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

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

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.

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."

"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."

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.

"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."

"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.

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

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