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Matt Damon in Drag!

Matt Damon in Drag!

Well, we might as well throw out the other crazy scene Matt Damon had to do for The Good Shepherd. Matt plays full-on drag, taking part in a student musical revue during his character’s schooling at Yale University. Good to know that Matt looks like one ugly lady. And believe me, the singing is as awful as he looks! Matt sings in his deafening falsetto, “I’m cold little buttercup, dear little buttercup, though I could never tell why. But still I’m still cold buttercup, cold little buttercup, sweet little buttercup I.” More Matt Damon in drag after the jump!

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Posted to: Matt Damon

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  • Kini

    1stttttttttttttttt….dang he makes an f-ugly woman.

  • stardust

    LMAO. Deniro really made Matt do some crazy stuff for this movie!

  • Gussie

    Still, his chin is not as manly as… oops, sorry, forgot what I was going to say.

  • bdj

    The Good Shepherd was a good Movie. Matt Damon’s character was fun loving before the CIA suck the life out of him. Angelina Jolie was great in the Movie.

  • angelah

    :lol: @ this scene

  • Nando

    Okay, Matt looks just like the Widow Twanky from “Hercules: The Legendary Journeys”…which is also another guy in drag.

    Check this link:

  • Sandbitch

    I thought it was one of the Pussycat Dolls…

  • Tia

    It’s actually:
    “I’m CALLED little buttercup, dear little buttercup, though I could never tell why. But still I’m CALLED buttercup, POOR little buttercup, sweet little buttercup I.”

  • claire booth luce

    I’m glad his loser/lying/traitorous movie came back to bite him! It’s all down hill troubling times for you monkey boy, for a long time.

  • Vera

    that scene had me cracking up, this movie was amazing.

  • little freaky ;)

    uummm Matty in drag.

    how about:
    Matt in drag
    doing impressions
    during sex

    ……….that’s HOT

  • Luca

    hey!!! where can i download his version for the song? i think he sings terribly good.

  • heavyminds

    Well he makes one ugly woman but I liked this movie a lot. I think he did a great job in this role.