The Most Gorgeous Women Leonardo DiCaprio Has Dated

Published on 11/16/2022
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Katie Cleary

Katie Cleary was an established actress in franchise movies like the “Iron Man 2”, she didn’t necessarily need a man like Leonardo DiCaprio to further her career in acting. But Katie Cleary needed a man like Leo when it comes to blowing up her soon failing marriage. Katie had filed a divorce against her husband that time. Many believed that this photo of Katie Cleary right here, was an image taken from a party with Leonardo DiCaprio and was believed to be the nail in the coffin for her husband.

Katie Cleary

Katie Cleary

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Demi Moore

Back in time when Leonardo DiCaprio had a chance to go out with a lady like Demi Moore, it seemed like Leo was still exploring how it feels to be in a relationship with an older woman than him. It is obvious just from looking that Demi Moore looks older than the younger girlfriend that Leonardo DiCaprio had. Demi Moore was on the hunt for a younger man after her split with Bruce Willis. It was clear to her that Leonardo was not the man who was meant for her.

Demi Moore

Demi Moore

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