“Why do you wear those outlandish clothes?” That was the provocative question asked of Bob Dylan during his 1966 Australian tour. “I look very normal where I live,” was his deadpan reply. Even in that era, when fashion was really starting to get wild, there was no place on earth where the musician’s appearance — typically a tapered, striped suit topped with a halo of untamed brown ringlets — would be considered normal.
Whenever we discuss Dylan, we must bear in mind that we’re talking about a dozen or so different characters. The superlative shape shifter has changed his look as often as he has his sound. And each and every one of his personas has had a singular sense of style and projected an image as carefully crafted as any of the icon’s song lyrics.
1963
Bob Dylan makes a name for himself in the Greenwich Village folk-music scene sporting denim, suede and a trusty black corduroy cap.
1965
The leather-clad singer ruptures American music at the Newport Folk Festival when he steps onstage and goes electric.
1966
Thin suits and pointy boots are hallmarks of Dylan’s style right before a motorcycle accident removes him from the public eye.
1969
When he does reappear, the musician has grown a beard and is all but unrecognizable.
1973
Dylan dons a cowboy hat and Wild West garb in Sam Peckinpah’s Pat Garrett & Billy the Kid, for which he also supplies an atmospheric soundtrack.
1979
As part of the Rolling Thunder Revue’s traveling caravan of musicians, he channels commedia dell’arte with colorful scarves and zany hats.
1987
Dylan’s head of curls is on trend in the eighties, when he delves into gospel and tours with the Grateful Dead.
1990
In true nineties form, he sports an oversize top and statement sneakers as part of super group the Traveling Wilburys.
1997
The musician has the look and sound of a living legend reinventing himself once again with the release of his album Time Out of Mind.
2005
Dylan’s constant fashion evolution continues to this day. His music has never stopped changing — and neither has his look.
Read this article as it appears in the magazine.