21 Fantastic Oprah Winfrey Outfits From Her Early Career

A look back at some fashion moments that should probably remain in the ’80s and ’90s.

March 30, 1987.

Jim Smeal / Ron Galella Collection

January 1, 1987.

Time Life Pictures/DMI/Time Life Pictures / Getty Images

February 17, 1989.

Ron Galella, Ltd. / WireImage

January 24, 1986.

Ron Galella, Ltd. / WireImage

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