Carrie Flaska in Private Parts (1997)

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Howard Stern lived up to his boast of being the King of All Media when he released Private Parts (1997), his funny, frisky, and funbagtastic biopic. The story follows his humble beginnings as a DJ, his fateful gathering of busty Robin Quivers, joke-man Jackie Martling, and bizarro freak Fred Norris and his rise to fame as the world's first shock jock. Along the way he fantasizes about lesbians, makes Theresa Lynn reach orgasm by straddling her stereo speaker, and gets porn star Jenna Jameson to bare all on the air. Is it any wonder why this guy rules the airwaves?