Tabloids claimed Leo being seen leaving a Miami nightclub with 20 women contributed to the split. But Kelly and Leo didn't last: by the beginning of 2016, they had broken up.
Leo began dating Kelly Rohrbach, a former prep schooler, D1 golfer, Georgetown University grad, and yes, Sports Illustrated model, in the spring of 2015. Leo and Rihanna apparently shared a "flirtatious" night in a Paris club in January, though tabloids reported the two had a fling going on long before. Rihanna denied it then—she was too busy to date anyone—but said if she had the time, her guy "would have to be man enough to live with my schedule and not get scared." ...
It's been more than 18 years since Kate Winslet and Leonardo Di Caprio met on the set of Titanic, and while their first onscreen relationship ended tragically, Kate and Leo's love has lived on in the years since.
The two stars, who shared the big screen again in 2008's Revolutionary Road, have remained close friends for more than 20 years.
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.
Their dating story was completely fabricated by the tabloid.
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"Titanic" stars Kate Winslet and Leonardo Di Caprio pose at Paramount Pictures' post-Golden Globe Awards party Jan. "Titanic" won in the best motion picture, drama, and best director categories.
The awards, sponsored by the Hollywood Foreign Press Association, honors excellence in film and television.
“He’s quite centered and calm, and that’s different to the way he was 20 years ago,” she says.
Rose and Jack—better known by their alter egos Kate Winslet and Leonardo Di Caprio—have collaborated quite a few times over the years.