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50,000 Monkeys at 50,000 Typewriters Can't Be Wrong

Pimpin’ Ain’t Easy

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That’s Keith on the left, and Adam on the right.
That’s Sweet Uncle Willie in the middle.

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16 April, 2002 Wil

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155 thoughts on “Pimpin’ Ain’t Easy”

  1. quetzal says:
    16 April, 2002 at 9:57 pm

    The first thing that hat made me think of is Steve Martin in “Three Amigos.”
    And this is SCREAMING for a photoshop contest when the ‘box is working again!

  2. Keith in Montana says:
    16 April, 2002 at 10:34 pm

    I’m Scared!
    Where’s the beard?

  3. Andie-Gypsy_girl says:
    16 April, 2002 at 10:36 pm

    Pimps up-Ho’s down!!!!
    Hey now that’s an outfit- so can I be one yo-hos’-sweet daddy!!!!!:P
    “70’s music starts playin!!!”

  4. Shaynie says:
    16 April, 2002 at 10:55 pm

    I think i’m a little scared… but I really don’t want to mention that. Yup., Just keepin’ my mouth *shut* bout the picture.

  5. firemage says:
    16 April, 2002 at 11:19 pm

    ……. uh …….
    ……. um …….
    ……. yeah, ok …..

  6. Spudnuts says:
    16 April, 2002 at 11:28 pm

    >> and Adam on the right.
    To the right of Andy Dick?

  7. Spudnuts says:
    16 April, 2002 at 11:30 pm

    I’m too lazy to Photoshop in Pimphat Jesus, so just use your imagination, fuckers.

  8. Wankstor X. Muzzlebutt says:
    16 April, 2002 at 11:31 pm

    I’ll give $5 for the pendant. Shit, $50 for the whole outfit (cane included) and there’s a deal if I ever heard one.
    Who’s the guy glomming in the background behind Keith’s elbow?

  9. Spudnuts says:
    17 April, 2002 at 12:20 am

    That tiny African-American gentleman serves as the “conscience” of Mr. Van Straaten, the angel perched upon his shoulder, if you will.

  10. Kazfeist says:
    17 April, 2002 at 12:23 am

    Ummmmm, impressive, Sparks! But, I think we were shielded by your love for us, in that the pic is NOT in all its color glory? Please tell me that’s true, huh? huh?

  11. DocShakes says:
    17 April, 2002 at 12:44 am

    I’m speechless…!
    This outfit is… *grin*… nice. Where was your dresser???

  12. nellswell/tammy says:
    17 April, 2002 at 2:45 am

    that getup o’ wil’s is really strange and frightening (but these comments are hilarious!)

  13. Anonymous says:
    16 April, 2002 at 9:11 pm

    Think of all the polyester tigers that gave their lives for the sake of comedy…it

  14. Anonymous says:
    16 April, 2002 at 9:11 pm

    Think of all the polyester tigers that gave their lives for the sake of comedy…it

  15. Anonymous says:
    16 April, 2002 at 9:11 pm

    Think of all the polyester tigers that gave their lives for the sake of comedy…it

  16. Jon says:
    17 April, 2002 at 4:59 am

    What would you have gotten if you’d actually won the bet?

  17. jessie says:
    17 April, 2002 at 5:02 am

    Ha ha! That’s an awesome picture. 😉

  18. Stuffie says:
    17 April, 2002 at 5:49 am

    Very nice. I especially like how your head is canted to the side in that cocksure “Bitch, you betta have mah money or I gon’ haveta use mah pimp cane” sort of look. (I do not advocate the beating of ANYONE with canes for money.) Look out, Son of Dolemite. Here comes Sweet Uncle Willie.

  19. bluecat/redblanket says:
    17 April, 2002 at 5:58 am

    THIS is sooooooo sad…Uncle Wil the depths you
    have sunk too for publicity…(but funny!)

  20. tskll says:
    17 April, 2002 at 6:02 am

    Listen, Huggy Bear just called. He wants you to drop his dry cleaning off at the pool hall. Don’t be late. : )

  21. MrMessiah says:
    17 April, 2002 at 6:23 am

    Hush yo’ mouth, Wesley 😉

  22. bluevangogh says:
    17 April, 2002 at 6:26 am

    Uncle Willie just needs the ’72 Oldmobile Cutlass Pimpmobile, and he’d have the full style goin’ down.

  23. Gaea says:
    17 April, 2002 at 6:33 am

    This is so odd that I had to look at it for awhile, go away and then come back and look at it some more. Kinda like a car accident or something. : )
    On the other hand I’ve got to admire anyone who is willing to put themselves out like that for their art. I could never do it.

  24. sarah says:
    17 April, 2002 at 6:33 am

    ohhhh man, wil. Thats the best picture I’ve ever seen.

  25. Ness says:
    17 April, 2002 at 6:41 am

    Unca Willie kindof looks like Shakespeare and Mr. T collided. 😉

  26. Corbin says:
    17 April, 2002 at 6:42 am

    I would just like to say:
    1. Hello
    2. Nice Digs Wil
    3. Is that picture available in color?
    Thank you.
    Go back to your lives citizens.

  27. angry penguin says:
    17 April, 2002 at 6:43 am

    That’s a great pic Wil. I’ll be smiling all day.

  28. John says:
    17 April, 2002 at 6:48 am

    You turned comments back on when I wasn’t looking?
    What kind of a hat is that???
    Even on ’70’s TV I never saw anyone wearing anything like that.

  29. Laura Elizabeth says:
    17 April, 2002 at 6:55 am

    Oh, deeply disturbing. Stuff of nightmares!
    LMAO!!

  30. lg says:
    17 April, 2002 at 6:57 am

    Now thats the sort of thing that Wesley Crusher should have been wearing on the Enterprize. Picard would get mouthy and he could back hand him and tell him to ease up fool.

  31. Meriko says:
    17 April, 2002 at 7:19 am

    *cries* Oh God…I’ll never be able to watch another re-run of ST:TNG AGAIN. At least, if it features Wesley. I stopped watching DS9 after Jadzia went bye-bye, Voyager has been ruined for me by someone suddenly blurting, “Chakotex!” and I only watch ST:TOS for comic relief anyway. Now TNG is off the list of shows-I-can-watch-with-a-straight-face. All that’s left is Enterprise, but I refuse to watch a show where-in the Quantam Leap man plays a Starship Captain. *hee*

  32. Astra says:
    17 April, 2002 at 7:29 am

    Now submitted to Fark photoshop queue.
    My recent behavior on Fark is going to get me kicked off the soapbox, I swear. It’s the withdrawl! I plead temporary insanity!

  33. Nick Burr, NC says:
    17 April, 2002 at 8:22 am

    Ok, we have rules now? We can’t use kiddy speech?
    That’s going to piss AOL off o well. OOPS! Anywayz you should post pics up more often. GOOD IDEA!
    Nick

  34. Lin says:
    17 April, 2002 at 9:01 am

    Wil, that is just plain ol’ scary. You look like Boy George.

  35. matsya says:
    17 April, 2002 at 9:30 am

    nice photo.
    i think that’s a nice photo.
    which one is wil wheaton?
    he’s the nicest out of the three.
    at least.
    maybe the second nicest.
    but i’ll fight you,
    anyway.

  36. Spudnuts says:
    17 April, 2002 at 9:49 am

    Corbin said:
    >> Is that picture available in color?
    Seriously, though.
    I don’t know what you hand out at cons and shit, but if I had to pay five bucks (or whatever the going rate is) for an autographed photo, THAT’S the only picture I’d be interested in.

  37. Tanya says:
    17 April, 2002 at 9:54 am

    I can’t believe I didn’t think of this sooner

  38. Spudnuts says:
    17 April, 2002 at 10:17 am

    I’m just wondering who the first genius will be to incorporate PimpWil 1.0 into their Soapbox avatar.

  39. Jennifer says:
    17 April, 2002 at 10:18 am

    Damn. That picture should be on the top of the page every day. Whoo-ee!

  40. Elisa says:
    17 April, 2002 at 10:34 am

    wonders how long their marriage will last after Anne discovers this picture featuring Uncle Willie’s midlife crisis 😉

  41. anna lisa says:
    17 April, 2002 at 10:36 am

    hey baby,
    looking good in those pimp clothes maybe i should start giving you more than 10 percent this time. no really you look really,really, really, sexy.

  42. Spudnuts says:
    17 April, 2002 at 10:36 am

    Actually, I’m pretty goddamned sure this is a publicity still from Nemesis.
    For some inexplicable reason Wesley is spending time in the holodeck with Freud and Andy Dick and an unnamed chino-sporting dude, possibly a dentist or tax attorney from 1983.
    And judging by the mission-style roof in the background, they have chosen to rendezvous at a Del Taco or possibly at the Nixon Library in Yorba Linda.
    See.
    Now this is the kind of out-of-the-box thinking which might get me interested in Trek again.

  43. Spudnuts says:
    17 April, 2002 at 10:41 am

    Footnote:
    This is an image I get when I search Google for “bebe rebozo.”
    http://www.rebozoway.org/images/easy123/e6-1.jpg

  44. angry penguin says:
    17 April, 2002 at 10:43 am

    Every guy has to have a pimp pic. I don’t know why, but I think that’s how it should be. I know, I’m nuts. But I think it’s cool. Nice Ho’s too.

  45. Spudnuts says:
    17 April, 2002 at 10:43 am

    I wonder if Andy Dick has made admiral in the new flick…

  46. Nicole says:
    17 April, 2002 at 10:51 am

    What’s weird is I immediately thought about the great 90’s hippie band Jellyfish when I thought this… tell me you’re also wearing purple crushed velvet pants and the look will be complete!
    Have a great day!

  47. stacey says:
    17 April, 2002 at 10:54 am

    Damn, I wish my pimp looked that good, wait, did I just say that?

  48. Nightspd says:
    17 April, 2002 at 11:16 am

    http://www.ornotspot.com/browse.asp?centerID=1006&vID=1323

  49. lowerclassangel says:
    17 April, 2002 at 11:21 am

    does anyone else think wil looks a bit like a confused billie joe armstrong in that pic?

  50. Phil says:
    17 April, 2002 at 11:27 am

    Love those Pants. And the Pic would be much better in color.

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