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Aaliyah sang “age ain’t nothing but a number” and these celebrity women took it to heart by falling for men much, much older than them.

Kimora Lee Simmons

Some people have a preference when it comes to picking a mate and Kimora Lee Simmons is certainly one of them. The Baby Phat founder married into hip-hop royalty by tying the knot with Russell Simmons in 1998. Eleven years and two children later, she and Simmons, who’s almost two decades older than the long-legged model, divorced. Soon she moved on to Djimon Hounsou, who’s only a mere 14 years older than her. But after five years and a son together, they split up and she moved on to investment banker Tim Leissner whom you can tell has at least a few years on Kimmie.

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