After seeing Derek Jeter with his arm around the First Lady last night, it reminded us how much of a player (off the field) the Yankees captain is. He’s currently hooked up with “Friday Night Lights” hottie, Minka Kelly. But that’s only the tip of the ass iceberg for Jeter. In fact,the list of all the lovely ladies who are now simply Jeters Slew of Sloppy Seconds is still mind-blowing. But I guess this is what you get for being baseball’s most awesome dude alive.

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Like single-malt scotch, the cougar is a savory taste that has peaked mainstream interest as of late. The cougar should be feared and respected, but most importantly -admired. The transition from Hollywood hottie to seasoned cougar is an arduous road that few can make. Those ladies that do make it, however, deserve all of the love and affection that we don on them.

So without further ado, we give you Hot-Ass Hollywood Cougar Tails.

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Mondays suck. Waking up in the morning seems impossible, there’s never any interesting news, and by the end of the day, any stress-relief achieved over the weekend has been replaced by a burning feeling of self-hate. But those days are over!

This is “The Week in Re-Boob,” a Monday-special round-up of all the hottest galleries from around the Web over the past week. That means all the hottest photo galleries of the hottest chicks in one place. It’s guaranteed to turn that Monday frown upside down.

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6 Golf Stretching Exercises From Natalie Gulbis

Ashley Dupre Hit The NJ Beaches This Weekend

Fat Man Falls On Hot Ball Chick

Andy Roddick Looks Handicap

Great Marketing or LA Skank?

Mariah Carey Beach Bikini Candids In Hawaii

This Just Ain’t Right

Kelly Carlson’s Raging Sideboob

The Evolution of the Beer Bong

Stolen Car vs Police vs Bus

Chapter 7 Brother!

JailBait: Allie Dimeco Naughty Myspace Bikini Pictures

French Hottie Angelique Boyer

Naked Man Rescued from Porta-Potty [video]

Gotta Love Spandex

R. Kelly’s Lawyers Begin Defense

Kanye West is living the good life as he is reported to be dating 25-year-old bikini babe, Selita Ebanks. We all know Kanye but who the F’ is Selita Ebanks (other than the proud owner of some of the best side-boob in the business)?

Get 5 facts about Ebanks, and her sexy photo gallery, after the jump! (more…)

Kristen Bell In Her Underwear

Bong and Bikini Rehab

Tess Montgomery

Texas Chainsaw Massacre: The Next Generation

Hilarious Gatorade Commerical

Top 20 Action Franchises

Mariah Carey Throws A Pitch

Jet Powered Bicycle

Heidi Klum Eats McDonald’s

The Lower East Side Is Endangered

In 2004, ESPN said that Derek Jeter was the “biggest playboy in all of sports.” The 33 year-old New York Yankee short stop has given us another reason to believe the hype as he’s begun shacking up with Friday Night Lights super-hottie and Emerging Hottie of 2008, Minka Kelly.

But Kelly is only another girl in the long list of babes that Jeter has dated. In fact, Jeter has hooked up with seven girls on this years Maxim “Hot 100″ list–and those are only the ones we know about.

So what happens to these uber-hotties after Jeter runs their bases? Find out here…or just salivate to their smokin’ pics.

Check out that all-star hottie lineup after the jump! (more…)

Life affirming: