Leonardo DiCaprio's Girlfriends

If only Jay Gatsby had Leonardo DiCaprio's luck. Leo's latest character may not have the best time at getting the girl but the actor himself has had more than his fair share of girlfriends, admirers, and female friends. To celebrate The Great Gatsby's release today, we're taking a look back at all of Leo's lovely lady friends — from ex-girlfriends Gisele Bündchen and Blake Lively to best friend Kate Winslet. Click through for more Leo love and be sure to check out our review of the The Great Gatsby before you head to the theater this weekend!