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Before Tom Brady, Gisele Bündchen dated Leo for five years, but ended it in 2005.
"We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best," she told Access Hollywood in 2009.
The stars have been linked together multiple times over the years, after they were seen dancing flirtatiously at a Paris club, and he allegedly helped plan her birthday party once upon a time! The blonde beauty is a woman of many talents, being a golfer and a graduate of Georgetown University.
Di Caprio and the 27-year-old Rohrbach even sparked rumors of an engagement, but announced their split at the beginning of last year.
The pair dated for nearly six years and things seemed to be getting pretty serious with engagement rumors floating around.
Last year, the actor was spotted getting cozy with Rihanna at Coachella, the music festival.
However, Di Caprio had a big hand in her debut film role in Black and White.
She was the beautiful British supermodel Di Caprio dated way back in 1995, but ended things on amicable terms and remain friends to this day.
Over the years, The Revenant star has become infamous for only dating Victoria’s Secret models and Hollywood actresses.
Leonardo Di Caprio’s dating timeline boasts a long and impressive lineup of drop dead gorgeous women who most men could only dream about.
She is happily married to Tom Brady now, but gave a tell-all interview back then saying, “We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best.”Leonardo Di Caprio and Bijou Phillips were one of Hollywood’s “it” couples in the ’90s, and he even helped her score her first big break in Hollywood.