Leonardo DiCaprio's Teenage Hookup Revealed: Video Vixen Details Her Seduction of 19-Year-Old Actor

Model reveals in a new tell-all book that the actor asked her if she had any sexually transmitted diseases

By Jordana Ossad Nov 15, 2013 5:01 PMTags
Leonardo DiCaprio, Bobbie BrownFrank Micelotta/ImageDirect/YouTube

Leonardo DiCaprio has reportedly been with many women through the years. And now, we can add Bobbie Brown to that list.

The model and actress, who is most well known for her sexy appearance in Warrant's "Cherry Pie" music video, reveals in a new tell-all book her side of a hookup with the A-list actor.

"I unbuttoned his jeans and tugged down on his boxers," Brown, who was 26 at the time, writes about her experience with the then 19-year-old in Dirty Rocker Boys: Love and Lust on the Sunset Strip.

"(What) I saw made me gasp," she elaborates. "It made no sense. The kid put Tommy Lee to shame."

Some background: the duo met at the VIP lounge of the Grand Ville club in Hollywood in the early 90s. The pair then went back to her home, played TLC's hit "Waterfalls" and started taking off their clothes.

DiCaprio inquired if Brown had any sexually transmitted diseases and if she had been tested.

It's unclear if the tryst was a one-time thing; Brown later dated the Mötley Crüe rocker, before he left her for Pamela Anderson.

Flash forward to modern day DiCaprio; the Great Gatsby star had an eventful week, celebrating his birthday and turning 39.

With 100 of his closest friends (including Orlando Bloom, Alex Rodriguez and Tobey Maguire), the Oscar nominee enjoyed his big day at the popular club, TAO Downtown, in New York City

In signature Leo fashion, the handsome star spent much of his evening with one special lady, longtime girlfriend Toni Garrn.

During a Kanye West performance, DiCaprio was spotted laughing, dancing and even kissing the stunning model.