15 Celebrities With Terrible Style Who Still Date Hot Women Image via Getty Images / Dave Kotinsky

Derek Jeter

Notable partners: Hannah Davis, Minka Kelly, Jessica Biel, Adriana Lima, Vanessa Minnillo, Jordana Brewster, Laura Dutta, Mariah Carey

Derek Jeter has a uniform: Jeans, v-neck tees, henley T-Shirts, and occasionally, button down shirts. Though this "Jersey Shore Lite" style may not be as outrageous as some of the other things his peers on this list have worn, he's on the fence and leaning into the territory of "Awful." That being said, he must be a nice guy or something because HE'S PRETTY MUCH DATED ALL THE HOT WOMEN IN THE WORLD. 

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