Jessica Simpson wears really cool pants

April 18th, 2007 // 88 Comments
jessica-simpson-braless-cabocantina-00.jpg

Jessica Simpson was spotted at Cabo Cantina without a bra on and wearing what appears to be her grandmother’s pants. She actually used to be hot, right? It wasn’t just some wonderful dream I had? Because looking at her now, I can’t even wrap my mind around it. I’m pretty sure if you took a sample of her DNA it’d show she was slowly devolving into a monkey.

jessica-simpson-braless-cabocantina-01-thumb.jpg jessica-simpson-braless-cabocantina-02-thumb.jpg jessica-simpson-braless-cabocantina-03-thumb.jpg jessica-simpson-braless-cabocantina-04-thumb.jpg jessica-simpson-braless-cabocantina-05-thumb.jpg jessica-simpson-braless-cabocantina-06-thumb.jpg jessica-simpson-braless-cabocantina-07-thumb.jpg jessica-simpson-braless-cabocantina-08-thumb.jpg


  1. TJH

    Lay off the tanning??? BWAHAHAHAHA!!! That’s a damn bottle-orange color if I ever saw it.

    I’d still hit it, no matter how stanky it is.

  2. shanonorato

    What, in the name of all that is holy, is THAT?

  3. 1MILFhunter

    Jesus Harold Christ!! How much farther downhill can this woman go?? She looks like some 50 yr. old granny in those horrid jeans. Suprisingly she didn’t have them hiked up under her sagging rack. Looks like she has to undo the fly to scratch her belly.

  4. woodhorse

    I thought that there couldn’t be anything uglier than a guy wearing super huge pants falling off showing his skidmark boxers but this pair of pants might be worse. Well, no, it’s not worse but it is still fugly. The super huge pants falling off are the worst fashion mistake since the powdered wig. And only hawkin up a loogie and spittin it out in public is worse than a guy walking around holding onto his junk. Her ugly pants reminded me of all this grossness.

  5. islandgirl

    even my 93yrs old gramps wear better pants than those even though he pisses them. lol

  6. Conky

    Those pants are a fashion mistake without a doubt but I’d still mount up and hit it. Thanks.

  7. woodhorse

    about wearing those pants? lowlands you lie….

  8. woodhorse

    #3 am not seeing camel toe but sweaty inner thighs on one pic – lots of wrinkles. pretty much looks like a heifer now. not her best look.

  9. WHAT THE HELL happened to her? She looks like she’s been up all night with a couple screaming babies..all worn out…

  10. iamsosmrt

    Clearly SOMEONE has no identity or sense of self and changes herself for the man in her life. Girls like that are doomed to misery, misery and UGLY PANTS.. wait that’s the same thing. You know what they say ‘misery loves ugly, unflattering, pastel, 70′s style Steve Urkel armpit pants.

  11. iamsosmrt

    Man she has let herself go. She was slim and toned in the Dukes of Hazzard movie but, she had a personal trainer then to kick her lazy ass into shape. I love closet fatties whose boddies turn to shit the second some beefy trainer stops ‘motivating’ them. If she didn’t have the boobs she’d be a total troll. The future looks UGLY for this has been Betty.

  12. emily

    Um…her hair color looks really nice.

  13. Those must be from the clothing line she was supposed to be promoting but never did.

  14. WTFiswrongwithUppl

    47–THAT’S where I’ve seen those pants before!! Or was it “One Day at a Time”?? :P

  15. hobieluv83

    The sad thing is those pants are coming back into style.

  16. sumnersgal

    Obviously Nick Lachey’s dick was the portal to the fountain of youth ’cause since she’s stopped getting it -she looks like hell.

  17. ChronicRachel

    wow. she looks bad. why, she was so pretty. drugs.

  18. anita bonghit

    Chrissy Snow called and wants her pants back

  19. FRIST!!!

    Are those Bugle Boyz pants you’re wearing?

  20. lissyia

    She was never hot. One day she bleached her hair, lost a few pounds, and showed her ass. It distracted everyone from the ugliness that is her face.

  21. Liverpool FC

    I woulld pound her deep & hard. Then slam her doggystyle and finally glaze her face to show what a whore she really is.

  22. anna

    WHAT IS WRONG WITH HER FEET? FOR REAL THOUGH.

  23. tits_on_snack

    OK i’m actually loving that high-waisted pants are coming back, but these are ridiculously fug. I don’t know which is worse: These atrocious nightmare slacks, or every single highschool girl I see crammed into “skinny jeans” with three inches of muffin top billowing out all around themselves.

    And uh, why is she suddenly ten shades darker, and really ugly? Wasn’t she in that video where she washed the car looking all stupid but hot?

  24. WTFiswrongwithUppl

    68 & 69 LMFAO!

  25. JESSICA SIMPSON…IS MY MOMMIE IN HERE WITH YOU… HER NAME IS BRITTNEY SPEARS I THINK.. MY BROTHER AND I ARE COLD, WET AND HUNGRY AND WE NEED ROCKED TO SLEEP.HELP,,MOMMIE,WHERE ARE YOU..MOMMIE!

  26. DMM

    High waisted jeans have become slightly in stlye again. Jess is doing this look all wrong though. Wrong size, fabric, cut, everything. She looks like total garbage.

  27. whitegold

    Why is she becoming so ugly? She was so hot for a while there.

  28. PunjabPete

    #5 – LMAO… You got any mustard in there…

    I told you all… She is pregnant with John Mayers spawn….

  29. cate

    Oh. My. Gawd.

    One of the biggest pet peeves i have is when people with big boobs dont wear bras. I have nothing against big tits, im 36D, But come ON, you cannot pull off the braless look, okayyy????? Jesus, my eyes hurt.

    and I wont even start on the pants.

  30. wedgeone

    #28 – I am me; I never was AFJ and he never was me. AFJ doesn’t come around this neighborhood anymore, thanks to Wally.

    Speaking of the douchebag, how many times did you continually refresh the page waiting for my post before you put up #26? You have to be wearing your parents’ patience thin living in their basement stealing Internet service over their cable lines in order to be a cyberstalker. Go get some sun & recreation! Broaden your mind and come to terms with yourself before you morph into the next Cho Seung-Hui!

  31. Kate

    Gotta love the pants pulled up to the boobs and the boobs reaching for the pants.

    I’ve been saying this girl had a horrible man-face since day one…no one would listen…if this isn’t proof, I don’t know what is.

  32. Miss Asia

    great mom jeans O.O

  33. td

    But she was hot in Dukes of Hazzard and Employee of the Month. I’ll hold on to those memories.

  34. Saera

    this must be some kind of joke.

  35. whatwhat

    i saw a picture of scarlett johansson wearing mom jeans not too long ago. mom jeans are in.

    also, wow she looks like hell. it looks like she caught that rapid aging disease lindsay lohan has.

  36. Send Spears to Iraq, she’s done singing and after all is the anti-christ..she should be able to KILL THEM ALLL…….Jessica Simpson, ashamed of you,,,can do better than that old sacastic man..you’ll be sorry later if you not already…..

  37. shannon

    Is this a freaking joke… come on people!!! If you really think that Jessica looks fat.. you should get your head checked.. Even in these pictures here.. she still looks better than majority of you!! Stop being so damn jealous!

  38. John

    She looks like David Hasselhoff grandma

Leave A Comment