The Movie: Set in the '50s desolation of Anarene, Texas, Peter Bogdanovich's 1971 coming-of-age film The Last Picture Show stars Cybill Shepherd as Jacey, a manipulative teenager from an oil wealthy family. Clad in plaid, she's the prettiest girl around, shallow, bitchy, a little slutty and terminally bored with her small town life.
The Style: Jacey wears pleated shorts, knotted shirts, ankle socks, saddle shoes and listens to Hank Williams while making out in cars, movie theaters, seedy hotel rooms, and is eventually seduced by her bitter mother's lover atop the local pool table. Batting her eyelashes in a cute gingham frock and attending a mid-winter pool party with the fast, rich crowd, Lacey attempts an awkward, giggling striptease on a diving board. While exposing beige stockings, garters and some serious white underwear, Lacey succeeds in making granny-pants sexy with her impulsive, paradoxical style.