British-American actress Olivia de Havilland wears a black hat with a stylized skull and crossbones, in 1935. This is the year the Tokyo-born 19-year-old starred alongside Errol Flynn in pirate adventure film "Captain Blood."
British-American actress Olivia de Havilland wears a black hat with a stylized skull and crossbones, in 1935. This is the year the Tokyo-born 19-year-old starred alongside Errol Flynn in pirate adventure film "Captain Blood."
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While many of her outfits can be credited to the costume designers she worked with, de Havilland also owned a large collection of designer clothes. Here she is pictured wearing a black lace veil and pearl necklace (circa 1940).
While many of her outfits can be credited to the costume designers she worked with, de Havilland also owned a large collection of designer clothes. Here she is pictured wearing a black lace veil and pearl necklace (circa 1940).
John Kobal Foundation/Moviepix/Getty Images
The actress, who's career spanned over half a century, owned an impressive collection of haute couture, including pieces from Christian Dior and Yves Saint Laurent. This photo of her is from circa 1945. <br />
The actress, who's career spanned over half a century, owned an impressive collection of haute couture, including pieces from Christian Dior and Yves Saint Laurent. This photo of her is from circa 1945.
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De Havilland dons a two-piece swimsuit and laughs as she ascends from a pool, in a photograph for Warner Brothers (circa 1938).<br />
De Havilland dons a two-piece swimsuit and laughs as she ascends from a pool, in a photograph for Warner Brothers (circa 1938).
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De Havilland shows off her Civil War period costume on the set of epic "Gone with the Wind," which was released in 1939.
De Havilland shows off her Civil War period costume on the set of epic "Gone with the Wind," which was released in 1939.
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The actress is pictured relaxing at home, holding a lit cigarette and glass of beer, the embodiment of the modern woman. On her feet she wears a towering pair of thick-heeled Mary Janes.
The actress is pictured relaxing at home, holding a lit cigarette and glass of beer, the embodiment of the modern woman. On her feet she wears a towering pair of thick-heeled Mary Janes.
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The actress wore a gown by Australian costume designer Orry-Kelly to the Academy Awards in 1950, at which she won the Best Actress Oscar for her performance in drama "The Heiress."
The actress wore a gown by Australian costume designer Orry-Kelly to the Academy Awards in 1950, at which she won the Best Actress Oscar for her performance in drama "The Heiress."
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De Havilland wears a polka-dot frock in this image of the actress alongside director Arch Oboler, as part of the recording of radio play "Johnny Quinn, U.S.N." (1942).
De Havilland wears a polka-dot frock in this image of the actress alongside director Arch Oboler, as part of the recording of radio play "Johnny Quinn, U.S.N." (1942).
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De Havilland wears a custom Christian Dior wedding dress for the film "The Ambassador's Daughter," which was shot in Paris (1955).
De Havilland wears a custom Christian Dior wedding dress for the film "The Ambassador's Daughter," which was shot in Paris (1955).
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De Havilland strikes a pose in a gown with a flowing train (circa 1936).
De Havilland strikes a pose in a gown with a flowing train (circa 1936).
John Kobal Foundation/Moviepix/Getty Images
The actress is captured in a blazer and tall leather boots at the back of a convertible in 1936.
The actress is captured in a blazer and tall leather boots at the back of a convertible in 1936.
John Kobal Foundation/Moviepix/Getty Images
De Havilland embodied modern elegance both on- and off-screen. Here she is pictured wearing a long wool skirt and knit sweater. (circa 1935)
De Havilland embodied modern elegance both on- and off-screen. Here she is pictured wearing a long wool skirt and knit sweater. (circa 1935)
Hulton Archive/Archive Photos/Getty Images