1 Who can believe it has been 12 years since the jean skirt, crop top days?2 This is just one of many outrageous costumes the American has donned in New York.3 His fashion choices and sponsorship by H&M will be dearly missed this year.4 The Brit went wild for flowers in 2015.5 She's no stranger to taking fashion risks, especially in the Big Apple.6 In 2007, the Russian was a lady in red, complete with Swarovski crystals.7 The Slovak must walked away from the US Open in 2006 with some very weird tan lines.8 The squirrel was clearly just attracted to all the fun colors.9 His pirate-look days of yesteryear are dearly missed by many.10 This Adidas frock may have been the shortest dress in US Open history.