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Some people truly have it all, and Yankees legend Derek Jeter is one of those people. But in his heyday, Jeter was not just the face of the most prestigious franchise in baseball, he was also quite the ladies man.

Jeter was known to have one-night stands with women and send them home the next morning with a gift basket of memorabilia, a ritual that may walk the line between classy and sleazy but is also 100% brilliant. It's believed that Enriquez met Jeter while dating A-Rod, and they may have broke up with A-Rod to date Jeter.

Since Jeter's first Major League Baseball game back in 1996 he's amassed a pretty enviable list of ex-girlfriends - including one another famous athlete once added as a notch on his bedpost. Mariah Carey Jeter dated the "Honey" honey when she was at the top of her game - from 1996-98.

Jeter was also at the top of his game - the very top.

Mariah married Nick Cannon in 2008, and they are still together.

Source: © Deposit Photos Derek dated Vanessa for about 3 years, starting in 2003.

But don't worry, he'll probably play the field until he's ripe in his old age.

The most recognizable man in baseball has led an almost notoriously private love life, and even reportedly has a habit of dumping girls when they get too famous for his liking and start doing hot photo shoots: see Vanessa Minnillo, Minka Kelly circa stunner Hannah Davis.

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and send them home with gift baskets full of autographed memorabilia the next morning.

Source: © Deposit Photos Derek dated Mariah Carey during 1997-1998.

That was vintage Mariah, when she was very hot, and was not very crazy.

They reportedly remain friends, but we think the benefits are probably gone by now.

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.

Of course, when he wasn’t obsessed with carrying one-night flings with random but undoubtedly gorgeous women, Jeter was wining and dining an almost endless parade of beautiful women who may have actually had more than one date with the future Hall of Famer in what amounts to an absolutely epic dating history for no. That may not be the real story, but it wouldn't be that shocking, would it?

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