The 20 Most Iconic Dresses of All Time

Lupita Nyong'o

Famous people wear beautiful clothes.  I found it fascinating to undercover the beautiful gowns of yesteryear and the stars who wore them. Whether they be on a movie set or on the red carpet, their beauty is ubiquitous.  I compiled this list of my favorite iconic dresses of all time.  This list isn’t meant to be exhaustive.  It’s just my personal Top 20 list.  Feel free to add your own favorite iconic dress in the comments!

1. Lauren Bacall, To Have and Have Not, 1944

Lauren Bacall

2. Marilyn Monroe, The Seven Year Itch, 1955

Marilyn Monroe

3. Grace Kelly, At her wedding to Prince Rainier, 1956

Grace Kelly

4. Audrey Hepburn, Breakfast at Tiffany’s, 1961

Audrey Hepburn

5. Audrey Hepburn, My Fair Lady, 1964

Audrey Hepburn

6. Princess Diana, At her wedding to Prince Charles, 1981

Princess Diana

7. Cher, The Academy Awards, 1988


8. Elizabeth Hurley, Four Weddings and a Funeral premiere, 1994

Elizabeth Hurley

9. Princess Diana, At a Christie’s Auction, 1994

Princess Diana

10. Julia Roberts, The Academy Awards, 2001

Julia Roberts

11. Halle Berry, The Academy Awards, 2002

Halle Berry

12. Sarah Jessica Parker, Sex and the City, 2004

Sarah Jessica Parker

13. Michelle Williams, The Academy Awards, 2006

Michelle Williams

14. Kate Middleton, At the announcement of her engagement to Prince William, 2010

Kate Middleton

15. Catherine, Duchess of Cambridge, At her wedding to Prince William, 2011

Catherine, Duchess of Cambridge

16. Stacy Keibler, The Academy Awards, 2012

Stacy Keibler

17. Taylor Swift, Grammy’s, 2015

Taylor Swift

18. Lupita Nyong’o, The Academy Awards, 2015

Lupita Nyong'o

19. Rihanna, Met Gala, 2015

Lupita Nyong'o

20. Naomi Campbell, Oscar de la Renta runway, 2015

Naomi Campbell


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