2. Series 60 V8 Sunshine Turret Top
Complex Says: If you were a gangster in the '30s who was working on getting his new racket after Prohibition was repealed, this was what you wanted to drive. If you were a forward-thinking gangster who had already figured out a new racket, you were already cruising in your Caddy. Because of the smooth lines, framed windows, and integrated fender, this was a turning point in the world of design. It's still beautiful today.