Jessica Simpson is fancy

June 29th, 2007 // 127 Comments
jessica-simpson-blue-dress-00.jpg

Jessica Simpson was spotted walking around Hollywood dressed like this. And she looks decent enough, but what’s going on with her purse? She looks like she stole it form a kindergarten class. It probably wouldn’t even look that weird except she’s dressed like she’s heading off to a high school prom. Which reminds me, I better bet going. Those girls aren’t going to emotionally scar themselves!

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Comments (127)

  1. Robert | June 29, 2007 at 6:40 pm

    Too weird to ever be hot again.

    Reply
  2. Yo | June 29, 2007 at 6:41 pm

    SECOND!!

    Reply
  3. Yo | June 29, 2007 at 6:43 pm

    Ugh, that outfit.. that purse… that hideous face UGH!!!

    Reply
  4. FRIST!!! | June 29, 2007 at 6:43 pm

    Oh, look! A new post!!!

    Reply
  5. anna | June 29, 2007 at 6:44 pm

    SHE IS NOT AS PRETTY AS SHE USED TO BE! HER BOOBS ARE SOOOOOOOOOO FAKE, FOR HER TO BELIEVE SHE IS FOOLING ANYONE IS AS SAD HAS HER BLEACHED HAIR. (NO, SHE ISN’T FOOLING ANY ONE WITH THAT EITHER!)

    Reply
  6. FRIST!!! | June 29, 2007 at 6:45 pm

    Who punched her in the nose? (second to the last picture) Yuk!!!

    Reply
  7. frenchie | June 29, 2007 at 6:52 pm

    What the hell is going on with the meat hook claws hanging over her Pleaser dance shoes? I hate it when strippers wear them that way.

    Reply
  8. c45j | June 29, 2007 at 6:53 pm

    better bet boing beh?

    Reply
  9. FRIST!!! | June 29, 2007 at 6:54 pm

    Well that’s what happens when you try to stuff size 9 feet in size 6 shoes

    Reply
  10. Bridgette | June 29, 2007 at 6:57 pm

    honestly she doesnt look that bad! we’ve all seen worse

    Reply
  11. star69 | June 29, 2007 at 6:59 pm

    I think I saw the same dress at Walmart. Shitney tried to buy it first but she couldn’t fit in it.

    Yeah the shoes are awful. “Pleaser” shoes haha! Someone knows their stripper shoes brands ;)
    I bought a pair for my last Halloween outfit.
    The most uncomfortable shoes ever. Sitting in my closet now.

    Reply
  12. star69 | June 29, 2007 at 7:01 pm

    Thank God she’s back to the fake blonde again. The dark tones as well as the red made her eyes look creepy. Drew too much attention to a face that should never get much attention as it’s fugly.

    Reply
  13. jackie | June 29, 2007 at 7:05 pm

    sure she looks a little dressed up for just walking around but wow… so harsh you guys

    Reply
  14. Super Bock | June 29, 2007 at 7:13 pm

    Better fake than none. Too bad she didn’t trip on her dress tho.

    Reply
  15. blondewithnobrain | June 29, 2007 at 7:17 pm

    it looks likes she’s “hawking” the bag. like she’s a human billboard for it…just the way she’s holding it out there like Jen Aniston and her Smart Water.

    Reply
  16. Lux | June 29, 2007 at 7:24 pm

    She looks like she’s wearing one of those cheap prom dresses the put the women in for the reveal on “The Swan”.

    Reply
  17. Lux | June 29, 2007 at 7:28 pm

    Come to think of it, that low cut sparkly thing she wore was in the same family of ugly. What is her current obsession with “pageant wear”? Must be a Texas thing…

    Reply
  18. Lux | June 29, 2007 at 7:30 pm

    I’ll just post another comment out of spite for my boss. God, I hate him!

    Reply
  19. Sitarah | June 29, 2007 at 7:30 pm

    That dress doesn’t fit you.

    Let me stay this slowly so you get it, Jessica.

    DRESS NO FIT

    The fabric is not supposed to bow out at the sides of your breasts.

    The shoes, the dress, the purse, the hair.. there’s always something not right about her. She just doesn’t get it. She’s a person acting and dressing like they *think* a celebrity would. It’s always off.

    She has no charisma, no business sense, no pop talent, and a brand built on being stupidity (see: chicken of the sea). I wish she would go away just so she could find what she is really supposed to be doing with her life, because this is *not* it.

    Reply
  20. James | June 29, 2007 at 7:43 pm

    How has no one noticed that in the last picture she appears to have a Penis?

    Reply
  21. James | June 29, 2007 at 7:44 pm

    The only picture where said crotch is not covered by her bag, mind you.

    Reply
  22. woodhorse | June 29, 2007 at 7:57 pm

    #20 Yes, and she peed on herself with it.

    Reply
  23. miss oblivious | June 29, 2007 at 8:08 pm

    That outfit totally looks like it was homemade. With all the money she has, why would she wear something like that? I don’t understand celeb fashion. It seems to be a contest for who can look the worst.

    Reply
  24. Madame.O | June 29, 2007 at 8:17 pm

    HUZZAH for exercise and dangerous dieting. She looks fantastic. I mean, compared to a couple of weeks ago? Good on her. It should only ever take a few ‘fat shots’ to get anyone to the gym.

    Reply
  25. no1justminda | June 29, 2007 at 8:23 pm

    That dress is waaaaay too long, what the hell Jessica?

    Reply
  26. Joe Fonebone | June 29, 2007 at 8:31 pm

    26th!!!

    Reply
  27. Suburban Socialite | June 29, 2007 at 8:31 pm

    I don’t like the dress at all, but she looks sooooo much better as a blond.

    Reply
  28. celia | June 29, 2007 at 8:34 pm

    that is one ill-fitting dress. look at the side of the boobs. and the color is indeed cheap prom. gross.

    Reply
  29. Jaan Kanellis | June 29, 2007 at 9:00 pm

    What the hell is wrong with her chin?

    Reply
  30. dan | June 29, 2007 at 9:01 pm

    i just want pictures of this chick’s supertongue. i fucking love that obscene thing.

    Reply
  31. Madonna | June 29, 2007 at 9:08 pm

    I can’t believe she started as a singer. Is that over? The movie career never took off. She’s down to just walking around Hollywood aimlessly.

    Reply
  32. Katie | June 29, 2007 at 9:54 pm

    That dress looks like a fancy blue maxi-pad. But maybe that’s the look she was going for.

    Reply
  33. kelliswallows | June 29, 2007 at 10:39 pm

    that drag queen has a tiny weiner!! (cock doggy!!)

    Reply
  34. james | June 29, 2007 at 10:48 pm

    that dress is fucking fugly. looks like a curtain gone wrong…

    Reply
  35. HoboChic | June 29, 2007 at 10:51 pm

    The implants suffered from the recent rapid weight loss–you can see that one of them has shifted down in pic #6, I think. You can only yo-yo so much before the flesh don’t bounce all the way back; twenty-five ain’t twenty.

    Reply
  36. Jane Propane | June 29, 2007 at 10:58 pm

    God, she is evolving into Dolly Pardon!

    Aggregate + Promote your entire Online Identity – http://www.profilefly.com/

    Reply
  37. Mike | June 29, 2007 at 11:22 pm

    Didn’t she used to be pretty? Did her face just start growing in all directions, or what happened?

    Reply
  38. nukinfuts | June 29, 2007 at 11:39 pm

    This chick was never pretty. She used to have big boobs so no one paid any attention to her face.

    Reply
  39. RandallGraves | June 29, 2007 at 11:58 pm

    While not exactly a fan here, I have to say she looks a hell of a lot better now than that pic Fish posted of her with those pants pulled up to her tits a few weeks back.
    Hey the chick looks good, just went through a break-up and wants to show her shit off. Good for her I say. If only it were that easy for the rest of us to give the figurative finger to people that dumped us.
    Eh.

    Reply
  40. Aislinn | June 30, 2007 at 12:05 am

    O.k., this is scary, but I think she looks pretty good. Of course, I was just looking at the stories about Brit and Hohan, so compared to them, a pile of dog food would look attractive.

    Why can’t these women seem to dress themselves anymore, though, without doing something ridiculous? Where are their handlers, or dressers, or whoever the hell makes sure they don’t look like crap when they leave the house?

    Reply
  41. Aislinn | June 30, 2007 at 12:06 am

    btw, has her nose always looked like that???

    Reply
  42. izzy | June 30, 2007 at 12:38 am

    Wow, she has lost a lot of weight. She is kind of ugly though. She need to have her nose done. I think she would look a lot better. Ugly hair color too.

    Reply
  43. zuzuspetals | June 30, 2007 at 12:58 am

    my god she is horrible

    Reply
  44. fire canabis | June 30, 2007 at 1:04 am

    messica simpson…is on the loose again! She sucks ass, and Nick Lachey knew it! He tried to stick in there for the long run..but then he realized that she wasn’t worth it…He def. upgraded!

    Reply
  45. Heather | June 30, 2007 at 1:21 am

    Isn’t that Cacee Cobb in pic #6?? I thought those girls broke up long ago…

    Reply
  46. charm | June 30, 2007 at 2:13 am

    While I’m glad she finally went back to blonde, she needs a whole new look. This is tired.

    Reply
  47. MexicanLust | June 30, 2007 at 3:27 am

    The material reminds me of Umbros, those soccer shorts.

    Reply
  48. c reez | June 30, 2007 at 4:08 am

    babe….you don’t know much about fashion, do you? i would stop making it a headline, then…

    Reply
  49. erika | June 30, 2007 at 4:18 am

    why does her purse look like it’s from a kindergarden class? just because it’s yellow & purple? you need to stop making fashion comments because you obviously always sound like you don’t know what you’re talking about.

    Reply
  50. cooter | June 30, 2007 at 5:27 am

    That is one buck-toothed biatch. Whoever says she’s “hot” or good-looking is full of shit. The bitch has a Broom Hilda nose, buck teeth and is dumb as a box of rocks…

    http://www.spamfreeforums.com/cootercleavage/

    Reply

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