14 Of The Most Risqué Red Carpet Looks Since 1999

Oh, No She Didn’t! 14 Of The Most Risqué Red Carpet Looks Since 1999


Risqué, red carpet, 55th Annual GRAMMY Awards held at Staples Center

Photo: Adriana M. Barraza/WENN

Without a doubt, red carpet appearances are one of the best things about award shows. You get to see who’s hot, who’s not, and write off those who should’ve simply stayed home. From drop-dead gorge, tacky, and pearl-clutchingly risqué, it’s always certain that your fave celebs will run the gamut.

Just days before piling on the red carpet, The Recording Academy distributed a letter to all attendees mandating new dress codes for the 55th Grammy Awards. In it, CBS execs requested ever so politely of attendees: “Please be sure that buttocks and female breasts are adequately covered… Please avoid exposing bare fleshy under curves of the buttocks and buttock crack. Bare sides or under curvature of the breasts is also problematic.”

Kelly Rowland (who looked stunning by the way) possibly didn’t receive this memo or maybe she just wanted to try her luck. Unfortunately, not every lady who pushed the envelope entirely “pulled it off” over the years.

Click through to see some of the most memorable, risqué red carpet looks. 


Photo: Amy E. Conn/AP

Lil Kim, Source Awards 2001

grammy awards arrivals 19 130211

Photo: Adriana M. Barraza/WENN

Rihanna, Grammy Awards 2011


Photo: Ashley Jones/AP

Pink, Grammy Awards after party 2002

Halle Berry & Eric Benet

Halle Berry, MTV Movie Awards 2000

lil kim mtv vma 1999 wenn PF

Photo: WENN

Lil Kim, VMAs 1999

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Photo: WENN

Amber Rose, VMAs 2009


Photo: Tina Fineberg/AP

Christina Aguilera, VMAs 2002

Photo: Adriana M. Barraza/WENN

Melody Thornton, Elle’s Women In Music Awards 2012


Photo: Nikki Nelson / WENN

Jennifer Lopez, Grammy Awards 2000

50 cent and vivica fox mtv 2003 wenn PF

Vivica Fox, VMA 2003

Photo: Chris Connor / WENN

Repeat Offender: Lil Kim, Source Awards 1999

traci bingham hip hop awards 2000 wenn PF

Photo: Chris Connor / WENN

Traci Bingham, Hip Hop Awards 2000


Photo: Matt Sayles/AP

M.I.A, Grammy Awards 2009


Photo: Mark J. Terrill/AP

Toni Braxton, Grammy Awards 2001

Whose outfit was the most outrageous on the red carpet?

  • NeaJ

    Wow! I’d never seen the pic of Toni Braxton from that close up before. She let her booty stretch marks show & all huh? Lol. Smh!!

    • What The Hell Ever


    • Dana Dane

      Me neither! why didn’t she get bronzed, airbrushed, or do SQUATS? lol

  • What The Hell Ever

    With the exception of Kelly Rowland, Halle Berry, and Jennifer Lopez, they all looked bad.

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