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Whitney Port Says She Turned Down A One Night Stand With Leonardo DiCaprio — 'One Of My Bigger Regrets In Life'

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Aug. 15 2019, Published 6:42 p.m. ET

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Whitney Port made shocking revelation that no fan ever saw coming! The Hills: New Beginnings star admitted on her With Whit podcast that she turned down a one night stand with Oscar winner Leonardo DiCaprio after meeting him at a club one night.

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Whitney, 34, recalled that the encounter happened over a decade ago when she starred on her reality show, The City.

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She reminisced about the crazy night she had with the Once Upon A Time In Hollywood star, 44, and how she regretted not dating him after six months of texting.

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The mother of one spoke with her friend Andrea Cuttler on her radio show and "spilled a secret I have been dying to share for so long."

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"I have been dying to tell people this story for ages," she started her tale. "I feel like whenever I tell it to friends, no one believes me."

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Whitney said that she was partying in a club with Rihanna one night until Leo came up to her and started to chat. She revealed that the actor watched The City and was a fan. Andrea revealed that "there was a phone number exchange" between the two starlets.

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"He invited me out to Teddy's and he invited me back over to his house and I said no," the reality star confessed. "I was too nervous. I had never had a one-night stand. I didn't want to be with him alone."

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"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. If you didn't think I was cool, now you probably do," Whitney said.

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The fashion designer has been happily married to Tim Rosenman since 2015 and share one son, Sonny.

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What are your thoughts on Whitney's story? Sound off in the comments below! 

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