1950 — Bonnie Cashin

Pauline Trigere

Gloria Swanson

Fleur Meyer

1951 — Michelle Murphy

Ernestine Cannon

Jane Derby

Ben Zuckerman

Jacques Lesur

1952 — Anne Fogarty

Roger Fare

Vincent Monte Santo

Dolores Del Rio

1953 — Charles James

Marchesa Olga di Gresy

Ben Sommers

Gilbert and Helen Orcel

1954 — James Galanos

Emilio Pucci

Mr. and Mrs. Herbert Levine

1955 — Pierre Balmain

Florence Eiseman

Vera Maxwell

Sally Kirkland

Henry Dreyfuss

The Princess of Monaco

1956 — Giuliana Camerino

Cecil Beaton

Marie-Louise Bousquet

1957 — Gabrielle "Coco" Chanel

1958 —Yves St. Laurent

Jens Quisgaard

Helen Lee

1959 — Anne Klein

Arnold Scaasi

Rosalind Russell

Piero Fornasetti

Emme