Although a source told The New York Daily News that Kristen was "the love of his life," she dumped him because of his immaturity and "posse of young model-hounds."The daughter of singer John Phillips, Bijou dated Leo in 1998.He hooked her up with her first big Hollywood connection, director James Toback, who cast Bijou in his film Black and White.Last week, Leo was seen leaving a club in LA with Juliette Perkins, a model from New Zealand who recently turned 19 years old.
According to the , Leo's rep put out a statement Tuesday saying that the actor's been single "for some time." Typical.
Leonardo Di Caprio is not only an award-winning actor who just grabbed a much-deserved Oscar, but he is also a real-life Romeo of sorts.
Being a celebrity sugar daddy by default, Leonardo’s romantic affairs have been widely covered by the media, ever since the young and charming Leo stole the hearts of young girls by playing a lover in most of his early films.
These days, Di Caprio’s dating life is filled with gorgeous models and actresses who are among the most desirable and hottest Hollywood women.
People are always curious to know, who is Leonardo Di Caprio dating?
It’s always a trending topic, because the actor’s love life changes more often than probably any other Hollywood star.
Rumor has it that Leonardo had been in a secret relationship with R&B diva Rihanna in 2015, although it was not entirely confirmed by either of them.
Di Caprio was also linked to models and actresses in the past, like Katie Cleary, Blake Lively, Miranda Kerr, and Paris Hilton.
In the midst of the whole Oscar buzz and how Leonardo grabbed his first Academy Award for Best Actor, Roxy seems likely to be the one spending time with the actor, who’s definitely in the mood for a well-deserved celebration!
Admit it – you’re intrigued by Leonardo Di Caprio’s dating history. We have said they were probably a thing UNTIL it was reported he'd been seeing 19-year-old Dutch Victoria's Secret Pink model, Chelsey Weimar. See Leo’s dating history - from 1994 (when he was 20) to now…
The 42-year-old actor was joined by model Juliette Perkins, who sat behind him in the back seat. ) PHOTOS: Check out the latest pics of Leonardo Di Caprio Leo and his ex Toni Garrn were spotted holding hands a little over a month ago and then they both stepped out at the same event in New York City just days later.