Failed/Cringeworthy Celebrity Music Crossovers

By Queuebot in Music on Sep 24, 2009 at 9:55 pm

When a celebrity gives up something that he or she gets paid millions to do, in order to pursue what they feel could be their “true” calling, music, most of the population cringes. Digging through these videos was like sitting through a horror movie that I couldn’t keep my eyes off of. Joe Pesci? Kevin Costner? Guaranteed to drop jaws, here are 24 of the celebrities-gone-musicians that are awkwardly amazing in their own right, with video evidence.

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From the Upcoming ueue, submitted by Peachi.


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  1. dutchboy
    Sep 24th, 2009 at 10:40 pm

    Un-neat, oh I forgot this was not the upcoming cue.

  2. dorkafork
    Sep 24th, 2009 at 11:38 pm

    This isn’t on the list, for the simple reason it is neither failed nor cringeworthy. Nobody sings Bread like Telly Savalas, baby.

  3. Taters
    Sep 25th, 2009 at 10:43 am

    Billy Bob Thornton – what a tool!
    Surprisingly, Steven Segal is a lot better than I would have thought.

  4. wit of a twit
    Sep 27th, 2009 at 12:10 am

    Steven Segal was surprisingly good and Billy Bob wasn’t too bad either. But the rest should have taken a step back and asked whether this was going to be a good move.

  5. Chad
    Sep 27th, 2009 at 11:34 pm

    I seriously cannot believe a list of cringeworthy actor/musician crossovers failed to include Jada Pinkett Smith’s Wicked Wisdom!!

    http://www.youtube.com/watch?v=be2t4BNcbzU

    now THATS cringeworthy!


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