We all remember the boob-baring purple ensemble of 1999—and that was the point. This red patent leather getup of Kim’s isn’t shocking; it’s just in poor taste.
Miley’s Crop Top and More: 20 Questionable Outfits from VMA History
From the bold to the bad to the barely-there, we look back at some spectacularly memorable fashions from the MTV awards show
Lil Kim, 2000
Full List
Worst VMAs Looks of All-Time
- Miley Cyrus, 2013
- Rita Ora, 2012
- Nicki Minaj, 2011
- Deena Cortese, 2011
- Lady Gaga, 2010
- Perez Hilton, 2009
- Jennifer Lopez, 2009
- Britney Spears, 2007
- Brooke Hogan, 2004
- Paris Hilton, 2003
- Christina Aguilera, 2002
- Macy Gray, 2001
- Justin Timberlake, 2001
- Lil Kim, 2000
- Pamela Anderson, 1999
- Gwen Stefani, 1998
- Rose McGowan, 1998
- Kennedy, 1994
- Howard Stern, 1992
- Julie Brown, 1989