He hooked her up with her first big Hollywood connection, director James Toback, who cast Bijou in his film Black and White.Things ended with Leo, and she moved on to costar Elijah Wood.Then in January, Di Caprio and the "This Is What You Came For” singer, 28, shared a sweet moment at a nightclub in Paris.Just one year prior, they spent Valentine's Day weekend together in New York City. According to Female First, the rumor was that the duo called it quits because Bundchen was tired of waiting for Di Caprio to propose to her.Bundchen is now married to Tom Brady and they were married in 2009, having recently celebrated their seventh anniversary. Bar Refaeli – Di Caprio and model Bar Refaeli began dating in November 2005 after meeting at a party."They've been getting quite close over the last week.There is definitely chemistry there," a source told 'New York Daily News.' We're still waiting to see if things get serious, so, for now, here's the deets on Ms.
Lively is currently married to actor Ryan Reynolds, but according to The Blemish, Reynolds is jealous of some recent flirting going on between his wife and Di Caprio.
Let’s take a closer look at Leonardo Di Caprio’s numerous girlfriends over the years.