When: 2001
Notorious for taking his sidepieces to Knicks games, the Yankee captain was seen at the same game as the Victoria's Secret model. Rumors ran rampant that Jeter had added another dime to the list but both denied reports that they were dating. Jeter stated that he was at the game with his dad. However, Tyra did say she didn't see the rumors as a really negative thing. Think Jeter didn't get it in after that statement? We take one look at these twos and beg to differ.
Smash Probability:

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