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
It was a five-years-long romance for the actor and the Brazilian supermodel, lasting from 2000 to 2005. The stars shared many passions together, like sitting courtside at basketball games and raising awareness for environmental causes. He walked the 2005 Oscar red carpet with the model on his arm.