37. Elton John
Band: Elton John
Unfortunately for him, Elton John had an incredibly restrictive and conservative upbringing. But lucky for us, he created awesome music and developed a wild sense of style as a release from years of suppression. His eccentric personal style was fresh, but paled in comparison to his concert's outfits. Whatever barriers still existed by the mid-70s were smashed by Sir Elton John when he came out in a duck suit. A duck suit! He's toned it down in recent years, but Elton's signature eyewear continues to inspire current day designers and style icons.