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Whitney Port Recalls Her Biggest Dating Regret

Whitney Port was always the calm and reasonable sidekick to Lauren Conrad on The Hills.  She came off as the one to give advice and remain neutral.  Despite the lack of confrontation and drama on Whitney’s part, she was also given a starring role in the brief and unmemorable, The City.  Whitney returned to the genre a decade later with The Hills: New Beginnings.

Whitney may have the face and body to be onscreen, but she does not bring the necessary drama for reality TV.   However, she did get noticed at the age of 24 years old by someone who has made the concept of dating models highly redundant.

Whitney reminisced on her podcast, With Whit, about the time she met Leonardo DiCaprio in 2009.  According to an article from Entertainment Tonight, she was partying at New York City’s Avenue club.  After meeting Rihanna, Whitney found herself face to face with Leo.  She said, “I have been dying to tell people this story for ages!  I feel like whenever I tell it to friends, no one believes me.”

Whitney claimed that she and Leo exchanged numbers and texted for 6 months.  They only met one other time in person.  Whitney said that she turned down an opportunity to get to know the actor a little bit better. In the biblical sense, of course.

RELATED: Whitney Port Throws Shade At Her The Hills: New Beginnings Castmates

Whitney explained, “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.  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.”

Girl, if this is even true, there’s no reason to second-guess your decision.  Leo probably comes with his own eco-friendly STD.  Regardless, Whitney feels the need to reminisce, “I wonder if he would remember that we had this relationship.”

RELATED: Whitney Port Thinks LA Moms Ignore Her Because Of Her Time On Reality TV

TELL US- WHAT DO YOU THINK OF WHITNEY TURNING DOWN LEO?  DO YOU THINK LEO REMEMBERS HER?

[Photo Credit: Vivien Killilea/Getty Images]

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