The Biggest Cradle Robbers in Sports

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Some dudes have all the luck.

Not only are most sports figures blessed with multi-million dollar bank accounts for being part of a game, but some just happen to land a very hot, younger chick too.

While people might call these ladies jersey chasers, we'd like to call them smart for being into "more mature, put-together" guys.

Most athletes don't take much pride in individual awards, but if we were these cradle robbers, we'd brag to anyone willing to listen about the trophy we have around our arm!

Former MLB Player Josh Booty and Model Wife Rachel Reynolds

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Since divorced, this couple was a little head-scratcher to begin with.

Josh Booty, the older brother of former Southern Cal QB John David Booty, had seven career hits while playing in the Majors for the Florida Marlins.

At 37, he met Reynolds, who's seven years his minor and former Price is Right beauty, while they were both at LSU, and she was on the track team.

Though his career lasted only 13 career games, he is credited as a World Series champ on the 1997 Marlins team, so at least he's got that going for him!

Former NBA Player Rony Seikaly and Model Elsa Benítez

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Sure, the two may have gotten divorced six years ago, but that doesn't mean the former NBA player didn't only nab a complete hottie, but he did so by creeping into the cradle to do it.

The current 35-year-old Benítez, and former SI Swimsuit cover model, fell for the now 47-year-old Seikaly in 2001, had a kid together, and went through a nasty divorce.

He may have won Most Improved Player in his career, but he struck MVP honors by landing Elsa.

Tennis Player Guillermo Cañas and Model Fabiana Semprebom

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At 35-years-old, Cañas is a retired tennis player who is probably best known for his doping ban during the 2005 ATP season.

When you see his wife is a 28-year-old Brazilian model, we're sure he didn't care too much about lounging around the house and spending some time with her.

Former NFL Quarterback Jeff Garcia and Playmate Carmella DeCesare

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Though the 42-year-old Garcia hasn't played in the league since 2009, he's still getting tackled (hopefully) off the field by his 30-year-old former Playmate wife, Carmella DeCesare.

We're not sue how a normal looking, overachieving guy like Garcia lands someone as smoking hot as DeCesare, but we give him mad props for finally finding a receiver who treats him better than Terrell Owens did.

Former NBA Player Rick Fox and Actress Eliza Dushku

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First, the current 42-year-old Fox was the victim of cradle robbing when sexy singer Vanessa Williams married the former NBA star, who was seven years his elder, before the two got divorced in 2004.

But back in 2009, he switched it up and did the robbing himself, landing Dushku, the 31-year-old brunette actress who's best known for her TV shows like Angel and Dollhouse.

Regardless of which chick you prefer, it looks like Fox plays the role of youngin' and elder statesmen just fine.

Bears' Jay Cutler and Wife Kristin Cavallari

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What's not to like about Cavallari?

She's a blonde, Cali-chick, who fits every single stereotype—though we'd take reality rival Lauren Conrad over her.

It may only be a four year difference, but that's still old enough for us to say Jay's robbing the cradle.

Former English Soccer Player Gary Lineker and Wife Danielle Bux

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As a 51-year-old, it's not uncommon to be dropping off your 18-year-old kid onto a college campus, but for former English soccer player Lineker, that's the age difference between he and his new wife, model Danielle Bux.

To think this dude was just legal enough to be smoking cigs when his lady was sucking down pacifiers is pretty cool.

For him anyway, for us it completely sucks.

Boxer Wladimir Klitschko and Actress Hayden Panettiere

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Just look at that picture and tell us it doesn't look like a creepy old guy hitting on the hot college cheerleader on Spring Break.

This couple wasn't only awkward to look at when they were side by side because of the height differential, but also because Hayden was 23 years younger than the Ukrainian boxer.

We have a major crush on Panettiere, so to know she dates older guys makes us a little bit excited.

Former Soccer Player Massimo Brambati and Model Catrinel Menghia

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They've since gotten divorced, but the former Italian soccer player scored the greatest achievement of his life when he had the 25-year-old Menghia wrapped around his arm.

Maybe it was the 20-plus year age gap or something else that ended their marriage, but regardless, it had to be pretty cool for the old guy bragging about what he once had.

If we were in his position, we'd do the exact same thing.

Former MLB Player Chipper Jones and Playboy Model Taylor Higgins

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We can really appreciate Chipper's taste on this one.

Not only does he go for a bombshell of a chick in this Lexi Ray girl AKA Taylor Higgins, but he doesn't mess around with someone his own age, and chooses a girl who's in her mid-20s, while CJ happens to be a healthy 40.

Dude could rake during his 19-year career, and he's proving he'll be a steady home run hitter during his retirement too!

Yanks' Shortstop Derek Jeter and Actress Minka Kelly

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Go ahead and tell us what guy doesn't have a huge crush on Minka Kelly?

While DJ and Minka had a highly-publicized (yet still well hidden) relationship, not many people thought about the six-year age difference between the two.

Jeter's one of the biggest playboy's in sports, so though his fling with the "Friday Night Lights" star didn't work out—which every guy should applaud—we're sure he's had a ton of young chicks swing through his NYC apartment over the years.

Cowboys' Tony Romo and Model Candice Crawford

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Being six years younger than Romo, Crawford was able to convince the former playboy quarterback to settle down with just one chick—not as if it would be hard, just look at her!

The two got married in 2011, and in April of this year had a son.

With the 'Boys making a late-season push to make the playoffs, we wonder if Candice had anything to do with the turnaround?  

Former Hockey Player Mike Comrie and Actress Hilary Duff

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It's pretty hard to believe Duff has a son these days. Especially when you consider she once had a little thing on Aaron Carter back in the day.

With a seven-year gap between them, the former Disney star proved her former NHL Center husband was the perfect age for her though, getting out of that "teeny bop crush" she once had.

Wrestler Hulk Hogan and Wife Jennifer McDaniel

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The former Heavyweight Champion of the World, Hogan found a young gun to body slam against the ground these days following his divorce of longtime wife Linda in 2003.

Nabbing the busty blonde McDaniel, 23 years younger, wasn't the surprising part. The fact she looks just like the Hulkster's daughter Brooke was.

Knicks' Guard Jason Kidd and Model Porschla Coleman

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We just don't know how the 39-year-old Kidd does it?

Besides being a sure fire Hall of Famer once his playing days end, he's somehow managed to score younger chicks like new wife Porschla—who's 12 years younger than the point guard—along with model Hope Dworaczyk before her, who was 11 years his minor.

Dude's dishing 'em out on and off the hardwood.

Former NBA Star Michael Jordan and Model Fiance Yvette Prieto

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As the greatest player to ever strap on some kicks, and a icon around the world, Jordan could snap his fingers and pretty much get every hot girl to flock his way.

So for him to choose Cuban model Prieto as his fiance speaks volumes as to how hot she is—which we obviously concur with.

Seventeen years his minor, Yvette was a mere 11-years-old when the then 28-year-old Jordan captured his first of six NBA titles in 1991.

Weird.

Tigers' Justin Verlander and Smokin' Hot Kate Upton

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We'll admit we're extremely jealous of Verlander.

He's probably the most feared pitcher going in the Majors, and, at 29 years old, isn't yet out of the prime of his career.

One thing we know about the 20-year-old Upton is that she's way too sexy for a normal guy to have, so Verlander landing her is just as impressive as one of his 100-mph fastballs in the ninth inning.

Former MLB Player Pete Rose and "Model" Kiana Kim

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As MLB's all-time hits leader, Rose had to have a keen eye and patience for the perfect pitch to come his way.

Looks like he used that discipline from the batter's box in his dating life too, landing (kind of) model Kiana Kim, who is about 40 years younger.

He may have been busted betting on baseball, but we'd say dating a younger chick like Kiana is a gamble definitely worth trying.

Pats Owner Bob Kraft and Girlfriend Ricki Noel Lander

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Maybe he learned a thing or two from his team's quarterback Tom Brady on how to land a hot girl, because Kraft tops our list for being the biggest cradle robber in sports today.

During this past summer, the 71-year-old Kraft was seen canoodling around with the 32-year-old dancer and aspiring actress.

Kraft's Pats' teams may be consistent Super Bowl contenders year in and year out, but if we were him, we'd be most proud about that blonde beauty he's rolling around with.