Jessica Simpson wears see through clothes to The Ivy

August 2nd, 2006 // 114 Comments

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Jessica Simpson looks like she just got off a tough day of prostituting herself. I can get on board with the see through clothes, but everything above the neck is just all wrong. Showing off your nipples is one thing, looking like you’ve been walking up and down Robertson Blvd all night asking men if they’d like a good time is another.

More of Jessica Simpson and her see through top after the jump.


  1. curliegirlie

    everyone please look at her feet in these pictures!!!!!!

  2. curliegirlie

    i can’t believe this her shoes are ugly and don’t fit her at all, her feet are gross

  3. Everyone wears see thru clothes to the Ivy! Even me, and I’ve never been there!

    http://www.VeryLiberating.com

  4. meat-tulip

    God! How can ANY red blooded male complain about this?! You, Mr. Superfish, are sick,sick, sick. I would hit this like sex ws going out of style.

  5. It doesn’t surprise me. I think it’s the new B-list celebrity trend.

    http://www.wehateeverybody.com

  6. RichPort

    Her dad picked that dress… he was overheard saying “I love the smell of nips in the morning… smells like… victory” over and over as he shoved her head, mouth agape further into his lap.

  7. jrzmommy

    What’s that ugly gash on her left arm (pics 6, 7, 8)?
    If everyone wears see-through clothes to the Ivy, PLEASE GOD keep Rosie O’Donnell and Clay Aiken away from the Ivy.

  8. combustion8

    She looks so happy… <3 the tiny nips btw.

  9. ezra

    how much do you think guys pay her? with that facial expression, it looks like she can’t even get enough to pay for the crack

  10. Doxes

    What are those stains on her dre … oh.

  11. Tha-Flash

    I’d Fuck’er. No complaints.

  12. azcoyote

    The second to last picture is what concerns me. Who let this ditzy bitch drive?

  13. favrav

    nice clear heels. where’s her stylist?

  14. Italian Stallion

    She looks like she does when she’s done riding the Stallion, scared but satisfied………

  15. MR_DG

    Prostituting, or not. People love her and we will continue to read about her for a while!

  16. Tracie

    Yeah, her gnarly toes are slipping out of her shoes, she’s got a disgusting open wound on her left arm complete with blood and puss, and her hair looks like someone just mopped the floor with it! I’m surprised by how small her nipples are. The boobs were probably fantastic when she was 19! Alas, gravity and hard-partying have already taken hold.

  17. PandoraKnight

    Okay:

    The shoes are ugly, the gash on the arm is nasty, she has those injected fish lips and her hair is a mess. Other than that she looks fine, see through, but fine. Tell Christina not to get jealous because Imitation is the sincerest form of flattery. Ashlee…

  18. Bugman4045

    Her feet are nasty looking. And I thought the clear heels was the universal sign for street walkers. My friend is a mormon and even he knows that!
    Maybe we can watch as Jessica and Lohan fight to see who hits bottom first.

  19. Tracie

    In pix #3 and #15, you can actually see her hairdresser/best friend, Ken Paves, getting into the passenger seat! He must have slobbered on one too many boners that night to actually deal with or even care about Jess’s hair.
    P. S. Aren’t license plates supposed to be blurred out? California Range Rover plate # 5SHZ650

  20. CoJo

    I expected higher nipples – she’s lookin a little saggy. Disappointing at best.

  21. Nikk The Templar

    She has nice breasts. Now I see why Papa Joe is obsessed with them.

    *looks down*

    Oh, God…she’s busting out of her shoes like The Incredible Hulk. WHY? GET SOME SHOES THAT FIT.YOU CAN AFFORD IT.

  22. CoJo

    WAIT A SECOND!!! Isn’t that the little Mexican lady that shot SELINA!!! Little Jess better watch her ass!

  23. theprincess

    wooo people… this girl is f***** sexy…shes amazing… & pls, stop complaining about her feet, the shoes are weird

  24. The superficial man neglected to inform us that her companion for the evening was Mary Kate Olsen!
    http://photos1.blogger.com/blogger/3709/3313/1600/82simpson.jpg

    The link is for TrannyGrannys eyes only.

  25. jrzmommy

    Jessicas got trout pout
    Jessicas got trout pout
    Nah nah nah nah nah

  26. PapaHotNuts

    Sometimes I put ketchup on a woman’s arm before I eat her. Then again, I’m eating her pussy so the ketchup is irrevelant.

    That was for you pinky_nip.

  27. ob1

    Now this is more like it!

    You can never go wrong with nip slips and crotch shots. Me likey.

    What’s up with the doo doo butter on her arm in the 2nd pic from the left 3rd row down?

    Viva Jessica Simpson!!

  28. pixelbasic

    God bless Texas. Finally, something that doesn’t sting my eyes (see photo-op bikini change #376,624). Hohan is 12 yr old boy compared to this.

  29. purplepuppy

    She looks like a bag ‘o shit! Is she fucking getting behind the wheel and driving! She looks drunk or high, or fucked up or whatever. Cuntish whore, I fucking can’t stand this retard!

  30. @ 24 you stole my line. i am telling you, i think her dad goes for the olsen twins look. he was all, have that surgery sweetheart.

  31. pinky_nip

    Papa, when you know when you spread anything on my arm, so do my legs.

  32. whoworksatworkanyhow

    This might have been said before but has anyone else wondered if Nick was picking out her clothes and brushing her hair when they were married? Sheesh, some people just need someone telling them what to do all the time. I think someone needs to step up and take control of Jess and Britney. Show them the pimp hand.

  33. pinky_nip

    @31: Sorry for the extra “when” but I’m getting desperate…

  34. oshkoshb-goshdammgosh

    She looks like Anna Nicole, and by that I mean she looks classy and well-manicured.
    And what’s up with bitches talking about people’s shoes? If I can see her milk cannons I can’t see her shoes – simply put – and all the cool people agree with me.

  35. lisad71

    She totally needs a breast lift. At the rate she is going those puppies will be hitting the ground by the time she’s 30. She looks miserable because she knows that Ashlee looks so much better than her these days. I think Ashlee is a no talent ass clown, but she looks so much hotter than Jess now.

  36. chaneseskar

    That is totally the look of “I am satisfied”. Whether it was from food or cock, we may never know.

  37. MultipleSpaceys

    #14 – Nice
    #20 – Glad we agree on something. I don’t know what’s worse double chins or droopy tits.

  38. bootface

    I
    WANT
    TO
    FUCK
    HER

  39. CMonster0125

    Check out the bruises on her back (pic-16-getting into suv). You think Joe might have been slapping his salami between the sugartits too often?

  40. bootface

    I imagined she’d have bigger nipples however

  41. HarryNipples

    Geez, Courteney Love is sure looking good these days…

    Whoa, wait a minute! That’s not Courteney??

  42. Nice. I knew it was coming, but I guess I expected more…

    http://www.blackbeatpress.com

  43. biatcho

    Holy TitHips Batman! This chick’s like, 25, and already gravity is catching up to her in a saggy sort of way. Double D’s down to the knees.

  44. HarryNipples

    Must have been cold on that street corner she was standing on all night with those great, big hard nipples sticking out – I hope she made a lot of money…

  45. Hm… I wonder if somebody tried to poke one of her nipples…

  46. Anida S. Hower

    @1 – I started looking at the pictures one by one, and though “what the heck’s wrong with her feet???”

    Then when I got to #14 and saw her 12 inch finger-toes on her right foot I was in shock! WTF?!?

    I wonder if Proactiv makes a finger-toe proactive treatment she could use. Of course, I guess it’s too late to actually get -proactive- about ‘em. Maybe she could just roll them up and paint fake nails on her first nuckle.

    ‘Is this chicken or tuna I’m eating?’

    ‘Is that your toe or your middle finger?’

  47. biatcho

    I guess this is what happens to her hair on the one night of the year she goes out without that fag hair stylist of hers.

  48. scoos

    I’d hit it like a coked up rabbit.

  49. gray

    say what you want i like pendulous tits

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