He has dated a strong of supermodels and was once one of the biggest heart-throbs in the world. But Leonardo DiCaprio was the subject of a few jibes from some quarters about having piled on the pounds as he heads towards his 40th birthday. 7 days ago · Leonardo DiCaprio tries to block a spike from Ansel Elgort while competing against each other in a game of beach volleyball on Sunday (July 15) in Malibu, Calif. The actors were joined by a group of friends while enjoying some fun in the sun. Leo was seen trying to lob the ball over the net, but. Leonardo DiCaprio went shirtless as he hung out poolside with close friend Kate Winslet back on Tuesday afternoon (July 25) in Saint-Tropez, France.