Jessica Simpson hangs out with Jackasses

August 30th, 2006 // 78 Comments
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  1. Drusilla

    Don’t you mean: *is* a jackass?

  2. RichPort

    Damn, by the headline, I thought that would be a Simpson family picture. She is obviously ridiculously fucked up in these pics, or was just deepthroating the Jackass crew. That’ll make your eyes bloodshot, with the lack of oxygen and all.

  3. purplepuppy

    Wow! She looks like a bag of shit in those pictures.

  4. jrzmommy

    damn, does she got conjunctivitis or some shit?

  5. hmmm.. bloodshot eyes, black nail polish, skanky side boobage, hanging out with a bunch of dildo’s… yep, that’s our girl chestica

  6. jrzmommy

    again, “never happier” hangin’ with her queen hairdresser.

  7. NYC GIRL

    Her eyes are bloodshot red man, wus sup with that jessica?? Hitting the bong with the Jackass’ hmmmmmmm

  8. suzy

    i miss her and nick together. because even though she was pretending to be ditzy her eyes didnt look like that

    wtf is she doing to herself? and she’s suppose to be on the today show friday with no problem.. so lets see if she fucks up this one

  9. DancingQueen

    This isn’t surprising seeing how she’s on the exact same intellectual level as the Jackass guys. Hell, she might be smarter…

  10. StanGable

    “a public affair” with mary jane.

  11. Haroof

    That hair stylist we see tagging along with her everywhere is the Kato Kaelin for the new generation.

  12. biatcho

    oh my god there is so much wrong and yet so much right with all of these pictures. What is up with at fuckin outfit first of all. they look like mom pants, or worse yet, slacks. And I wish she would stop emphasizing her saggy tit hips. wear a fucking bra! That 3rd picture is downright foul & offensive.

    And I am pretty sure that Ken Paves was the secret spitter behind the bushes in the legendary “Magic Loogey” Seinfeld episoide.

  13. commissioner

    Why in the hell would anyone willingly hang out with that jackass Jessica? Those guys need new friends.

  14. jrzmommy

    I kinda like her better hanging out with a bunch of fucking nutjobs than her goody two shoes image.

  15. sortit

    its nice to see that she’s finally having fun

  16. Jessica looks like she got tag teamed from the Jackass Crew before they went out partying. Maybe even drank out of the toilet with Steve O.

  17. roflynsolo

    You folks have got it all wrong, her eyes are red because she was weeping about not being able to satisfy her fans with her singing and fulfilling her obligations to the world at large because of her strained vocal cord. I cry whenever I’m forced to let somone down and my eyes look just like that.

  18. she must’ve smoked some strong weed

    http://wampoon.com/

  19. andrewthezeppo

    Wow, looks like a good time! I think this is a BIG STEP FORWARD! I mean, honestly, would you rather be with some guy from 98 Degrees and having your dad talk about your boobs….or….would you prefer to get high and hang out with the guys from jackass. She’s finally done something I can look up to.

  20. BriBri

    DAMN does Jessica look ROUGH in that 2nd pic. Wow!

  21. MicShell

    Are we sure that’s not Anaa Nicole Smith?

  22. Jacq

    It looks like she did it with John Mayer riiiiiight before she left the house.

  23. scrooge

    Steve-O is the most annoying thing I’ve ever laid eyes upon.

    http://www.hulkmad.com

  24. strokesiteveryday

    DOESNT LOOK LIKE POOR OLD KENNY IS HAVING A GOOD TIME. JESSICA IS FUCKED UP.

  25. GossipMonkey

    At least she got rid of that raggy lookin weave – I KNOW that fag Ken doesn’t get paid to give her stripper hair.

    Maybe the world will get lucky and some crazy ass bouncer will abduct and kill her drunk ass like they are doing to ALL the chicks here in NYC lately.

  26. GossipMonkey

    ha and they were at the hog pit – go figure.

  27. beanncheese

    How in the hell is Steve-O not living under a freeway by now?

    http://www.spoonspam.com

  28. Nikk The Templar

    Based on her eyes and the way she looks…..now I see why they call him BAM Margera.

  29. wendy718

    Damnnnn Jessica! Hook me up with your connect! Looks like you smoked some good shit!

  30. LilRach

    It would be fucken awesome to hang out with the jackass guys! They are fucken hilarious! and Bam and Johnny are so sexy!
    Who cares if she smoked a bit of reefer – oh that’s right everyone on the superficial is perfect! At least it looks like she’s having fun instead of living like a grandma when she was with Nick!

  31. bam probably told her he had a lozenge in his pants.

  32. ChikaDeeDeeDee

    Shouldn’t the Hog Pit be sued by JS for them using a head shot of her as a logo?

  33. MyWellRehearsedMistake

    #20. I agree, I’m liking the new improved party girl, I wanna see more of her fuckin’ up what’s left of her so-called career. she needs to do a full-on Britney. It’s about time she rebelled against her parents and her ‘good girl’ image and skanked herself right off the celebrity radar.

  34. Xanthia

    With that goofy-ass look always on her face, accompanied by the overbite smile of a mule, she belongs with a heard of jack-asses. (And they probably have the higher IQ.)

    There is just something about this idiot that makes me want to walk right up to her and thump her between the eyes and see if that refocuses her.

    What a total waste of peroxide.

  35. vainandlovingit

    fuck she looks rough…

  36. dejavoodoo

    oxygen thief

  37. combustion8

    They all fuct’er.

  38. alaskanchicsickle

    3 things…she’s stoned, I hate Steve-O what a baffoon, and I just want to snatch her lips right off her face. That is all.

  39. alaskanchicsickle

    Oh and Bam Margara, yum.

  40. bigponie

    hangin out with jackass crew – free
    tequila shot – 2$
    getting high on weed – 50$

    jessica scratching her ass – priceless

  41. combustion8

    “They all fuct’er.”

    Nevermind, I forgot those guys are gay homo’s.

  42. jane's eyre

    She should take Ben Stein’s advice:

    “For dry, red eyes, Clear Eyes is aawwesome.”

  43. jane's eyre

    What’s up with the stupid Bugs Bunny pout in the 3rd picture? That’s what happens when drunk/stoned girls try their darnedest to look sexy.

    Someone needs to shoot that wabbit.

  44. skilzaw

    I think she looks kinda hot in that wicked drunk girl way.

  45. BarbadoSlim

    Bleh, hangin’ out with the Jackass guys is just about as cool as hangin’ out with…I don’t know, Jessica Simpson.

  46. InstantAsshat-AddFame

    What the fuck is WRONG with these people? DO they think that because they are famous, they don’t have to work? They can just cancel all engagements, disappoint their fans, cost their studios shitloads of money, and everyone will still love them?

    Wake the fuck up, you asshats! For every big-titted, bleached-blonde, hack-job actress, there are 500 or more just WAITING for a chance to take your place.

  47. CactusinaSombrero

    #31 – Why the hell are you on this site? No, not everyone on here is perfect, but I’d like to think we all share a common interest in pointing out what complete WANKERS celebrities are. Or at least Paris-Britney-Jessica-Lohan, who by all logic should be dead by now.

    When it comes to ‘celebrities’ such as this, you’re allowed to complain at whatever they do. Jessica Simpson deserves death by puppies, and nothing will ever change that.

    (Note: Death by puppies isn’t as nice as it sounds. It involves eating them, and that’s all I’ll say).

  48. _____

    Oooh it’s a LOCK those guys have already ran a train on her. And you know what? Bitch LOVED it!!

    http://cooterpunch.blogspot.com
    _____

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