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East London, circa 1967. Armed with only his trademark gentility and a well-cut suit, Sidney Poitier's Mark Thackeray takes on a classroom of troubled teens in To Sir, with Love. While a pre-Fame song-and-dance number helped propel English pop singer Lulu into temporary stardom, it was Poitier's classy gent that drew audiences to the theaters -- that and the abundance of kicky miniskirts. When it comes to mixing suave with street, these dashing icons excel, evoking personal style that is part saucy, part proper, and totally brilliant.

For a selection of kicky, saucy, proper, brilliant accessories and apparel, Click here.