Lorena Rae
2017 saw DiCaprio add another notch to his belt when he dated Rae. His reps denied that they were a couple but the pair spent plenty of time together. She was 23 and he was 46 as the age gaps started to become increasingly questionable. Several publications captured them together in different places around the world.

They snapped him with Rae at a cocktail party in St. Tropez. A couple of weeks later they cycled through Manhattan on city bikes. They also ate together at Park Avenue, one of the Big Apple’s most exclusive destinations. Yes, they didn’t spend long together but they made the most of it (via People).