Booth Moore, Times fashion critic
"The Wizard of Oz" (1939): For establishing the transformative power of shoes. I mean, really, do women ever stop searching for those ruby red slippers? [Pictured here.]
"Morocco" (1930): Marlene Dietrich in a tuxedo -- androgynous style decades before Yves Saint Laurent designed le smoking tux.
"Gilda" (1946): The black strapless satin Jean Louis gown Rita Hayworth wore for her clothed striptease may be the sexiest film costume of all time. There would have been no Marilyn Monroe and no Madonna without Rita Hayworth. And probably no glut of strapless prom dresses either.
"Auntie Mame" (1958): Everything about this film is chic, from the interiors of Mame's apartment to her identity-changing outfits. Against the backdrop of the conformist 1950s, her pronouncements, her openness to diverse cultures and lifestyles echo those of the great style queens Diana Vreeland and Gloria Guinness.
"Pillow Talk" (1959) Jean Louis again, but this time he's dressing Doris Day in 1950s sheath gowns and capri pants, proving that quirky, funny girls can be sexy too. It's the same fashion rule upon which Barneys New York is founded.
"Breakfast at Tiffany's" (1961) A primer on women's wardrobe must-haves -- an LBD (by Givenchy in this film), a string of pearls and a pair of oversized sunglasses. The combination looks as right now as it did 40 years ago.
"Barbarella" (1968) Sci-fi gets seriously sexy, with some help from fashion designer Paco Rabanne. You know Nicolas Ghesquiere has a well-worn copy.
"Grey Gardens" (1975) Skirts worn as capes? Head scarves made of tea towels? Big Edie and Little Edie wear them with as much confidence as they would Paris couture. It's not fashion, it's style.
"Taxi Driver" (1976) In her halter tops, short shorts, platform shoes and wide-brimmed hats, Jodie Foster's teenage prostitute is the embodiment of the slightly creepy, youthful longing that drives the fashion business.
"Grease" (1978) For the leggings, the killer heels and the unforgettable makeover moment.
"Flashdance" (1983) The picture of '80s workout mania that spawned a million ripped sweat shirts.
"The Matrix" (1999) Inspired by '80s punk and old-school westerns, the costumes created a new bad-boy uniform, centered around the black trench coat.
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