids who had no business being in a relationship in the first place,” she said. “To all the other costars who’ve worked it out, more power to you.” Well, he supposedly cheated on her with Paris Hilton, so we totally get why she’d be bitter.

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4. Kanye West and Amber Rose

Amber Rose and Kanye West seemed to be pretty hot and heavy when they dated from 2008 to 2010. While the rest of us may have thought that they were the real deal, Kanye made it quite clear when he hooked up with Kim that he never really wanted Amber to begin with. “If Kim had dated me when I first wanted to be with her, there wouldn’t have been an Amber Rose. It’s very hard for a woman to want to be with someone that was with Amber Rose. I had to take 30 showers before I got with Kim,” he said. Ouch! That’s kind of harsh. Poor Amber!

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3. Harry Styles and Taylor Swift

Harry Styles reportedly told his friends that he regretted getting mixed up with Taylor Swift. This came after she took a few jabs at him in her video for her song “22.” “Harry might have taken Taylor’s swipes with an air of grace, but he now wishes he never ever dated her,” a source close to Harry told Radar. “I mean, the fact she’s aiming a jab at him in the 22 video has got Harry wondering what’s coming next! He just doesn’t know what to expect.” Being the subject of one of Taylor’s videos can’t be easy – we feel for you Harry!

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2. Kim Kardashian and Kris Humphries

Understandably, Kim Kardashian regrets marrying Kris Humphries. Even though they were only married for 72 days, she realizes that she could have saved herself a lot of misery if she had just married Kanye instead. “I went through so many mistakes that must have hurt Kanye, watching me get married, knowing, that’s not the right situation for you,” she said. “So it was a great feeling when I was finally like, ‘OK, this is.’ My only regret is that I didn’t give it a shot sooner. It would have saved so much BS. I feel like I got the fairytale.” We totally get it – marrying Kris was a huge mistake! She doesn’t need to convince us!

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1. Justin Timberlake and Britney Spears

Justin Timberlake and Britney Spears had a pretty messy breakup. Although neither party has gone into too much detail about what happened, word on the street is that she cheated on him. Even though they broke up over a decade ago, Justin isn’t exactly over it. While performing “Cry Me a River” at a concert back in 2013, he made some not so cryptic comments about his famous ex. “Sometimes in life, you think you found the one. But then one day you find out, that she is just some b—h!” Sounds like someone is living with regrets. It might time to get over it JT!

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Cate has a B.A. and an M.A. in English Literature and has been the Managing Editor of Fame10 for more than 6 years. Despite having a love for the works of Thomas Hardy, Leo Tolstoy and Lord Byron, she also has an intense fascination with pop culture. When she isn’t writing for Fame10, she’s planning her next big adventure in Southeast Asia.