Rihanna, Jan 2016: Was rumoured to be dating Leo after being spotted together at numerous parties last year, but after his recent split from Kelly Rohrbach, he's apparently being hanging out with Ri Ri again in Paris. Nina Agdal is a 24-year-old model who has been dating Leo Dicaprio since at least early July 2016, with reports in October of 2016 of them getting 'serious.' In August of this year, Leo was seen comforting Nina roadside after a scary car accident. He was first spotted in a PDA with the swimsuit star as they rode bikes together in NYC in June, and now, it's reported that the couple are enagaged.