Carey was also at the top of her game, releasing the albums The current wife of Nick Lachey, Vanessa Minnillo formerly dated Jeter back in 2003.At the time Minnillo was hosting MTV's "Total Request Live" and was a former Miss Teen USA.
This was before Jessica Alba's fame grew, and during Jeter's back-and-forth relationship with Minnillo.
Alba obviously went on to become a successful actress appearing in movies such as alumni, the show was wrapping up around the time that the two started dating.
It was one of Jeter's longer relationships, lasting one year.
Derek Jeter is one of the best players to ever play the game for the Yankees.
When you are a legend in your sport, you get rewarded with millions of dollars - and a revolving door of hot girlfriends.
We have seen Jeter with numerous ladies that we expected - and often hoped - he would finally settle down with. Jeter and Dutta were spotted together shortly after she won the 2000 Miss Universe Pageant. Dutta is one of the bigger stars in her native India courtesy of roles in Bollywood hits such as "Om Shanti Om" and "Billu Barber" which many of you may have seen.
Every time the public has come to expect him to finally have found the 'one,' we get another one of those breakup tabloids. Many of you may remember the name Rachel Uchitel from the Tiger Woods saga. Jeter and Uchitel spent time together back in 2008.
Uchitel was rumored to appear for Jeter and Enriquez briefly dated back in 2001, after Alex Rodriquez supposedly introduced the two following his own relationship with the star.
Enriquez is an actress and singer who has appeared in the television series This was one of Jeter's longer relationships, lasting from 1996-1998 with the diva.
Jeter and Carey were the first high-profile pairing in a train of many for Jeter.
The relationship started when Jeter was a rookie for the Yankees, on the verge of winning his first World Championship.