In reply to Alrobertson: howabout a trilby
also from wikipedia some trilby wearers
Arthur Daley, Minder
Tim Armstrong, musician
The Blues Brothers, musicians
Humphrey Bogart, actor of the Golden Hollywood era
Al Capone, gangster
Pete Doherty, musician
Carl Barat, musician
William Norman Ewer, journalist
Derek Grant, musician
Dick Grote, author
Jimi Hendrix, musician
Daisuke Jigen, fictional gunslinger
George Melly, jazz musician
Brad Pickett, mixed martial artist
Rorschach, fictional vigilante
Paul Simonon, musician
Matt Skiba, musician
Scatman John, jazz Singer
John Taylor, musician
Charles Trenet, musician
Tom Waits, musician
Lennard Pearce, Only Fools and Horses
Harry Worth, comedian
Corey Feldman, actor (throughout 1980s)
Ryan Casey, fashion guru