The 2014 MTV Video Music Awards Worst Dressed, Starring Katy Perry & Riff Raff’s Matching Denim

Chris Brown

The 2014 MTV Video Music Awards Worst Dressed List, Starring Katy Perry & Riff Raff's Matching DenimWhile I admittedly will never put Chris Brown on any best dressed list (or “actual human beings” list) ever regardless, this outfit truly deserves a spot on the worst roundup. Nobody has ever looked good with that much cloth around their waists besides Hey Arnold and Alex Mack. Just sayin’.

Kendall Jenner

The Worst Dressed At The 2014 MTV Video Music Awards, Featuring The Highest Slits We've Ever SeenI think my 14-year-old self would have drawn this Alon Livne outfit had somebody asked me what “sexy date style” looks like.

Kylie Jenner

The Worst Dressed At The 2014 MTV Video Music Awards, Featuring The Highest Slits We've Ever SeenI almost liked Kylie’s Alexandre Vauthier look, and I think I would have had it been slightly more form-fitting and less slouchy–a quality that makes it resemble a trash bag. Also, not to sound like somebody’s grandmother (and obviously I do not think teenagers need to “cover up” for any social reasons, per se), but gosh that is a high slit on a girl who just turned 17.

Iggy Azalea

The Worst Dressed At The 2014 MTV Video Music AwardsIggy’s look is a space-inspired version of your eleventh grade prom dress, if your prom dress was by Atelier Versace.

5 Seconds Of Summer

The Worst Dressed At The 2014 MTV Video Music AwardsI know their hundreds of thousands (if not millions) of fans would beg to disagree, but god, these guys look stupid.

Katy Perry and Riff Raff

The 2014 MTV Video Music Awards Worst Dressed List, Starring Katy Perry & Riff Raff's Matching DenimTHEY MATCHED. WHY ARE THEY DOING THIS. WHAT IS GOING ON. I FEEL SCARED.

The 2014 MTV Video Music Awards Worst Dressed List, Starring Katy Perry & Riff Raff's Matching DenimSOMEBODY CALL JUSTIN AND BRITNEY TO WARN THEM. (By Atelier Versace, btw.)

Rita Ora

The Worst Dressed At The 2014 MTV Video Music AwardsWe love your style, Rita, but why is everyone wearing thigh slits up to their waists? They cease to be thigh slits at that point and instead become just look like a fifth grader took scissors to a nightgown, even on this Donna Karan Atelier number. 

Be sure to check out our worst beauty, best dressed and worst beauty lists from the VMAs! Do you agree with these worst dressed picks? Let us know in the comments!

Photos: Getty Images

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    • Alexis Rhiannon

      Some thoughts.

      1. So mad at Taylor Swift for wearing that. WHAT IS IT. I hate it.
      2. So mad at myself for not hating Kim Kardashian’s outfit.
      3. Is Amber Rose pregnant? No shade, seriously can’t tell.

    • Britt

      Rita Ora’s dress would have been show stopping if the slit hit mid thigh! WHY RITA?

    • ktree

      My God Katy Perry looks amazing from the neck up. Why, Katy? WHY!?

    • Naomi

      Rose McGowan looked cheeky (no pun intended) and still somehow pretty in her naked dress.
      Amber Rose just looks awful.

    • Heather C

      Usher deserves credit for rocking a maternity blouse.

    • Megan

      I love you to pieces for the Alex Mack reference, but I feel you are waaaay too young to remember that show!

      • Samantha Escobar

        Oh girl, it was when I was in elementary school and I LOVED IIIIT. I wanted to be her, puddle transforming and all. :D

    • Andrea

      J Lo and Gwen are twice as old and look 100x better than everyone else on this list.

    • Lena

      Two guys in the middle of 5 Seconds of Summer don’t look too bad. And it looks like Katy & Riff Raff were trying to pull a Britney & Justin. Just… no.

    • Willet

      I actually liked the jenner’s looks, especially Kylie’s, but T Swift (looks like a baby’s alphabet onesie btw), Kim, Katy, and all of the men just not okay. And Gwen can do SO much better.

    • jen27

      What is going on with Katy Perry’s face? I didn’t see the show and this is the only photo I’ve seen of her and she looks so so old and just completely not like herself.

    • lkc00

      YES! almost 100%… #1 Kim K I have no words for that hideous getup, and since you are not a musician idk why you are there anyway! #2 Taylor Swift, EWWWWW! #3 Julianna Hough looked like she was wearing a dress that was WAY too big for her…forget that was coming apart…it did NOT fit! Also, most of the guys on that list looked really bad, you were right, but 5SOS looked cute.

      • Sexlovesounds

        I mean, Kim K is married to Kanye West, so that is why she is there,

    • swirrlygrrl

      I am kind of loving the JLo dress. And damn she looks incredible in it!

    • Dederee

      Jennifer Lopez looked like exactly $1,000,000.27, You.are.fired Samantha

    • Holly

      1. Alex Mack. Hahaha!
      2. When did Kylie and Kendal become so tall and angry?
      3. I actually love Iggy’s dress except I feel like it’s pulling her boobs down weirdly.
      4. What’s with the weird stitching on the crotch of Taylor Swift’s onesie?
      5. I don’t know who any famous people are anymore. I should probably start yelling for kids to get off my lawn.

      • Holly

        Also Gwen reminds me of what 80′s movies thought future alien visitors would look like when they inevitably worked in our diners.

    • Celia

      I loved Iggy’s dress, actually. And for some reason, I feel like Amber Rose has really soft skin that probably smells really nice.

    • Sam

      I actually don’t think five seconds of summer look that bad, well the two in the middle don’t

    • vivastyle_nb

      you made my day..you are so funny :) jlo look like always, nothing new….