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
He briefly hooked-up with the older, Danish beauty around the time of Titanic's release in 1997.
Credit: Mark Rylewski/Hulton Archive/Getty; LUCY NICHOLSON/AFP/Getty