Whitney Port just dropped a serious bombshell and we were not ready for it.

The reality star and fashion designer revealed that she has one regret that will haunt her life forever. Port made the revelation while she was speaking to Andrea Cuttler on an episode of her podcast With Whit.

In the episode released earlier this week, Port shares that she was close to having a one-night stand with Leonardo DiCaprio. You read that right, the charming, devilishly handsome and blue-eyed DiCaprio who The Hollywood Reporter dubbed as “Hollywood’s Last Movie Star”.

Port began by saying she had “been dying to tell people this story for ages!” adding that none of her friends believe her when she recounts her story. Then, she explains that she and Cuttler were partying at the Avenue club in New York City when DiCaprio came up to her. As a bonus, this was the same night in 2009 when she met Rihanna.

According to her story, DiCaprio and Port exchanged phone numbers and texted for six months before meeting again.

Port recalls that the actor took her out to Teddy’s before asking her to come over to his house. “I said no. I was too nervous. I had never had a one-night stand. I didn’t want to be with him alone.” The fashion designer then reveals that it was “one of my bigger regrets in life,” before contemplating whether or not DiCaprio remembers their affair.

Honestly, it isn’t too hard to believe. Leo has always had an eye for blondes. According to Elle, he has a lineup of 15 blondes in his dating history including model Gisele Bündchen and actress Blake Lively.