Jessica Simpson In Carolina Herrera – 27th Annual Footwear News Achievement Awards

Jessica Simpson In Carolina Herrera - 27th Annual Footwear News Achievement AwardsJessica Simpson joined Crystal Renn at the 27th Annual Footwear News Achievement Awards, hosted yesterday at the IAC Building in New York City.

The entertainer selected a black-and-red Carolina Herrera rose jacquard cocktail dress that may have been a smidge too small through the cleavage-confining bodice.

Thee frock itself was fine enough, but factor in the compromised silhouette, along with the black platform pumps, a long mane of icy-blonde locks and a significant smokey eye, the look lost some of its appeal to me.

Were you let down by the styling, as well?

You can buy Jessica’s Carolina Herrera Rose Jacquard Dress from
Neiman Marcus, and UK
Credit: Getty

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36 Responses to Jessica Simpson In Carolina Herrera – 27th Annual Footwear News Achievement Awards

  1. Tracy December 5, 2013 at 10:37 #

    Thought this was a newly blonde Kim K for a moment!! I can’t find anything to praise in this look… The shoes maker her feet look like hoofs, sorry.

  2. Jeanine December 5, 2013 at 06:48 #

    Its a nice enough dress, but she’s so stuffed in and bursting at the seams… it looks ridiculous!

  3. Alina December 5, 2013 at 06:40 #

    Not good.

  4. Prudence December 5, 2013 at 05:40 #

    wrong dress for her body, this is a messs

  5. Teri December 5, 2013 at 04:55 #

    I don’t wanna say it, but she looks like a retired porn star here!

  6. Tracy L December 5, 2013 at 02:20 #

    I almost did not recognize her. Has she done something to her face as well? She’s starting to look like a barbie doll, and not in a good way.
    But as to the dress, a size up with some tailoring would have done wonders.

  7. sara December 5, 2013 at 01:17 #

    I agree this isn’t a good look on her, but I must say it has to be extremely difficult to dress her. From what I know, her breasts are natural and look larger after 2 kids and had she worn something with a different neckline, most people here would be offended and call it vulgar. Had she gone with a larger size, it would look matronly and frumpy. I think shes just in a tough place with not many options. There are very few voluptuous women who nail looking sexy and elegant at the same time purely based on their assets, which is SUPER hard to do- so you cant really blame these fuller-figured women for trying. Aside from that, she definitely should have chosen a different shoe. Regardless, she is a beautiful woman 🙂

  8. Alex December 4, 2013 at 22:46 #

    This is not a good dress for Jessica. She looks uncomfortable. Also, her hair is terrible – those extensions look really cheap. She can do so much better.

  9. Kaz December 4, 2013 at 22:23 #

    Such a train wreck for a beautiful woman! It’s verging on drag-ish.

    She needs to tone down the hair, lighten the makeup and get clothes that fit her style and body shape.

    So much potential…!

  10. amy December 4, 2013 at 22:18 #

    this look is well-intentioned but it doesn’t stop it from being bad. The upper part is just terrible.her breast looks squashed and gigantic which makes the rest of her body appear oddly small in comparison.
    The hair doesn’t help, too messy and distracting.
    The shoes are not the most inspired.
    She needs to get a bigger size and stay away from the ultra push-up bra.

    • Serenity December 4, 2013 at 23:13 #

      Amen and amen!

      Bottom line: she looks like Miss Piggy here. (No disrespect to Miss Piggy).

  11. pinksugar December 4, 2013 at 22:15 #

    The hair, the makeup,the boobs, the shoes! I feel bad for that poor dress for having to be a part of this.

  12. mm December 4, 2013 at 21:56 #

    Jessica doesnt know how to dress for her body. I dont like seeing her in public. she has such a large apparel empire, she has the knowledge but she doesnt understands how to translate her knowledge to her own body. her style has been horrible for years.

    • Sharon December 4, 2013 at 22:13 #

      I agree. Both Jessica and Christina Hendricks have a problem in picking styles to fit their curves, which is sad because they’re both beautiful women. Too bad there isn’t a stylist out there who specializes in curvaceous clients.

  13. Marybeth December 4, 2013 at 21:24 #

    Yes, the sizing and styling truly ruin this.

    What bothers me most is that this is an event about footwear and yet she wears those clunky, dull pumps.
    I think she should have chosen a plain(and properly fitted) dress and worn some killer shoes.

  14. serapart December 4, 2013 at 21:18 #

    oh dear god, I wish I didnt see this… the makeup makes it even worse…

    • Iva December 5, 2013 at 09:09 #


  15. kathryn December 4, 2013 at 21:15 #

    This dress doesn’t fit Jessica both literally and figuratively. This dress is for ladies who lunch and not pop stars.

  16. Joy December 4, 2013 at 21:09 #

    I really hate to be mean, but this is so wrong. First, why do her boobs have to be soooo big? I mean come on, that does’t look good unless you are trying to look like a stripper or Kim Kardashian, neither is something to aspire for. Caroline Herrera is so classy and elegant, the original fit is lost on Jessica. If she had worn it one size larger would that have been better? Or maybe we would have said she looked frumpy? It’s just all wrong. Sorry Jessica, the color is beautiful on her and it’s nice to see her again after the babies. I feel better I said something nice!

    • Bec December 5, 2013 at 03:23 #

      “I really hate to be mean, but this is so wrong. First, why do her boobs have to be soooo big? I mean come on, that does’t look good unless you are trying to look like a stripper or Kim Kardashian, neither is something to aspire for.”

      What a ridiculous comment. She has always had big boobs, factor in that she has had two children in the past couple of years and is probably breast feeding there isn’t much that she can do!

      Lets keep the critique to the clothes and not to their bodies!!

      • Kat December 5, 2013 at 09:25 #

        Totally agree Bec. This website is about fashion, not what size a person may be. Additionally, a person can’t help it if they’re naturally large chested.

        As a general rule of thumb, if you have to start any comment with “I really hate to be mean”, there’s a simple answer. Don’t say anything mean.

        Let’s keep the comments on the fashion.

      • Nora December 5, 2013 at 10:03 #

        +2, well put.

        • Joy December 5, 2013 at 11:35 #

          Yeah, I’ve had two children. So I know a little about that. That’s not how your boobs look after children. I did not mean for the comment to come off as critical about a persons size. That is completely against who I am. Beauty comes in all shapes and sizes. But I also don’t believe her large chest is not with a little help of enhancement, and I think because of that she looks ridiculous in this dress. Kim Kardashian has a noticeably larger chest since having children, and I don’t think it is a good look and I was hoping Jessica is not going down that path. I’ve commented on this site for years and I don’t think you can comment regularly without being critical. That’s sort of the point. I started by saying I hate to be mean, because I really am rooting for Jessica and I am genuinely happy to see her again after the babies.

  17. Christine December 4, 2013 at 20:54 #

    Her cleavage is taking over the whole dress.

  18. Moxie December 4, 2013 at 20:54 #

    Why does she look like a linebacker on top?

  19. irving cares December 4, 2013 at 20:46 #

    Anna Nicole Smith?

  20. divadebbi December 4, 2013 at 20:42 #

    Sadly, atrocious, H2T.

  21. Lauren December 4, 2013 at 20:40 #

    She can barely breathe

    • Yeliz December 4, 2013 at 21:48 #

      LOL, so true.

  22. Nora December 4, 2013 at 20:40 #

    Oh honey…

    • julyol1972 December 5, 2013 at 16:46 #


  23. kane December 4, 2013 at 20:37 #

    Nice dress, but not on her.

    • Lashae December 4, 2013 at 21:06 #

      I agree. It looked like she squeezed into a dress that is too small for her.

      • Anj December 5, 2013 at 04:54 #

        It looks pretty obvious she must be wearing some type of corset to get a waist like that and such high support in the bust. It looks like her breasts are suffocating her. That’s actually the biggest complaint I have. If her boobs weren’t trying to choke her, I would’ve liked this look.

        • Cristina December 5, 2013 at 14:58 #

          I think so too. I was like “whoa! that’s not how small her waist really is.” Plus, the way her arms are looking it appears like she can’t put them closer to the body because of a corset or something.

          Also, I’m not loving the dress either. Not those boring black pumps.

          I actually like the hair here.

    • dee December 5, 2013 at 13:46 #


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