Celebrity Women Who Love Dating Older Men

June 4, 2014 ‐ By Iva Anthony

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.

Dating Older Men


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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  • Kath

    Yes, get that dough.

  • BeautyQueen

    As a young women, i’m always cautious about dating older men. Especially when i look like a teenager to them. A lot of older men will date young women just to feel young again, then when you start aging, they want to “replace” you with someone younger. And some do it just to control these young women. Been there, done that with them thinking they can control me. I ended it with the quickness, and they knew i could see right through their act. I’m not that into dating men my age either, cause most of these Peter Pans ain’t ready.

    • Virgilia Coriolanus

      Yeah–I’d say go for it as long as the guy hasn’t dated other women who are many years younger. The point is for you to be the exception, not the rule.

  • singlelady

    I have always preferred dating older men, and men closer to my own age. I did notice a big difference, but that depends on the man. Now that I’m single & 40+ I don’t think I *want someone over 10yrs older.

    • patricia

      Unfortunately the men continue to want someone younger and younger whatever their own age or appearance.

  • MuscleMansWoman

    No shade, but I wouldn’t use the term “dating” in reference to women who has married only one older man, and have remained married to that older man to this date.

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