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While she may be the doting mother of two adorable children now, the Gossip Girl actress briefly dated Di Caprio back in 2011. ” According to tabloid fodder back in 1998, Di Caprio happened to glance at a photo of the gorgeous Amber Valetta in a magazine, and hunted her down in person.
Their five-month long relationship lasted while he was shooting The Great Gatsby and sources gushed, “She spent the whole time baking… Apparently, he was so smitten that he had his reps contact her management and set up a date.
However, the attractive couple headed for splitsville in 2011, and Refaeli is currently expecting her first child with her Israeli businessman/husband, Adi Ezra.
This relationship came as a surprise to many die-hard fans of the beautiful Blake Lively, who is now happily married to Deadpool star, Ryan Reynolds.
"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.
After dating for over a year (starting in May 2013), Leo and 23-year-old Victoria's Secret model Toni Garrn broke up in 2014.
He hooked her up with her first big Hollywood connection, director James Toback, who cast Bijou in his film Black and White.
She is the world’s top supermodel and he is the most famous face in Hollywood.
By all accounts, Leonardo Di Caprio and Gisele Bundchen were the epitome of a power couple, and dated from 2000-2004.
Most men would kill to be in his shoes, but Di Caprio is unfazed by all the female attention he gets on a regular basis.
The Wolf of Wall Street superstar has dated beautiful actresses like Blake Lively and Amber Valetta, while his long list of model girlfriends include Gisele Bundchen, Naomi Campbell, Bar Rafaeli, and most recently, Nina Adgal.