One of the first true celebrity footballers, George Best was a wizard on the wing and a laugh at the bar. His champagne lifestyle sadly got the best of him, but it also propelled him into sartorial stardom. In 2007, GQ named him one of the 50 most stylish men of the past 50 years.  

Years Active: 1963-1974 (Manchester United), 1974-1984 (various clubs including two three in the North American American Soccer League).