The VMAs has always been an opportunity to shock, awe, and make a splash in the pop cultural moment, whether you're interrupting Taylor Swift or announcing your feminist awakening. The red carpet for the show is no less of a stage for boundary-pushing fashion, stunts, and wild looks. We rounded up some of our favorite looks from years past below, including a shiny suited Lenny Kravitz, Janet Jackson rocking overalls, and Pink earing pants that defy gravity. Peep the slideshow below and time travel through some of the finest pop culture fashion flaunting you'll find anywhere, from Britney Spears to Madonna to even Donald Trump.
Steven Tyler, 1987
Run DMC, 1987
Kate Hudson in Gucci, 1998
J Lo, 1998
Poison, 1987
Lenny Kravitz and Cindy Crawford, 1993
Queen Latifah, 1990
LL Cool J, 1991
Magic Johnson and Cindy Crawford, 1992
Dennis Rodman, 1995
Billy Idol, 1984
Kriss Kross, 1992
Prince, performing in 1991
Michael Jackson and Lisa-Marie Presley, 1994
Alanis Morissette, 1995
The Notorious B.I.G., 1995
Naughty by Nature, 1993
Alyssa Milano, 1992
Salt N Pepa, 1994
Donald Trump, 1995
Cyndi Lauper, 1984
Annie Lennox, 1992
Michael Jackson and Slash, performing in 1995
Bobby Brown, 1992
Richie Sambora and Jon Bon Jovi, 1989
En Vogue, 1992
Coolio, 1994
Mark Walhberg (then Marky Mark), 1992
Wilson Philips, 1992
George Michael, 1989
Snoop Dogg and Tupac, 1996
The Fugees, 1996
Kurt Cobain and Courtney Love with daughter Frances Bean, 1993
The Cure, 1989
Janet Jackson, 1994
TLC, 1994
Madonna, 1984
Ice-T and Diane Ortiz, 1989
Tina Turner, 1984
Brad Pitt and Christina Applegate, 1989
Pink, 2000
Aaliyah, 2000
Destiny's Child, 2000
Christina Aguilera, 2000
Britney Spears, 1999
Halle Berry, 2000
Gwen Stefani, 1998
Jay Z, 1999
Missy Elliott, 1997
Marilyn Manson, 1997
Tommy Lee and Pamela Anderson, 1999
Lil Kim, 1999
The Spice Girls, 1997
Mariah Carey, 1997
The Backstreet Boys, 1999
Justin Timberlake and Britney Spears, 2000
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