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Sunday, April 19th, 2015

Derek Jeter’s 10 Hottest Girlfriends of All-Time


New York Yankees stud shortstop Derek Jeter will one day be inducted into the Baseball Hall of Fame in Cooperstown, but he could make an even more powerful case for being inducted into the Playboy Hall of Fame.  He has dated some of the hottest women on the planet and done so rather discretely, which is no small task for a pro athlete playing the field in New York City.

There are a couple of themes to Jeter’s women: 1. brunettes for the most part.   2. big boobs/toned bodies.   3. Success in a celeb related industry whether it be modeling, acting, or singing.   4. Celebs that aren’t extremely vocal in the media or run their mouths (exception at #8).   5. Women that also could have ended up dating fellow athletes Tiger Woods, Alex Rodriguez or actor Chris Evans.

Derek Jeter’s 10 Hottest Girlfriends of All-Time:

Adriana Lima Dated Derek Jeter Briefly in 2006

1. Adriana Lima – This stunning Victoria’s Secret angel has become well known for marrying NBA scrub Marko Jaric (who the Memphis Grizzlies paid nearly $8 million this year to stay away from the team), but the Brazilian beauty once dated the Yankee shortstop for a brief spell in 2006.  If you take her at her word though Jeter never bedded her, as true to her religious beliefs, she didn’t have sex before marrying Jaric (who remains perhaps the luckiest florist on the planet).

Mariah Carey Dated Derek Jeter from 1997-1998

2. Mariah Carey – It is easy to bash on Mariah ’saggy jugs’ now, but when Jeter was tapping that ‘Honey’ from 1997-1998 she was one of the most talented and desirable women in the world.  Jeter and Carey were at the pinnacle of their primes when they dated.  The Yankees were winning the World Series almost every year, and Mariah was constantly on top of (besides Jeter) the Billboard charts.  Shortly after their split her movie Glitter BOMBED, her career crashed, and she eventually ended up spending time in a mental hospital.  She is currently married to wannabe actor Nick Cannon.

Jessica Alba Dated Derek Jeter During 2004

3. Jessica Alba – Jeter dated Alba in 2004 for a very short time.  She eventually met Cash Warren later that same year on the Fantastic Four set and married him in May 2008.  Some internet rumors claim that in the brief time that Jeter gave Alba herpes.  If so, I doubt she’s the only one.

Minka Kelly Dated Derek Jeter from 2008-2010

4. Minka Kelly – Minka rose to fame on the popular television show Friday Night Lights that centers around the drama that is high school football in Texas.  She is also the daughter of one-time Aerosmith guitarist Rick Dufay and former Vegas showgirl Maureen Kelly.  She is currently dating Derek and has been since 2008.  There has been some rumors about the two being engaged, but Jeter quickly and smartly denied them.  Minka seems to be a great match for Jeter, but history should tell her, us, and everyone that she will likely be replaced sooner before later.  Once the engagement rumors start floating, Jeter usually cuts bait and moves on.

Lara Dutta Dated Derek Jeter from 2000-2001

5. Lara Dutta – This stunning beauty was Miss Universe in 2000.  Jeter wasted no time, dating her from 2000-2001.  Dutta has done mostly Indian movies to date with mixed success. She has also dated Tiger Woods sometime late in 2001.  Lara was last romantically linked to fellow Indian actor and model Dino Morea.

Vanessa Minnillo Dated Derek Jeter from 2003-2004

6. Vanessa Minnillo – Jeter and Vanessa met and dated from 2003-2004 while she was hosting the popular MTV show Total Request Live in New York City.  Minnillo has a thing for sporty men as she has also dated NBA Hall of Famer Scottie Pippen and sports junkie Nick Lachey.  Vanessa was at the peak of her popularity and one of the more well known faces in New York during the time she was dating Derek.  She was also Miss Teen USA 1998 and has been dating Lachey the past three years.

Jessica Biel Dated Derek Jeter from 2006-2007

7. Jessica Biel – One of Jeter’s more undervalued skills is nabbing Hollywood’ starlets during their peak prime before politely dumbing them to move on to the next hottest up and coming star.  He did this to perfection with Biel after she left 7th Heaven. The two dated from 2006-2007 while Biel’s Hollywood star was very much in demand.  Jeter moved on, Justin Timberlake picked up where he left off with Biel and her career has never been the same since.

Rachel Uchitel Had An Encounter with Derek Jeter in 2008

8. Rachel Uchitel – Remarkably in the past 5 months Uchitel has become one of the more well known names on this list…not from Jeter but when the National Enquirer busting Tiger Woods for having a hot n’ steamy transcontinental affair with her.  Rachel had scheduled a press conference with man-hating attorney Gloria Allred that was canceled at the last moment when she agreed to a multi-million dollar settlement with Woods to keep the details of their juicy romance private.  Jeter did beat Woods to the hole, as his romantic romps with the super-tramp took place during 2008.

Jordana Brewster Dated Derek Jeter from 2002-2003

9. Jordana Brewster – Most of America is still relatively unfamiliar with Brewster, but she rose to fame for her role as Mia Toretto in Fast & Furious and The Fast And The Furious.  She dated Mark Wahlberg before Jeter landed her from 2002-2003.  In Jeter’s wake she downgraded to Sugar Ray’s Mark McGrath, before eventually marrying producer Andrew Form in 2006.

Joy Enriquez Dated Derek Jeter in 1998

10. Joy Enriquez – Beautiful yet relatively unknown considering Jeter’s other high profile conquests.  The two dated around 2001.  Joy has had a mediocre pop singing career and a few cameos on 7th Heaven.  Joy was a background singer for Mariah Carey before stealing Jeter’s attention away from the Butterfly Diva.  She has also been romantically tied to Jeter’s teammate Alex Rodriquez.  She has been married to record producer Rodney Jerkins since 2004.

Other women rumored to be linked to Jeter over the years include Tyra Banks, Scarlett Johansson, and Vida Guerra among others.

20 More Photos of Derek Jeter and Dates

So who was Jeter’s hottest conquest?  Who has Jeter struck out on that he should have dated?

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12 Responses to “Derek Jeter’s 10 Hottest Girlfriends of All-Time”
  1. Sean says:

    Minka Kelly is trying her best to get Jeter to put a ring on it. She will probably try to get knocked up to make sure he marries her. She dates any man with money or famous. A gold digger married or single it doesn’t matter and a pothead. Jeter feeds her weed habit when she isn’t yelling at store clerks who she thinks are beneath her since dating Jeter

  2. Harry Fried His Brains says:

    He does ‘DATE’ these women as a cover – he’s GAY. He will never marry ladiesssssss.

  3. jlo says:

    no comment huh!! no big deal..u cannot blame derek jeter..admit it he has the looks and hes kinda hot…im a fan of jeter and absolutely hes handsome…A-ROd also

  4. JustMe says:

    Mariah WAS so freakin hot when she dated him! She was the most gorgeous she’s ever been at that time.

  5. JimmyJam says:

    So, none of them got his baby, but did he give them all herpes? I know (have heard) that Jessica Biel got her’s from Jeter. Something to remember him by.

  6. Mandrake says:

    I see Derek likes his women with those aftermarket accessories. That’s disgusting.


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    Luigi Wewege…

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