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Dean Martin by Bob Willoughby

Errol Flynn....i have to say he likes like any hipster you'd see today (so robin hood was the original hipster)

Errol Flynn (1909 - 1959) sits smoking through a cigarette holder in the cabin of a boat. Next to him is his actress wife Lili Damita (1901 - 1994). Photo via John Kobal Foundation/Getty Images. °

Mr. Cool himself~ Dean Martin

Marianne Faithfull