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Jessica Simpson: Dressed Up or Dressed Down?

Jessica Simpson: Dressed Up or Dressed Down?

Jessica Simpson dresses conservatively while dining out at Country Restaurant at Carlton Hotel on Madison Avenue on Thursday afternoon in NYC.

The Blonde Ambition actress then dropped a few thousand bucks at the Roberto Cavalli store.

To the left, Jessica at the Costume Institute Gala on Monday in NYC.

Which do you prefer? Jessica Simpson — DRESSED UP or DRESSED DOWN?

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Photos:, Evan Agostini/Getty
Posted to: Jessica Simpson

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  • Anthony

    She looks great no matter what, but there’s something so sexy about her when she’s dressed down and natural

  • Ava

    does she have something done to her lips???? they look bad

  • Shoes4life


  • bowow

    Dressed down is better. It’s like she tries too hard to be sexyssss dressed up.
    She’s such a natural beauty!

  • Jess’s face looks wierd

    This outfit is nice, but the lip injections are making her face look wierd, her smile,nose ect..looks wierd what has she done to her face?

  • Hey Now!

    Dressed down I can not stand to look at her anyways lol. She has looked so “off” lately. She really has lost her appeal.

  • Katerina

    I also like the dressed down version better. She looks like a transvestite in that gown and it is definitely not a classy look with only her nipples covered up and the rest of her boobs on display…

  • sharlene

    neither, shes getting to old now. she use to be bautiful back in the first season of newlyweds. to much plastic surgery and shes just loosing her looks dramatically. NEITHER!!!

  • Snarky Sharky

    Dressed down, she looks almost normal there and even cute

  • ammy

    Neither, she look like a man. She’s pretty before, now she look unnatural.
    I don’t like her anymore……

  • [Fug Face [You]]

    ugly hair color, ugly lips, ugly nose, mannish face, horrible dresser, hideous orange tan [the Oompa special].

    she looks bad dressed up and down, to think at one point earlier in her career she was actually ‘cute’. oh well she better stick to media who-ring cause her music career is Finished

  • Linda Tow

    She looks better dressed down, but ultimately she tries too hard and doesn’t have the astute dress sense to be able to carry off versatile designer looks…she’s just a Southern girl who got lucky.

  • Shmoo

    Neither. She’s always dressed wrong and looks overdone.

  • Tallchic

    Down definately! She needs to stay away from the red lipstick. Something is VERY wrong with her face!

  • creativegirl

    Yeah, I hate to say it but she doesn’t look good. Does anyone even remember the fresh faced girl in the With You video? It wasn’t that long ago, but gosh she just has gone downhilll terribly. Her boobs really look 10 times larger than they ever were and they look fake now in most pictures when you see them, I wonder if she had them done? They were so nice and natural looking before, now they look like globes up under her chin. I don’t know Jess, you really screwed up letting Nick get away.

  • (‘@’)

    Neither way

  • Sara Lee

    Neither! She’s not natural looking anymore, and even without makeup she has this conceited look about her. Go away

  • ilovehugh

    so sad for her. She used to actually be quite pretty. Why do these girls in Hollywood always think that more is better. More boobs! More lips! Leave good enough alone. I have always thought that natural beauty is always better. But that is just my opinion.

  • Mmmmm

    It is her lips, she got some injection before but said she would never do it again but looks like she did.

  • irene

    its her lipstick not injections they put it over her lip outline and the red color doesnt do her justice she looks beautiful in natural colors and her chest is all natural!

  • Laura

    She was always so beautiful when she was just lounging around her house, on Newlyweds…

  • Mary

    Is that dressing down??? I thought dressing down was wearing jeans and flip flops and a cute shirt. I guess I was wrong

  • Mary

    OH yea, I think the fame got to her. She’s not down to earth anymore

  • zack


  • nick

    excuse me MARY but how the hell do you know if she’s down to earth or not
    are you judging her from a picture :S
    you don’t even know her or talked to her lately
    if you don’t like her, that doesn’t give you the right to say fake and stupid stuff

  • Cynthia

    She is better off without needle dick Nick. He couldn’t do anything for her she wasn’t fulfilled on an intimate level with Nick. She’s been getting work done on areas that doesn’t need work like her lips. She naturally has full lips. If anything she needs to get it’s a nosejob, and just comes to grips and leave her lips and chest alone.

  • village idiots

    She does NOT need a nose job or anything else.
    Get real.

  • heather

    I don’t understand all ‘she looks like a man’ comments…I just don’t see it…

    and, how much stuff can you possibly need to warrant a bag that huge? I have one half that size that I use for myself and 3 kids, one of which is an infant!!

  • Celene

    at MET, her whole look is too “vulgar”, i dont get the whole boob display, its tacky, especially on her body frame.

  • jackie

    she looks 500x better naturally, which is why i dont understand she tries so hard when its so easy for her to look good when others have to try so hard… she’s so pretty naturally.. she needs to stick to more basic outfits and minimal makeup

  • YY


  • Scarjo

    She does have a masculine quality about her face. It’s becoming more pronounced as she ages. I can’t imagine trying to have a conversation with this chick. I’ve heard many say that she really is THAT dumb.

  • lula29

    I don’t think her face is that masculine, I just don’t think she does her face justice. She really is naturally pretty, she doesn’t have to try so hard and by trying so hard her face becomes more garish and harsh. She needs to tone it down and let her features work for her and not against her.

  • drwqx

    hi agen cheer bigs stare england how many older