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Vanity Fair's Top 25 Dresses



Alice in Wonderland dress, Lewis Carroll & Sir John Tenniel, 1865

Marilyn Monroe singing “Happy Birthday Mr. President,” dress designed by Jean Louis, 1962

Jacqueline Kennedy in Oleg Cassini at the Inaugural Ball, 1961

Solo in the Spotlight Barbie by Mattel, 1959/1960

Elizabeth Taylor in Cat on a Hot Tin Roof, costume designer Helen Rose, 1958

Carolyn Bessette-Kennedy in her wedding dress by Narciso Rodriguez, 1996

Vivien Leigh as Scarlett O’Hara in Gone With the Wind, dress by Walter Plunkett, 1939

Julia Roberts in Pretty Woman, dress by Valentino, 1990

Anjelica Huston in Halston, 1972

Yves Saint Laurent Ballet Russe collection, Russian Peasant Dress, 1976

Yves Saint Laurent Mondrian dress, 1965/1966

Diane von Furstenberg on the cover of Newsweek in her own wrap dress, 1972

Princess Diana in Christian Stambolian, 1994

Mme. Grés gown worn in this Richard Avedon photo, 1978

Mariono Fortuny Delphos tea gown worn by Mrs. Condé Nast, c. 1909

Gwyneth Paltrow accepting her Oscar for Shakespeare in Love in Ralph Lauren, 1999

Marion Cotillard at the SAG Awards in Nina Ricci, 2008

Selma Blair at the Costume Institute Gala in Chanel couture, 2005

Rita Hayworth in Gilda, costume designer Jean Louis, 1946

Nicole Kidman in John Galliano for Dior at the Academy Awards, 1997

Renée Zellweger in Carolina Herrera at the Academy Awards, 2008

Audrey Hepburn in Breakfast at Tiffany’s, dress by Givenchy, 1961

Marilyn Monroe in The Seven Year Itch, off-the-rack dress chosen by costume designer William Travilla, 1955

Wallis Simpson in her Mainbocher wedding dress, 1937

Black stretch mini-dress by Azzedine Alaia from Robert Palmer’s Addicted to Love music video, 1985

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