Raw Roulette Rewind: A 5-Diva Pillow Fight Match (2008)

Ahead of tonight’s return of Raw Roulette, we’ll look back at some of the most memorable moments in Raw Roulette history.

January 7th, 2008: As per a convenient spin of the wheel, Ashley Massaro, Jillian, Maria, Melina and Mickie James donned their lingerie to compete in a Pillow Fight match:

Is this your favorite Raw Roulette moment? Tell us in the comments!

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  • redsandman99

    Hopefully we won’t get anyting like this.

    • JillianHallTNA

      It will be better to have a pillow fight than a dance off or some crap like that. At least pillow fight is a entertaining match…

      • redsandman99

        I’d take a pillow fight over a dance off though there’s no guarantee of what we’re getting tonight. Hell they threw us all a loop last time and we got a submission match. It wasn’t the prettiest of submission matches but it was something unexpected. Hopefully we get taken by surprise tonight and in a better way.

        • Raekon

          no pillow fights, no dance offs, I’d rather get a divas mini rumble (10 participants). ^_^

        • JillianHallTNA

          Stacy vs Tori was one of the greatest pillow fight matches that I have ever seen!!

        • JillianHallTNA

          or Teri Runnels! I don’t remember what her name was but it was on RAW 2005 I think. I don’t remember right but the match was AWESOME and entertaining!! Amazing dropkick from the bed and after the match, Stacy knocked Teri down with a clock in a pillow :D

        • redsandman99

          It was Terri and she and Stacy had that pillow fight in 2002

  • JD Sensations

    Match of the year!

  • XtinaAguilera

    At least Ashley didn’t botch on her return..
    But I still don’t understand one thing, why would they let her win if it wasn’t a tag match? That part doesn’t make sense..

    • magicmike191


  • mpezza

    I know I’m in the minority here but I actually enjoyed some of the T&A matches. I thought they were amusing.

  • Johnyfaction3

    I wonder if Cameron has seen this. This was by far better than Alicia Fox vs Melina…

  • aldo

    From a steel cage match to a pillow fight match to a minute submission match (with two submissions).
    I’m not that excited for tonight’s roulette

  • http://twitter.com/RyanRoman0 Ryan

    Pillow fights rock!! But WWE is too… To do these anymore haha..
    Christy Hemme vs Maria is by far the funniest and best one of all! :)
    This one was funny but odd scheduling because just a few weeks before this, Beth crushed Mickie and Melina!!

  • PrinceTony

    lol whats wrong with pillow fights? they’re fun and entertaining.

  • ItsRayVolution

    I say, keep the pillow fight on the wheel and hopefully it lands for the male wrestlers to compete in it ;D or at least a mixed tag….hey I can dream can I? Lol

    • MattyM

      I would love to see one between Dolph Ziggler & Randy Orton Umph…..

  • TorrieStacyCandice

    I actually liked the pillow fights ?

  • DjayDay

    Would of rather watched this then a 2-minute 18 diva tag team match.