Leonardo DiCaprio started dating hot 25 year olds back in the roaring ’90s and…truly nothing has changed! Other than the people he’s dating, of course, because lord knows this man won’t stay with someone once they show any signs of aging. On that note, we’re taking a look back at Leonardo DiCaprio’s dating history, which is almost as long as the wrinkle on my forehead that would probably horrify him.
Bridget Hall: 1994
Steve Eichner//Getty Images
Leo and Bridget were linked very early in his career, though she told New York Mag that “nothing happened” in 1998, denying previously claims
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