The 10 Most Impressive Dating Resumes in Sports

By (Senior Writer) on November 15, 2009

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It's no secret that hot women love athletes. It's hard to find a professional athlete who isn't married to or has a girlfriend that is extremely attractive.

However, it's harder than you think to keep up relationship after relationship, especially if the girl you're with is high-profile herself. Then it becomes more difficult.

This is a salute to the guys who showed that while pimpin' may not be easy, the payoff is fantastic. Here are The 10 Biggest Players In Sports And The Sexy Ladies That Love Them.

No. 10: Alex Rodriguez

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Whoa! Not exactly what you were expecting, were you? Believe me, nobody was more suprised than I was, but if you look back on the past few years, A-Rod has been a busy man. And with his latest lady being his good luck charm, I think it landed him a spot on this list.

Cynthia Rodriguez

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While A-Rod's ex-wife may have been a little mentally unstable, it's hard to dispute the fact that she was hot.

But Rodriguez knew he had some game left in him, on and off the field...

Madonna

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Not exactly the prime choice for your next conquest, but dating Madonna showed that A-Rod wasn't going to shy away from controversy. He was going to be in the spotlight with his women from now on.

That was ballsy, but I'd say it paid off in the long run...

Kate Hudson

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Because it landed A-Rod K-Hud.

While it may have been a few years since Hudson cracked any guy's Top-10 list, she still has got movie star good looks. Hell, she could have looked like Kathy Bates as long as it landed the Yankees another World Series victory.

No. 9: Lance Armstrong

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How does a guy who spends most of his waking hours on a bike manage to be cycling's biggest heartbreaker? I have no idea. But here he is.

Sheryl Crowe

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After he split with his wife in 2003, Armstrong wasted no time in hitting the celebrity circuit with Sheryl Crowe. In fact, this couple got along so well that they got engaged, only to break it off less than a year later.

Crazy of Crowe to think a lone wolf like Armstrong could be tied down.

Ashley Olsen

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Armstrong also dated Kate Hudson for a little bit before he was seen shmoozing it up with little miss Ashley Olsen.

While it never really worked out to be anything substantial, Lance gets super bonus points for hooking up with a star of Full House. That show was awesome.

No. 8: Brad Penny

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This guy? Really?

Brad Penny may not be a household name, but his name is in some of the more impressive black books in Hollywood. Let's check them out.

Alyssa Milano

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A pitcher junkie, Milano has dated her fair share of baseball players, so it's only natural that her and Penny would cross paths at some point.

They probably met and the conversation went something like, "So... you're Alyssa Milano and... I'm a pitcher. Wanna go out?"

"Definitely."

Eliza Dushku

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Eliza Dushku hit everyone's radar after a little thing I like to call "The Carwash Scene" in Bring It On, especially Mr. Penny, who somehow managed to score this sexpot.

I guess that's the kind of perks you get playing ball in L.A.

Karina Smirnoff

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Karina Smirnoff is a professional ballroom dancer by trade and hottie by nature. She had dated Mario Lopez previously, as well as fellow dancer Maksim Chmerkovskiy, so naturally she would be drawn to someone with Penny's physique.

Wait, what?

No. 7: Sean Avery

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Avery doesn't think of himself as just a hockey player. He's also an entrepreneur and fashion mogul in his mind. So of course he thinks that it's in his right to date incredible women.

And of course, since women make terrible decisions with men, he landed some of them.

Rachel Hunter

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Stacey's mom still has got it going on. Even a douche like Sean Avery could figure that out.

Elisha Cuthbert

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Elisha has started appearing in my slideshows so much that I need to start sending her royalty money.

Seriously though, even though she hooked up with Avery, I'm begging her to keep sticking it to athletes. It makes my job so much easier.

Hilary Rhoda

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Rhoda, a swimsuit model, is the latest woman to fall into Avery's rat trap. Sooner or later she'll realize he's a jerk, but hopefully she'll be like Hunter and Cuthbert and become some hockey player's sloppy seconds.

No. 6: Tony Romo

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Romo hasn't done much on the field, well, in the playoffs at least, but that doesn't stop him from at least acting like Tom Brady off the field. His steady stream of blond hotties at least fooled people into thinking he was a superstar.

Carrie Underwood

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A fellow Texan, Underwood whet her athlete appetite on Romo before heading over to the NHL. But she certainly left an impression.

Jessica Simpson

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Simpson started out as the catch of the century for Romo before she started gaining a bunch of weight and jinxing him at his games. She obviously had to go after that.

Candice Crawford

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A sports journalist, beauty contestant, and sister of Gossip Girl's Chace Crawford, Candice is just famous enough to land on Romo's radar.

So you're telling me he has a type? Really? I don't see it.

No. 5: Andy Roddick

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Although currently off the market, Roddick was highly sought after by many women and he indulged in enough to make us obscenely jealous.

Mandy Moore

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Pop star turned movie star, Mandy Moore is that perfect combination of innocent and sexy, which Roddick obviously liked.

I know I'm a fan.

Maria Sharapova

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Although their relationship was never confirmed, the rumor alone was enough to get the world thinking about what incredibly talented and good-looking tennis babies these two could have.

Brooklyn Decker

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If you're going to lose your playboy ways, what better way to settle down than with one of the most gorgeous women on the planet?

Once you hit the top, there's nowhere to go but down, so just stay at the top.

Hey, speaking of which...

No. 4: Tom Brady

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Tom Brady is also off the market, but he was the best combination of talent and lady-killer since Derek Jeter. Guys everywhere can rejoice that Tom Brady is no more a threat to take their women.

Tara Reid

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Brady didn't date the crazy, boozing, nipple-slipping Tara Reid of now. He dated her back when she actually looked like this and could still turn men on with her smokey voice instead of making them want to vomit.

Bridget Moynahan

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The woman who turned Brady into a baby daddy, he and Moynahan were considered the power couple in the NFL. Ha! As if you thought that's as high as Brady could go!

Gisele

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Bam! Gisele!

Brady snatched up the one-time and possibly current holder of the most beautiful woman in the world. How do other women ever feel secure when there's a supermodel out there that guys are looking to upgrade to?

No. 3: Jason Kidd

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Jason Kidd is this list's biggest sleeper. You didn't see him coming did you? Well, if you didn't know before, now you know. Jason Kidd is a pimp.

Joumana Kidd

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This was his first wife. Unhinged like Cynthia Rodriguez, but way, way hotter. Even had Kidd whipped enough to blow her a kiss before his free throws. I probably would have too.

May Anderson

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After Kidd split with his wife, he took the ultimate revenge - getting with a super hot model.

May Anderson didn't last too long with Kidd, but she certainly did the job she was supposed to.

Hope Dworaczyk

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Finally we get to Kidd's latest and loveliest. I have no idea how to say her name, but that's the last thing on my mind when I'm looking at her.

Add to the fact that she's supported her man by getting photographed in Dallas Mavericks body paint, and she is a huge reason that Kidd moves up the list as far as he does.

No. 2: Cristiano Ronaldo

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Easily soccer's bigget playboy, Ronaldo's list looks like a who's who of women who are vaguely important but incredibly beautiful.

He zooms to No. 2 just on volume alone!

Karina Ferro

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Karina Ferro had been linked to Ronaldo from 2002-2005, during which time Ronaldo was linked to various other women. I guess she didn't mind not having an exclusive relationship with the man.

It apparently didn't spoil her appetite for pretty boy athletes, as she also dated Rafael Nadal a few years later.

Marina Rodrigues

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Marina was Miss Portugal in 2004.

Her solution to obtaining world peace was, "Um, I don't know. Can I start dating famous people now?"

That answer won her the crown.

Merche Romero

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Merche was Cristiano's first cougar. She was nine years older than him.

Ronaldo never confirmed or denied that they were together, but Romero came out and publicly said that they had broken up.

Luciana Abreu

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Luciana Abreu is a Portugese singer, actress and television host. She started out on Idolos, the Portugese version of American Idol.

Although her involvement with Ronaldo was just rumored, it's not hard to see why he would be interested.

Gemma Atkinson

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Atkinson had a very high-profile breakup with Ronaldo when she claimed that the relationship ended when she "caught him shagging prostitutes."

I have a very hard time believing he could have found a prostitute that could even come close to how hot Atkinson is.

Bipasha Basu

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Bipasha Basu is an actress that is considered one of the more mainstream in Bollywood.

She was photographed kissing Ronaldo while still in a relationship with her current boyfriend, John Abraham.

Scandalous!

Imogen Thomas

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The ex-Miss Wales was also on Big Brother UK, has a sex tape out there, and has no problem posing nude in photo shoots.

I am shocked—shocked, I tell you—that she dated Ronaldo.

No. 1: Derek Jeter

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Of course, at No. 1, the man that comes to mind anytime you talk about a playboy athlete. Jeter may have damaged his rep just a little by sticking with the same women for so long, but I mean, come on, it's Minka Kelly!

Jeter is the gold standard by which sports playboys from past and future should and will be measured.

Mariah Carey

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To really understand the significance of this one, you have to go all the way back to 1996. Jeter was just one year into the league and Mariah Carey was at the peak of her hotness.

This was an upset of epic proportions. This was the first celebrity Jeter dated, and it just so happened to be one of the hottest women on the planet at the time.

He was just getting started.

Lara Dutta

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After dating one of the hottest women on the planet for three years, Jeter decided to set his sights on something bigger... the universe.

Yes, he started dating Lara Dutta, the Miss Universe winner from India. She earned the highest score ever for her final interview in the pageant, making her not only beautiful, but intelligent as well.

Jordana Brewster

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Jeter made the leap to Hollywood hotties when he started dating "The Fast and the Furious" beauty Jordana Brewster.

Brewster has that kind of girl-next-door quality... if the girl that lived next to you was this stunning.

Adriana Lima

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Jeter seemed intent on knocking off as many different kinds of hotties as possible—pop star, Miss Universe, Hollywood star, and next a Victoria's Secret Angel.

That's what I like to call hitting for the cycle.

Jessica Alba

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This is the point where Jeter finally went, "Hey, I'm Derek Effing Jeter. I can be with any woman I want."

My theory is he went up to all his buddies, asked them if they could date any women in the world who would it be, then proceeded to go out and date that woman.

And that was before the video below. Mercy.

Vida Guerra

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You knew it was only a matter of time before Jeter got together with a Playboy and FHM model, even if they were never "officially" an item.

Guerra is a lot like a less famous Kim Kardashian. She isn't known for anything other than dating an athlete, being really hot, and having a big butt.

Seriously, try to find some pictures of Vida with clothes on somewhere on the internet. It's damn near impossible.

Jessica Beil

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The second half of the famed double-Jessica I mentioned at the beginning. Men all over the world have debated over which Jessica you would choose if you had your choice.

Jeter is the only man qualified to answer that question. And we salute you for it, Derek.

Can you tell us, though? In detail?

Minka Kelly

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A classic beauty, Minka was a big part of the Yankees run to the World Series, as she was in the stands plenty during the playoffs.

As long as Jeter keeps dating women who look like this, I'm okay with the Yankees winning, because it means we get to see more and more shots of them in the crowd.

Thank you Derek, and everyone else on here, for giving us that pleasure.

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