1/82
Rose Hartman/Getty Images
Naomi Campbell in 1990
In Versace
2/82
Ke.Mazur/WireImage
Sarah Jessica Parker in 1995
"My guess is that this was a dress from the thirft store which then I had tailored," the actress told Vogue in 2022, "and clearly did my own hair and makeup.
3/82
Ron Galella, Ltd./Ron Galella Collection via Getty Images
Gwyneth Paltrow in 1995
In Calvin Klein
4/82
Ron Galella, Ltd./Ron Galella Collection via Getty Images
Kate Moss, Calvin Klein & Christy Turlington in 1995
In Calvin Klein (Kate)
5/82
Mitchell Gerber/Corbis/VCG via Getty Images
Salma Hayek in 1997
In Versace
6/82
Evan Agostini/Getty Images
Gisele Bundchen in 1999
In Versace
7/82
Mark Mainz/Getty Images
Victoria Beckham in 2003
In Dolce & Gabbana
8/82
Mark Mainz/Getty Images
Nicole Kidman in 2003
In Gucci by Tom Ford
9/82
Evan Agostini/Getty Images
Kate Hudson in 2003
In Stella McCartney
10/82
Gregory Pace/FilmMagic
Eva Mendes in 2004
In Zac Posen
11/82
Evan Agostini/Getty Images
Jimmy Fallon in 2004
12/82
Evan Agostini/Getty Images
Diane Kruger in 2004
In Balenciaga
13/82
Evan Agostini/Getty Images
Naomi Watts in 2004
In Marc Jacobs
14/82
Evan Agostini/Getty Images
Serena Williams in 2004
15/82
Evan Agostini/Getty Images
Emmy Rossum in 2005
In Ralph Lauren
16/82
Dimitrios Kambouris/WireImage.com
Ashley Olsen & Mary-Kate Olsen in 2005
In Oscar de la Renta (Ashley) and a vintage dress from What Comes Around Goes Around (Mary-Kate)
17/82
Peter Kramer/Getty Images
Sienna Miller in 2006
In Burberry Prorsum
18/82
Peter Kramer/Getty Images
Jessica Alba in 2006
In Calvin Klein
19/82
Peter Kramer/Getty Images
Rihanna in 2007
In Georges Chakra
20/82
Brian ZAK/Gamma-Rapho via Getty Images
Kerry Washington in 2007
21/82
BILLY FARRELL/Patrick McMullan via Getty Images
Cameron Diaz in 2007
In Dior
22/82
Stephen Lovekin/Getty Images
Beyoncé in 2008
In Armani Privé
23/82
Dimitrios Kambouris/WireImage.com
Blake Lively in 2008
In Ralph Lauren
24/82
Michael Loccisano/FilmMagic
Taylor Swift in 2008
In Badgley Mischka