Leonardo DiCaprio's Dating History, From Naomi Campbell and Gigi Hadid to His Latest Fling

DiCaprio was spotted cozying up to singer Rihanna at the Neon Carnival during Coachella in April 2016. Even though this marked the first time we saw them photographed together, they've been rumored to have hooked up on and off for a while now; in January 2015, it was reported that DiCaprio helped plan Rihanna's 27th birthday bash, at which sources told People the two got flirty while dancing together. In January 2016, Rihanna met up with DiCaprio at a club in Paris, though sources reported that the duo were "just friends."