6. Sidney Poitier
Notable Roles: In the Heat of the Night (1967); The Jackal (1997); Guess Who's Coming to Dinner (1967); Lilies of the Field (1963)
The man knew how to wear a suit and tie with an experienced ease. Sidney Poitier's artistic triumphs were always cleverly draped from his solid, slim suits to his post-modern, ragged look in the 1963 picture, Lilies in the Field. A true beacon of his craft, Sidney Poitier's dedication to his work helped mold a staple for himself in the heroes of relaxed, yet sharp style.