Never a wallflower, celebrity blogger Hilton arrived at the ’09 awards clad in a floral blazer, hot pink shorts and what looked to be dishwashing gloves. If we could doodle on this image, we would mark all as questionable choices.
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
Perez Hilton, 2009
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