1. Is he wearing tap shoes?

  2. You’ve come a long wayyyyy…oops, never mind.

  3. Jill

    I don’t think he changes out of his Boardwalk Empire wardobe.

  4. BlackAndWhiteMinstrel

    Showing he has funny side Mitt Romney goes blackface

  5. EricLr

    Advancing the race.

  6. Johnny P!

    This is how the wardrobe department would have dressed you for the nightclub scene in ‘The Color Purple’. Or as an extra in “The Cotton Club”.
    What the fuck was this guy thinking before heading out?

  7. Henry

    We not bringin’ this back, sorry.

  8. That’s Omar. I’m not saying shit.

  9. All I’m hearing is, “shine your shoes, sir?”

  10. I see trees of green
    Red roses too

  11. Inner Retard

    Stop right now! You’re dangerously close to becoming a Will.i.am clone.

  12. Oz Matters

    Excuse me Sir, but our sniper has asked if you could just move another two feet to your left.

  13. El Jefe

    Trying too hard there buddy.

  14. tlmck

    Never take fashion advice from Will.i.am.

  15. gone

    Frightening.

  16. cc

    Way to trample on Omar’s legacy.

  17. “Mr. Little, how does a black man appear in public looking whiter than Mitt Romney and live to tell about it?”
    “Outfit at a time, I s’pose”

  18. Hey there, sonny boy, how about you belt out a little tune for us…???

  19. “Is you is or is you ain’t my baby.” Nah, it’s George Burns reincarnated as a black dude.

  20. kimmykimkim

    Hmm, this is just odd to me.

  21. Cellophaneflowers

    Why is it that just about every time there is a photo of a black person on this website, more than half of the comments are about that person’s race? I’m glad that you bigots at least keep your mouths shut in public.
    I think this outfit is freakin hot, actually.

  22. Dirk Diggler

    Chicken George comin’

  23. Hugh Jazz

    Hipsters have now resorted to raiding their grandparent’s steamer trunks for fashion ideas.

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