Hollywood's Most Daring Vintage Fashion Moments

Full List:

Cher's Oscar Mohawk

1 . Cher's Oscar Mohawk

Elizabeth Taylor's Fifth Wedding Dress

2 . Elizabeth Taylor's Fifth Wedding Dress

Josephine Baker's Banana Skirt

3 . Josephine Baker's Banana Skirt

Brigitte Bardot's Pink Wedding Dress

4 . Brigitte Bardot's Pink Wedding Dress

Jayne Mansfield's Cleavage

5 . Jayne Mansfield's Cleavage

Grace Kelly's Oscar Dress

6 . Grace Kelly's Oscar Dress

Barbra Streisand

7 . Barbra Streisand

Loretta Young's Modest Frock

8 . Loretta Young's Modest Frock

Elizabeth Hurley's Safety Pin Dress

9 . Elizabeth Hurley's Safety Pin Dress

Sophia Loren's Lingerie Scene

10 . Sophia Loren's Lingerie Scene

Janet Leigh's Extravagant Oscar Dress

11 . Janet Leigh's Extravagant Oscar Dress

Clara Bow's Bathing Suit

12 . Clara Bow's Bathing Suit

Edy Williams' Bikini

13 . Edy Williams' Bikini

Audrey Hepburn's Pink Wedding Dress

14 . Audrey Hepburn's Pink Wedding Dress

Cher's Oscar Frock

15 . Cher's Oscar Frock

Angie Dickinson's Midriff

16 . Angie Dickinson's Midriff

Madonna's Cone Bra

17 . Madonna's Cone Bra

Bette Davis' Rebellion

18 . Bette Davis' Rebellion

Marilyn Monroe’s Subway Dress

19 . Marilyn Monroe’s Subway Dress

Diana Ross's Suit

20 . Diana Ross's Suit

Luisa Casati Personifying "Light"

21 . Luisa Casati Personifying "Light"

Grace Jones' Hat

22 . Grace Jones' Hat

April Olrich's Handmade Dress

23 . April Olrich's Handmade Dress

Kate Moss's Sheer Dress

24 . Kate Moss's Sheer Dress

Ann-Margret's Golden Globes Boa

25 . Ann-Margret's Golden Globes Boa

Demi Moore's Bike Shorts

26 . Demi Moore's Bike Shorts

Marilyn Monroe's "Happy Birthday" Dress

27 . Marilyn Monroe's "Happy Birthday" Dress

Kim Basinger's Mashup Dress

28 . Kim Basinger's Mashup Dress

Ursula Andress's Bikini

29 . Ursula Andress's Bikini

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