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She and Jeter dated for about a year after she won. Carey started dating Jeter in 1996, during his rookie season in which he would win his first World Series.

Although Jeter was just beginning his legendary career, Mariah was already there, making her the only girlfriend who was possibly more of a big shot than him.

Scarlett Johansson Late in 2004, Jeter was spotted dining with the future Mrs.

Ryan Reynolds (and shortly more distant future ex-Mrs. Their status as an actual couple was never confirmed, but she still makes the list because she's really hot.

When people talk about Derek Jeter as a future Hall-of-Famer, they shouldn’t just refer to the shortstop’s place in Cooperstown.