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Whitney Port regrets that Leonardo Dicaprio does not have a one-night stand

Whitney Port and Leonardo DiCaprio were almost one thing.

That's right. The Hills Alaun, who is now in MTV's reboot of the reality series, The Hills: New Beginnings said in the latest installment of their podcast With Whit : The Hollywood Actor once asked her to meet him. Read on to find out why Port has finally decided not to spend the night with the Oscar winner One Upon a Time in Hollywood .

She did not have a one-night stand with Leonardo DiCaprio, which was one of her biggest regrets in life. DiCaprio is said to have seen Port on The City, another spin-off from The Hills. She claims they swapped phone numbers and started sending SMS messages for months on BlackBerry Messenger (remember it was 2009) until DiCaprio asked her for a date and asked her to return to his place.

  Whitney Port
Whitney Port. | Vivien Killilea / Getty Images for Biossance

"I was nervous. I've never had a one-night stand, "Port said, according to USA Today in their podcast. "I did not want to be alone with him … I was too nervous to do that, and then I lost my chance and it's really one of my biggest regrets in life."

"He's got me to myself invited home and I said no "," she added.

She continued and told her close friend Andrea Cuttler, who had a guest appearance at With Whit . She wanted to talk about her meeting with DiCaprio for a long time.

"I've been trying to tell people this story for ages," said Port. "I have the feeling when I tell friends, nobody believes me."

  Leonardo DiCaprio
Leonardo DiCaprio. | Frazer Harrison / Getty Images

Port ended the story by making fun of herself: "If you did not think me cool, probably do it now!"

In 2009 DiCaprio spent six months with a break from the model Bar Refaeli, with whom he was together for six years, according to Elle. We assume that this is the time DiCaprio met Port in New York society. Also this year, DiCaprio briefly dated another model, Anne Vyalitsyna, a Russian Victoria's Secret model, whom he "wooed" during his holiday in Ibiza.

Port is now married, DiCaprio continues with the latest models.

If Port teamed up with DiCaprio, she might never have met her current husband, Tim Rosenman. They married in 2015 after meeting on the set of The City – Rosenman was a producer on the show – after they got engaged in 2013, UsWeekly said.

The couple shares a two-year-old son, Sonny, who is frequently seen on Port's Instagram.

Port recently recounted another personal story in her podcast about a miscarriage and the "guilt" she felt in the ensuing years.

While Port has formed a family in the years since the opportunity to meet with DiCaprio, the actor has appeared in popular films such as The Wolf of Wall Street (2013) and [19659017] on The Revenant (2015), who earned him an Oscar. He continues to work with models and now works with model Camila Morrone.

What we're wondering after Port shared this story is whether she deleted DiCaprio's phone number or kept her as a small reminder of her funny encounter with the famous Hollywood actor.

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