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humphrey bogart to have and have notMost Famous Role: Casablanca, 1942

Most Fashionable Role: To Have and Have Not, 1944

Memorable Movie Quote: “You know what you’re getting into. It’s gonna be rough.”

The Look: 1940′s France; Harry Morgan is a hardened fishing-boat captain after nothing more than money. With a combination of nautical and black tie apparel, Bogey is the perfect foil for the classy American “Slim” (played by future wife Lauren Bacall) and he ends up getting much more than he bargained for. Slim suits, captain’s hats, and an ever-present cigarette makes life on the seas seem more glamorous and romantic than you can imagine.

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