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Jessica Simpson: This Is How She Rolls

Posted Jan 26th 2009 3:00PM by TMZ Staff

Double-belted into her mom jeans, former pop singer/reality TV star turned attempted country crooner Jessica Simpson appeared at some sort of chili cook-off concert in Florida this weekend.

Jessica Simpson
It is unclear if she was there to perform or just judge.

UPDATE: Thanks to the folks at WKIS, there is footage of Jess performing "These Boots Are Made for Walking" at the cook-off -- and lets just say, it takes your mind right back to the days she rocked out to the same song in that extremely tiny red bikini...

Jessica Simpson: Click to watch

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Tags: chili cook-off, ChiliCook-off, Florida, high waisted jeans, high waisted pants, HighWaistedJeans, HighWaistedPants, Jessica Simpson, JessicaSimpson, mom jeans, MomJeans, performance

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(Page 2 of 32) Previous 15 Comments | 1 | 2 | 3 | 4 | 5 | Most Recent | Next 15 Comments

16. Somewhere, Nick Lachey is laughing his a** off!

Posted at 9:54AM on Jan 26th 2009 by TommyT

17. As Dean Vernon Wormer would say, Fat and Stupid is no way to go through life. The only thing she used to have going for her was that she was pretty. Now, I have a hard time seeing what she has to offer to Romo. He needs to find a replacement and get rid of the Simpson curse. They need some wins next season.

Posted at 9:54AM on Jan 26th 2009 by FatDaddy

18. I agree, not a flattering look. Fat, hardly, possibly bloated from PMS. Haters are just jealous. :P

Posted at 9:56AM on Jan 26th 2009 by Kelli

19. I don't think the outfit or the photo angle is flattering. Maybe Romo knocked her up? Would explain the "mom" jeans. Just sayin.

Posted at 12:26PM on Jan 26th 2009 by Jude

20. Not lovin that look....

Posted at 10:02AM on Jan 26th 2009 by Tia Maria

21. Damn Your white chics , have flat asses, long back with a crack , nasty

Posted at 10:41AM on Jan 26th 2009 by Harlem

22. #12 You're absolutely right about Nick Lachey. He bailed just in time, and he definitely made one heck of a trade-up.

Posted at 10:03AM on Jan 26th 2009 by FatDaddy

23. Wow, she finally looks like a real person and not a skinny anorexic bimbo. OMG, the world can't handle it. She's not a size 2 anymore.

She should share her secrets with Nicole Ritchie and the Olsen girls. They look like scraggly bags of bones.

But she does lose points for that belt. That was just awful.

Posted at 10:04AM on Jan 26th 2009 by BayouMan

24. Looks like she is entertaining the idea of becoming a pro wrestler.

Posted at 10:04AM on Jan 26th 2009 by The Observer

25. I'm jealous she is wearing a tank top and I'm sitting here in 2 sweaters and long johns, burning potato chips in a coffee can, because the heating is not working in the office......

Posted at 10:06AM on Jan 26th 2009 by Shian

26. Id still lick her. :)

Posted at 10:12AM on Jan 26th 2009 by Limey Louie

27. Those lip injections must hurt.

Posted at 10:14AM on Jan 26th 2009 by Kay

28. She's Still a stunner no doubt. Not the best choice in outfits though & i'd hardly call her fat & you call that no ass??? Not everyones into big momma ass's like the girls in the Hip Hop videos.

Posted at 10:15AM on Jan 26th 2009 by JimCrow

29. Damn this girl is putting on a lot of weight. She looks so disgusting right now. She should lose 50 pounds or kill herself

Posted at 10:19AM on Jan 26th 2009 by rick

30. Bumpkin.

How much you wanna bet she's wearing ankle-strap heels with that get-up, too?

Posted at 10:26AM on Jan 26th 2009 by Sencho

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