9. World’s Fastest Half Marathon While Running in a Suit: 1:11:36

In 2017, Chris Estwanik broke the Guinness World Record for the fastest half marathon while wearing a suit — urged by the promise of a free round of a Dark and Stormy rum-based cocktail. He clocked in at a time of 1:11:36 at the NYC Half, shattering the previous mark by more than seven minutes and placing 55th overall.

Prior to the run, he embarked on a search for the most flexible suit he could find: a slim cut, navy “Slim Photographer,” which he purchased off the rack for $400. In true New York City fashion, he sped past the finish line in style, sporting stylish sunglasses and a beaming smile.