My Heart Belongs To My Roni: Celebrity Men Who Like ‘Em Young — Real Young

January 3, 2013  |  
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Some celebrity men use their fame and fortune to keep upgrading their wives, girlfriends, and side pieces so that they look like they’re 20-something and others just date 20-somethings even when they’re old enough to be their grandfather. Check out these celebrity members of the Babysitter’s Club who aren’t afraid to dip into the last legal generation for a date.

Russell Simmons and Hana Nitsche

Russell Simmons

Is it just me or do Russell’s women get younger and whiter the older he gets? His curent girlfriend Hana Nitsche is a German model who is 28 years younger than he is. Come on Russ, that’s pushing it.

Scottie and Larsa Pippen

Scottie Pippen

Scottie is 10 years older than his trophy wife Larsa Pippen. I can’t wait to see the way that that dynamic plays out between the 47- and 37-year-old on his new reality show Big Pippen.

Michael Jordan and Yvette Prieto

Michael Jordan

Michael Jordan’s fiance Yvette Prieto is 17 years younger than he is. While almost everyone on Basketball Wives is a current or former groupie, old basketball heads seem to prefer young, white Tenderonis. Is that progress? I’m confused.

Source: Getty Images

Olivier Sarkozy

You don’t have to be that old to like them young. The French president’s brother Oliver Sarkozy is 42 and dating 25-year-old Mary-Kate Olsen. What could they possibly have in common besides money?

Deion Sanders

Deion Sanders

Deion’s new boo Tracey Edmonds is 45 and the same age as him. But Deion makes the list for messing around with an 18 year old. Her mother, author Angela Stanton recently put Deion on blast and called him a “womanizing ” by promising her daughter the world to get her into bed. Not cool.

Quincy Jones

Quincy Jones

Quincy is pushing 80 and he stays with a 20-year-old on his arm. ‘Nuff said.

Mike and Lakiha Tyson

Mike Tyson

When you’re Mike Tyson, it makes sense that only a woman 14 years younger than you would be simple enough to agree to get married. Do you think Lakiha even knows who Robin Givens is?

Ice T and Coco


Coco is 21 years younger than Ice. And like most May/December, Stripper/oldhead relationships that came before, Ice and Coco’s relationship is falling apart in the (alleged) bed of a younger man.

Emilie Livingston and Jeff Goldblum

Jeff Goldblum

Jeff looks great for 60 so it escapes a lot of people’s attention that his girlfriend Emilie Livingston is 30 years younger than him.

Woody Allen and Soon-Yi Previn

Woody Allen

Woody Allen won the dirty old man of the century award when he dated then married his adopted daughter Soon-Yi Previn who was 35 years old younger and raised by him.

Eddie Murphy and Paige Butcher

Eddie Murphy

Eddie is currently dating Paige Butcher, Russell Simmons’ ex jump-off and a woman just a little over 20 years younger than him. And she’s the latest in a long line of young tenders he’s picked up since his divorce.

Doug Hutchison and Courtney Stodden

Doug Hutchison

Sometimes if your girlfriend is young enough, cradle robbing can be a career come up. Before he started dating barely-legal Courtney Stodden, the world had all but forgotten who Doug Hutchison was. Now the image of America’s most rachet couple is burned in our collective memory.

Sean Combs and Cassie

Sean Combs

Diddy keeps his dating life pretty quiet but now that he’s dating 26-year-old Cassie — who’s 17 years younger than he is — he’s an official member of the Babysitter’s Club.

Clint Eastwood

Clint Eastwood

That old man is full of surprises. Long after I thought he was dead, he started making movies out of the blue. He’s also been making it with the young ones. His wife Dina is 35 years younger than he is.

Patrick Stewart

Patrick Stewart

Patrick is 72 and has a strict no chicks over 40 policy. All of the women he dates are in their 30s, making them roughly 40 years younger. I guess.

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  • GymJunkie43

    Russell Simmons, Woody Allen, Hugh Hefner….they are all predators. Waiting until her 18th birthday makes you a logical child molester, no less disgusting.

  • ☀Nkiruka 飞梦

    LOL!!! “and others just date 20-somethings even when they’re old enough to be their grandfather.” Tragic.

  • LTC’sGirl

    This is not so much that woody is older that is the problem…its that he was married to her adoptive mother …this was his adopted daughter right? That’s what’s wrong here!!!

  • LTC’sGirl

    He ( Jeff g.) does look good for 60 he def improved with age. She doesn’t look 30 either.

  • L-Boogie

    I used to have opinions about these types of relationships…then I just minded my own business. Good luck.

  • Vee

    You forgot Wilmer Valderrama . He just broke up with Demi Lovato and he used to date Lohan.

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