Jessica Simpson has seen better days

June 1st, 2007 // 212 Comments
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Jessica Simpson was spotted at a pharmacy in LA looking like she just wandered in off the street. You can’t always look your best all the time, but you should never look like this. I’ve seen homeless people who looked more put together. Hell, I’ve seen piles of garbage that looked more presentable. And I have no idea why, but this picture cracks me up. She looks like she stole her pants from some big fat guy named Carl.

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Comments (212)

  1. Parrish | June 1, 2007 at 12:58 pm

    ew

    Reply
  2. jennifer | June 1, 2007 at 1:01 pm

    trashyy.

    Reply
  3. Parrish | June 1, 2007 at 1:02 pm

    i always forget how short she is, like 5’2

    Reply
  4. gina | June 1, 2007 at 1:02 pm

    reminds me of that pam anderson pic without her makeup. plain jessica is way better than a lot of haggard girls out there with 2 lbs of makeup on and airbrushing hahaha

    http://www.innerdrama.com

    Reply
  5. mr literal | June 1, 2007 at 1:04 pm

    Poor thing! When did she become all blurry and indistinct?

    Reply
  6. RunningWithCarsAndBoysWithScissors | June 1, 2007 at 1:05 pm

    kinda sucks when the trashy people are judging you, huh?

    Reply
  7. getyourhandoutofmycat | June 1, 2007 at 1:05 pm

    You guys should leave her alone…she’s carrying papa joe’s baby and shouldn’t need to look done up while pregnant…jeez

    Reply
  8. mia | June 1, 2007 at 1:07 pm

    3
    whats wrong in being 5’2?

    Reply
  9. rachael | June 1, 2007 at 1:08 pm

    i like how she’s wearing carl’s pants from aqua teen!

    Reply
  10. sandy | June 1, 2007 at 1:08 pm

    That’s how shitty I look every morning, but maybe I even look better than that because I don’t have an extension nest and an oversized middle school sweat suit on.
    Wait, wait, THE BEAST from Beauty and the Beast! Yup.

    Reply
  11. FUCKME | June 1, 2007 at 1:08 pm

    Why the hell does everyone in LA go out in public looking like shit? At least a comb through your nappy tangles. Jesus.

    Reply
  12. Jimbo | June 1, 2007 at 1:09 pm

    it’s easy to forget how short she is because she has a really long torso and stumpy troll legs. since she’s usually photographed from the waist-up, she looks taller because she has the torso of a much taller person.

    Reply
  13. Nicole | June 1, 2007 at 1:10 pm

    AQUA TEEN CARL!!!!

    Reply
  14. Bern | June 1, 2007 at 1:11 pm

    I’m pretty sure that’s Tina Yothers.

    Reply
  15. Jimbo | June 1, 2007 at 1:12 pm

    nice set today, bern. maybe a LITTLE too big.

    Reply
  16. bobby cobb | June 1, 2007 at 1:12 pm

    she’s looked better.

    no matter, though – i’d love for her to mount me and watch her big sloppy boobs bounce up and down

    Reply
  17. mia | June 1, 2007 at 1:13 pm

    11
    right

    I believe they are too lazy being coked to be able to put own some ”clean” jeans and not a ”see my horrible fake nipples through t-shirt” AND at least make a pony tail with those sad hair…

    Reply
  18. mia | June 1, 2007 at 1:14 pm

    oups…

    its ”on” not ”own”

    Reply
  19. krazihottkelli | June 1, 2007 at 1:15 pm

    nonsenz jibberizz randomkeyz
    jibberz jibberz nonsenz
    hitz keyz jabberz jabberz

    …nothoughtz inhead…
    readthis n u zzzzzzzzzz…
    jibberjabberz nonsenz
    oops i pooped my pantz

    Reply
  20. Jimbo ? | June 1, 2007 at 1:16 pm

    Bern – My troll misspoke. Those are not to big.

    Reply
  21. mia | June 1, 2007 at 1:17 pm

    19…

    i’m kind of ashamed that you are a human being like i am…

    Reply
  22. bob | June 1, 2007 at 1:17 pm

    GAH, how creepy is that neanderthal’s expression on her face.

    Reply
  23. Rogue | June 1, 2007 at 1:17 pm

    Finally. I actually think she looks hot like that. Very natural, cute, very nice, much preferable to me instead of those event shots of her when she’s out, overly made up, and looking like some 45-year old divorcee.

    Reply
  24. bluecrush | June 1, 2007 at 1:18 pm

    this is the first pic post-nick that her boobs have been covered. seriously, large dangly saggy boobs before youve had kids are not hot. she’s so ugly.. and when she is wearing a lot of makeup she looks like a porn star with lobsided boobs that jiggle and flop.. john mayer run!

    Reply
  25. Fifth Stooge | June 1, 2007 at 1:18 pm

    Whippty-flippin-doo.

    Reply
  26. gatorgirl | June 1, 2007 at 1:18 pm

    I never have gone to the pharmacy looking like that, and I know for SURE there will be no one waiting to take my picture. WTF? I guess she wants the world to think that she doesn’t care and she’s not concerned. Bull. Remember how cute she looked in that red and white 50′s looking dress with super blond bob hair? I want that Jessica back!

    Reply
  27. RunningWithCarsAndBoysWithScissors | June 1, 2007 at 1:18 pm

    @ 19
    keep that shit to yourself, cokewhore

    Reply
  28. mia | June 1, 2007 at 1:19 pm

    HA
    don’t be so hard… She’s not that bad, she (almost) keeps her mouth shut in those pics.

    Reply
  29. HoboChic | June 1, 2007 at 1:20 pm

    This is just Jessica’s gift to all the pretty girls out there with real jobs and without stylists and unlimited amounts of money and time to doll themselves up.

    Reply
  30. RunningWithCarsAndBoysWithScissors | June 1, 2007 at 1:21 pm

    @ pic #7
    “Yeah, I’m just tryin’ to get back home to m’kids”

    Reply
  31. gatorgirl | June 1, 2007 at 1:21 pm

    You gotta admit, at least it’s not as bad as that recent picture of her in that blue sequined hooker dress that shot all the way down to her belly button when everyone else was dressed classy.

    Reply
  32. misslavey | June 1, 2007 at 1:23 pm

    I think she’s ugly as sin, but without all the loads of makeup which end up making her look more like a man, I think she looks like a halfway normal person here.

    I’ve gone to the pharmacy looking like shit myself, too, so I’m not sure what some peoples obsession with going to the pharmacy dressed to the max is all about.

    Reply
  33. crestlin | June 1, 2007 at 1:24 pm

    you know, it’s sad to say this, but she looks better like this than all orange with caked-on makeup and stuffed into dresses two sizes too small…

    Reply
  34. Papa Joe | June 1, 2007 at 1:26 pm

    Hey, leave the girl alone! Maybe she’s wearing loose-fitting sweats because she had a night of unexpected rough anal. Just sayin.

    Reply
  35. W. Ryder | June 1, 2007 at 1:28 pm

    “I’ve gone to the pharmacy looking like shit myself, too, so I’m not sure what some peoples obsession with going to the pharmacy dressed to the max is all about.”

    It does help if you’re trying to fill a forged prescription for OxyContin. I heard.

    Reply
  36. gatorgirl | June 1, 2007 at 1:29 pm

    It’s not even about dressing to the max to go to the pharmacy but at least pull your hair into a pony tail or wipe on a little gloss on your lips, you know someone who spent $2000 on sheets has a few nice pair of jeans she coulda slipped on and not some way too big gym pants that I would only wear on the coldest day in Dallas, and she knows darn well someone will be there to take her picture. Vanessa Manillo wouldn’t go anywhere looking like that!

    Reply
  37. somebody/nobody | June 1, 2007 at 1:29 pm

    A brush. A brush would be good.

    Even the common folks brush their hair before going in public.

    Reply
  38. LuckyMan | June 1, 2007 at 1:33 pm

    my alcoholic neighbor wears short shorts on her cellulite ridden legs and no bra with a tank top….but she still combs her hair.

    Reply
  39. TRoller | June 1, 2007 at 1:33 pm

    So what does Jessica Simpson buy at the CVS?

    I see Fruity Cheerios, Enviga, Trail Mix….

    Reply
  40. Stace | June 1, 2007 at 1:33 pm

    Just checking out her purchases….fruit loops, trail mix, red bull. Add a can of cat food, and she has reached 40 year old divorcee status.

    Yet, no comb or soap.

    That would have at least excused the tangled mess that she is.

    Reply
  41. TRoller | June 1, 2007 at 1:34 pm

    Looks like she’s frightened by the Kotex products….

    Reply
  42. Angry Ferret Jones | June 1, 2007 at 1:35 pm

    She’s a spent piece of used jet-trash. Maybe if we all close our eyes she will go away, and take that whiney John Mayer son-of-a-bitch with her.

    FUCK I hate them.

    I hate them both individually, but together they make me want to puke up shards of my broken pelvis. (Thanks Dane)

    Reply
  43. whitegold | June 1, 2007 at 1:36 pm

    Why is she even considered famous anymore? Who really cares about Jessica Simpson? The only thing she ever had going for her was looking hot. If she doesn’t even look hot, then what on earth makes her a celebrity? Nobody buys her music? Nobody watches her movies or tv shows? Heck, maybe I should be famous also. Nobody buys my music or watches my movies either. Sure, I’ve never made a CD or a movie, but that’s irrelevant.

    Reply
  44. a thought | June 1, 2007 at 1:36 pm

    Jessica’s outfits:
    hideous clothes
    hideusly expensive Louis Vuitton bag (2K?)

    Reply
  45. J. Mayer's red anus | June 1, 2007 at 1:37 pm

    She went to the drug store because she ran out of condoms. She wore sweatpants because she didn’t want to bother tucking it back. I’m putting it all in a new song, “Raincoats for Tucker”.

    Reply
  46. mia | June 1, 2007 at 1:37 pm

    38

    funniest comment ever!

    Reply
  47. SlushPuppie | June 1, 2007 at 1:38 pm

    #19 Mr./Mrs. Troll, I applaud you. Well done!

    Reply
  48. gatorgirl | June 1, 2007 at 1:39 pm

    maybe she was going for the MK/Ashley no-comb-hair fashion statement?

    Reply
  49. me | June 1, 2007 at 1:40 pm

    you guys are stupid i bet half of you look 80 times worse than he, she’s beautiful. she is one of few i think look ok without makeup, and even in clothes like that she looks better than i ever will!

    Reply
  50. mia | June 1, 2007 at 1:40 pm

    Keep in mind, in Canada beige is the flashiest color ever.

    Reply

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