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Whitney Port Recalls Rejecting Leonardo DiCaprio: 'One Of My Bigger Regrets In Life'

taylor.sakellis 16 Aug 2019

We all have regrets, that's just part of being human! I may just speak for myself when I say 2009 was just one BIG regret, but hey— Whitney Port could say the same thing!

That's right you guys! On her own podcast "With Whit," Whitney exposed herself and her biggest life regret, which involved one LEONARDO DICAPRIO.

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Apparently, she's been "dying to tell people this story for ages."

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Whitney proceeds to tell the story with the help of her friend Andrea Cuttler.

Instagram | @whitneyport

"So we went to Avenue and this was late aughts, 2009. We go to the club, Rihanna is there," recalls Andrea.

But it wasn't just QUEEN RiRi at the party, apparently Leo was a "Hills" stan back in the day, too!

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"Leo comes up to you, insinuated that, like, he had missed the week prior's episode."

Getty Images | Vera Anderson

"And you're like, your head is spinning, is he telling me that he watches 'The City'? This is very confusing, but also incredible."

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Andrea continues, "There was a phone number exchanged, then we went to 1OAK around the corner because he was going with his friends and asked if we would meet him, which like, yes," Cuttler continued.

Giphy | The Hills

"I remember dancing alone on the dance floor because you were in a corner talking to him and I didn't want to intrude, but also like couldn't leave."

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Whitney (tragically) only saw him in person one more time after that, at Teddy's the Roosevelt in Hollywood.

"He invited me out to Teddy's and he invited me back over to his house, and I said no. I was too nervous. I had never had a one-night stand," she said. "I didn't want to be with him alone. I didn't know what it had to be. If Leonardo DiCaprio invites to you to his house ... I was way too nervous to do it and then I lost my chance and it's really one of my bigger regrets in life."

Damn, girl!

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