Celebrity First Date Horror Stories

Published on August 8, 2017. Updated October 2, 2019

When it comes to dating, even celebrities have bad experiences, but like any of us, to find their prince or princess charming, they gotta kiss a few toads! We have a list of celebrities who dished about their worst dates, so if you want to feel better about some of your own experiences, read along for these 7 celebrities and their first date horror stories:

7. Justin Bieber

Justin Bieber went on a really awful date, but it wasn’t his date’s fault – it was his! “I took a girl out for a first date to an Italian restaurant and spilled spaghetti all over her. It was terrible and embarrassing. She never went out with me again,” he said. Yikes! Hopefully he paid her dry-cleaning bill cause that stuff can stain!

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6. Lucy Hale

Pretty Little Liars star Lucy Hale once went on a date with a guy who had the audacity to sit there and send romantic texts to another woman during their date! “I was on a date with a guy once, and he wasn’t aware that I could see his cell phone — and the fact that he was actually texting romantic messages to another girl!” she said.

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5. Connie Britton

Connie Britton once went on a date with a sheik. The date didn’t go especially well and at the end of the night, he tried to kiss her, but he missed and ended up licking her cheek. She had a good sense of humor about it and called him “the sheik cheek licker,” which sounds pretty gross.

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4. Kelly Osbourne

Kelly Osbourne once broke her arm during a date. “He went to kiss me and I got scared, because I was still very much a prude,” she told People magazine. “I leaned back and fell down three stairs onto the street, broke my wrist and ran away from him.” She still has the shoes from the date and they still have blood on them!

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3. Kelly Clarkson

When Kelly Clarkson was 18, she actually ghosted a guy on a date. According to her, she did this because the guy wouldn’t stop talking about their height differences – she was 5’3 and he was 5’2. “I went into the bathroom and I left,” she told Ellen Degeneres. “I’m going straight to hell, I’m aware. It’s the worst thing I’ve ever done…I left him just sitting there at a Bennigan’s. It was bad, y’all!”

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2. Tori Spelling

Tori Spelling’s worst dating experience left her drunk and vomiting in the kitchen of a fancy restaurant in Beverly Hills. She and her date were supposed to go for supper, but he decided that he wasn’t hungry, so they began ordering drinks. “Four rum and Cokes and two hours of a one-way conversation later, I was way too drunk and bored,” Spelling wrote on her blog. “I was feeling sick. Actually, the room started spinning at this point, as he went on and on about how David Charvet robbed him blind from what would have been his breakout role on Baywatch.” Yeah, that would make us pretty sick too!

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1. Britney Spears

One of Britney Spears’ friends once set her up with a guy who looked like a lizard. “I have a friend at home and he randomly sets me up with people on blind dates, it’s just awkward. It’s tricky,” she said on The Jonathan Ross Show. “There was this one guy and he looked like a lizard. I was so scared, I was like ‘Holy sh-t he looks just like a lizard!. It was very bad, I left immediately.” Poor Britney.  It sounds like her friend was playing a mean trick on her!

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