Blake Lively, 32 And Leonardo DiCaprio, 45—13 year difference

Before Blake Lively finally found the only man for her in the form of Ryan Reynolds, she used to date Leonardo DiCaprio, with whom she had a 13 year age difference. It was a relationship that was brief but undeniably memorable, and it took everyone by storm. Unfortunately, it didn’t last—or, actually, fortunately for Lively it didn’t, because she wouldn’t have met Reynolds had it did.

Lively and Dicaprio was first spotted on a yacht in Cannes. The two actually went a journey to Italy together. And when they back in the United States, they take another trip to Disneyland. Although their reltionship was only 5 months long, they seemed to have a great time together. In any case, they were, to their credit, able to travel the world together, and the pictures they took along the way found themselves in the hands of many a paparazzi.