Edward G Robinson
Gangster chic is normally associated with the 50's era portrayed so effectively in the Godfather movies: sharp silk Italian suits fine tailoring and muted palates. Goodfellah's gave us a newer generation with a more casual look: buttoned down shirts and Gabbicci slacks.
The real dapper gangster look is that of the 30s. Spats, brown derby hats, Fedoras, Double breasted suits, button holes, canes, waistcoats and cool overcoats. It was a spin on the quintessential British gent: a look taken to extremes by the Super Fly pimp of Blaxploitation.
George Raft, Edward G.Robinson and to an extent Cagney typified this style. Those great Warner Brothers gangster movies showcase this dapper look and the men who strutted across their empires had a swagger that really did exploit the "if you've got it flaunt it" credo.
Cagney & Bogart
The Dead End Kids seek to emulate the
Gangster style in Angels With Dirty Faces
Art work courtesy http://www.paulalexanderart.com