Leonardo DiCaprio has quite a resume of ex-girlfriends. As he rose to fame, Hollywood circles dubbed him and several other stars trying to make it. Dating supermodels, Hollywood stars, we’re going to try to tackle the impressive line of women he’s dated throughout the years. He’s had countless rebounds from these long relationships but these are the women who stuck around the longest. We’ll also see who they’re dating or married to now. Looks like the trail of heartbreaks from Leo helps you to find the man of your dreams.