Derek Jeter and His Hottest Squeezes Through the Years

at 2:21 pm | By
Derek Jeter #2 of the New York Yankees cracks a smile during batting practice

Scott Iskowitz/ Getty Images

Derek Jeter is truly a legendary “player.” The baseball hero has dated and hooked-up with some of the most beautiful women in the world. Not only has he been with A-list celebrities, but also some of the hottest supermodels as well.

Now that the former shortstop for the New York Yankees is retired, will he still have what it takes to continue his thriving success at hitting home runs with the ladies? Our guess is yes. But in honor of the Captain, let’s check out the stats of the 20-year career roster of women that he built-up over the course of playing for the Yankees.

Here are 16 cleat-chasers that got to play ball with Jeter…