For the 20 years he played baseball, did anyone have the world at his feet more than Derek Jeter?
The New York Yankees shortstop gave his adoring fans what they wanted in the form of five World Series titles, earning him nicknames like "Captain Clutch" and "Mr. November." In turn, Jeter was gifted with fame, hundreds of millions of dollars, 14 trips to the MLB All-Star Game and more female attention than any one man might know what to do with.
Throughout, despite being one of the biggest names in all of sports, let alone the official BMOC of the Big Apple, he somehow remained free of any major scandals or anything else that could have tarnished the Yanks' beloved No. 2—no failed drug tests, no arrests or legal troubles (well, there was a tax thing), no messy divorce, no cheating scandals.
Of course, to have some of those things he would have to have been married in the first place. And Jeter, with utmost purpose, remained a bachelor during his playing days.