Derek Jeter retiring from baseball was a shock to everyone who thought The Captain would play forever. But don't worry, he'll probably play the field until he's ripe in his old age.
Not only does Derek Jeter hook Hollywood hotties, but he's also rumored to frequently shack up with Yankees groupies ... and send them home with gift baskets full of autographed memorabilia the next morning. (And if you believe certain rumors, Jeter also gives the gift that keeps on giving, all around the A-list. Yikes!)
Derek Jeter dated songbird Mariah Carey from to 1998. The pair bonded over their shared mixed race heritage, but ultimately split over their shared celebrity and media attention.
Mariah Carey & Derek Jeter
Derek Jeter dated legendary swimsuit and Sports Illustrated model Bridget Hall briefly in ...
then he bounced into a relationship with one-time Miss Universe Lara Dutta from 2000 to 2001. She was one of his first ladies to make her debut at a basketball game.
Lara Dutta & Derek Jeter
Derek Jeter dated singer and th Heaven actress Joy Enriquez in summer 2001. She's since moved on to Rodney Jerkins, and he's since moved on to ... well, everyone.
Jordana Brewster (and her eyebrows) had a Fast And Furious courtside courtship with Derek Jeter from July to April 2003.
Jordana Brewster & Derek Jeter
Before Vanessa Minnillo became Mrs Nick Lachey, the erstwhile MTV VJ had an on-again off-again fling with Derek Jeter from 2003 to 2006. They reportedly remain friends, but we think the benefits are probably gone by now.
Vanessa Minnillo & Derek Jeter
Derek Jeter reportedly dated Jessica Alba while on a break from Vanessa Minnillo in July
Scarlett Johansson and Derek Jeter were rumored to hook up in , likely when he was on yet another break from Vanessa Minnillo.
Though Derek Jeter and Vida Guerra were never confirmed as an official couple, rumor has it he hung out in her dugout in
Derek Jeter and Adriana Lima reportedly dated for a short time in But the supermodel's vow of virginity and Jeter's penchant for gift baskets probably proved a bad match. (But a really, really good looking one.)
Adriana Lima & Derek Jeter
Derek Jeter dated Jessica Biel from November to January 2007. We're surprised he could take his eyes off of her!
Derek Jeter & Jessica Biel
Gabrielle Union and Derek Jeter were rumored to be hooking up when they were spotted dirty dancing and flirting in a New York City nightclub in early after his split from Jessica Biel. Unfortunately, the rumors were false. Union sighed, "Trust me, if I were dating Derek Jeter, I would hold my own personal press conference to announce it to the world. I'm actually getting a little nervous about when our fake breakup is coming." Ha!
Before becoming one of several women who helped end Tiger Woods' marriage, Rachel Uchitel helped Derek Jeter on his own swing in
Minka Kelly and Derek Jeter were on-again off-again since October and seemed like the real deal. They shocked the world when they split for good in February 2012 after more than three years together.
Minka Kelly & Derek Jeter
Derek Jeter and Hannah Davis hooked up in July , but reportedly split early this month due to her growing fame from her Sports Illustrated photo shoots.
Derek Jeter & Hannah Davis