Blake Lively
For a few months in 2011, between filming and filming ‘Gossip Girl’, Blake Lively and DiCaprio enjoyed a whirlwind romance, when she was still 23 years old. The pair were seen on a yacht in Cannes, long before she married her now-husband and the father of her three daughters, Ryan Reynolds. The the couple were subsequently spotted on dates inn the likes of Italy, New York and Australia.