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Jessica Simpson: Chili Cookoff!

Jessica Simpson: Chili Cookoff!

Jessica Simpson slips the audience some tongue as she performs a multi-song set during the “99.9 KISS Country Chili Cookoff” on Sunday (January 25) at CB Smith Park on Flamingo Road in Pembroke Pines, Florida.

Chili Cookoff goers caught the 28-year-old country singer performing, along with Alan Jackson, Jason Aldean, Justin Moore, Little Big Town and other stars of country music.

WHAT DO YOU THINK of Jessica’s double leopard-print belt and high-waisted Grey Ant Carpenter jeans — HOT or NOT?

10+ pictures inside of Chili Cookoff country star Jessica Simpson

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Photos: INFdaily
Posted to: Jessica Simpson

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203 Responses to “Jessica Simpson: Chili Cookoff!”

Pages: « 1 [2] 3 4 5 6 79 » Show All

  1. 26
    scarjo Says:

    Good God….that picture with her sticking her tongue out is classic. Well at least she dressed the part because nothing says “chili cook off” like a leopard print double belt paired with a pair of too tight, high waisted “mom” jeans. How on earth did she ever get the gig opening for Rascal Flatts? Aren’t the considered A-B list in the country music world? She’s the epitome of a D-lister washed up has-been.

  2. 27
    saudia Says:

    what the hell is she wearing, damn she gained weight, whatever I wouldn’t call her fat .. gorgeous still

  3. 28
    sam Says:

    she’s not fat at all, she’s just bigger from when she was in dukes of hazard and was like really really toned and thin, she’ll probably get toned soon i bet you

  4. 29
    Ellie Says:

    Can you say hot mess? I swear to God this chick looks more tranny everyday! Is Tony Romo that desperate that he’s hitched his star to a washed up has-been? I can’t stand the guy, but even I feel bad for him that he sees something (anything!) interesting about this woman. She makes Ashlee look talented!

  5. 30
    Me Says:

    No, she is not fat. This is what high waisted pants/belts look like. However, her career is not too great, is it? The Florida Fair? Is this what she has to do now? It’s probably teaching her humility; if only her father could learn some also.

  6. 31
    sally Says:

    Come on people..she’s a normal size, just bigger than before. That was a horrible outfit choice :-( And I’m not a fan of her’s either…

  7. 32
    ew Says:

    how old is she? she needs to keep her tongue in her mouth. and yes she looks fat and bad outfit. anyone who says differently is either jessica herself or a family member.

  8. 33
    norah Says:

    Can’t someone tell her that the pageant hair and makeup are, um, an unfortunate look at a chilli competetion? Nick got out just in time…

  9. 34
    hmm Says:

    She is not fat but she is a mess. And what happened to her career?

  10. 35
    a total fan Says:

    Don’t like the outfit but she is NOT FAT. She has gained some weight but she looks healthy.

  11. 36
    whoa Says:

    Damn she needs to stop eating all that chili. She looks fatter than me and I am not even close to skinny. Gads.

  12. 37
    Zach Says:

    Did she eat all the chili? Fat heffer.
    And I thought Tony was fat. I wonder if they wear the same bra size.

  13. 38
    Sophia Says:

    She looks like a mini version of Anna Nicole Smith.

  14. 39
    scarjo Says:

    She has shoulders like a linebacker…from behind she looks like Romo wearing a baaaad wig. She may be considered “normal” size to some but she’s waay too big to be wearing that get up.

  15. 40
    hah? Says:

    HUGE. she looks HUGE. Especially compared to what she once was. WOW. I’m speechless. Really. Tony Romo likes him some big arms, I guess. Put the chili spoon down, Jess!

  16. 41
    Mike skoopd Says:

    She has not been hot since the Nick Lachey days. Old news. And people are shocked when Tony Romo makes bad decisions during the game.

  17. 42
    vmars111 Says:

    Her arms are so meaty for chili!

  18. 43
    lucy Says:

    Her clothes are TOO TIGHT which is why she looks so awful and the outfit is 100% unflattering. She is not as toned as she used to be but she is far far far from overweight. Let’s be detailed and realize this girl is not fat people…we all know that is not fat. She is just wearing an extremely unattractive, ill-fitting outfit with bad hair at an embarrassingly low grade event. She ain’t fat but she ain’t wanted, either.

  19. 44
    meg Says:

    Have you all noticed that both Jessica and Tony have gained a bunch of weight since they began dating. They are both fat, lazy slobs.

  20. 45
    daniela Says:

    I not shure if is the jeans and shirt, but looks fat!!!
    And looks so bad showing their thongue

  21. 46
    leslie Says:

    Fat and untalented

  22. 47
    leslie Says:

    Fat and untalented

  23. 48
    susan Says:

    she got bigger than before

  24. 49
    belle Says:

    Don’t think she’s fat at all, just unfortunate wardrobe choice.

  25. 50
    kate Says:

    I’m kind of surprised they even let her play there, she must’ve been one of the first acts on… Normally that Chili Cookoff has huge names, this year was disappointing

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