Tina Fey's joke during the Golden Globes in 2014, "And now, like a supermodel's vagina, let's all give a warm welcome to Leonardo DiCaprio," was especially fitting! The Oscar winner has dated everyone from Gisele Bundchen to Naomi Campbell to even Blake Lively! Click through to see all the models and actresses that DiCaprio has courted throughout the years
The twosome met aboard Steven Spielberg’s yacht in Monte Carlo while in Europe for the 2011 Cannes film festival. Although their relationship only lasted five months, the jet-setting duo were captured on romantic dates in Venice, Los Angeles, and NYC.