The Ultimate List of Derek Jeter's Hottest Ladies

Zack PumerantzAnalyst IIIAugust 26, 2011

The Ultimate List of Derek Jeter's Hottest Ladies

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    It's official! Minka Kelly will be taking her talents elsewhere as she and the Yankees' captain are no longer an item.

    For obsessive fans who were hoping for a postseason engagement, this comes as quite the disappointment.

    However, for Jeter this is just another minor speed bump in his quest to find true love.

    He doesn't seem close to settling down anytime soon considering he has been playing the field for years. 

    Let's take a look at the hottest women he's ever dated, undoubtedly missing a few who aren't in the limelight like these sexy celebrities.


11. Joy Enriquez

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    Alex Rodriguez is known to have fumbled a date opportunity with this singer before his current counterpart Derek Jeter jumped on the opportunity.

    This was during a time when the media loved to create a rivalry between the two shortstops.

    Looks like Jeter won this one as well.

10. Mariah Carey

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    While most fans know this R&B singer for her rift with Eminem, Carey also dated one of the biggest names in New York sports.

    Sharon Osbourne may have said that Carey had "the best boob job in the business," but only Jeter can tell us the truth to that comment.

    At least Jeter couldn't make a rap about her after they broke up.

9. Jordana Brewster

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    With a B.A. in English from Yale University, acting might seem like an underachievement.

    However, her sexiness can't be ignored and shouldn't be hidden behind books.

    She's mastered her craft.

8. Vanessa Minnillo

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    From late 2003 to early 2006, Jeter and the former Miss Teen USA had an on-and-off relationship that ended with optimism.

    He should be called Good Luck Derek as Minnillo found the love of her life Nick Lachey when she starred in his music video "What's Left of Me" shortly after breaking up with Jeter.

    Quite the production.

7. Lara Dutta

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    Not many people get to say they have dated a Miss Universe, but Jeter has that honor.

    When she lived in New York City, this Indian actress dated the 3,000-hit shortstop and was often spotted at his games.

    Quite the power couple.

6. Vida Guerra

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    This Cuban glamour model is mostly known for her body, but also for dating the star shortstop.

    Guerra is a vegetarian, begging fans to wonder if that is the key ingredient.

    We'll take any opportunity to look at her.

5. Scarlett Johansson

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    Named No. 6 in Maxim's Hot 100 Issue in 2006, No. 3 in 2007 and No. 2 in 2008 puts this sexy actress in the upper echelon of American beauty.

    In 2006, Esquire named Johansson "Sexiest Woman Alive." It got better in 2007, as she was named "Sexiest Celebrity" of the year by Playboy.

    She might be more prolific as a model than an actress.

4. Adriana Lima

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    Rumored to have dated Derek Jeter in 2006, similar to the one featuring Gabrielle Union, the Brazilian model has one secret that she says her men will have to appreciate and respect.

    A devout Catholic, Lima told GQ in 2006 that she is a virgin and believes that sex is for marriage.

    Our respect just significantly rose.

3. Minka Kelly

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    As her relationship with Jeter progressed, constant rumors of an engagement and a wedding date hovered over.

    While they are still friends and care about each other, they are surely less stressed following their "amicable" breakup.

    Now that they are free, their next moves will be magnified and shadowed by the media.

    As usual.

2. Jessica Biel

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    She may be known for her roles on 7th Heaven, I Now Pronounce You Chuck and Larry and The Texas Chainsaw Massacre, but this beautiful actress and model also dated the 37-year-old shortstop from 2006-2007.

    He sure felt like he was in heaven.

1. Jessica Alba

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    Jeter loves those Jessicas.

    Voted number one on's list of "99 Most Desirable Women" in 2006, Alba is seen as a sex symbol, consistently found in the Top 100 lists of many magazines, specifically Maxim.

    Most fans are envious of this one.

    How could Jeter let this slip away?