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Jessica Simpson: This Is How She Rolls

1/26/2009 5:00 PM PST 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.


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

380 COMMENTS

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46.

frenchinmiami    

yep! Definitely a MISS in wardrobe choice! Thinking that I almost went there just to have a chance to see her live. Can't say I regret not to. How disappointing!
But how fast are we, people, to shoot her down just because of a poor choice of clothes and maybe a few pounds gained!
Sad!

2042 days ago
47.

MrMike    

After seeing this picture I'm worried! Worried that Jessica is going to wait too long until she's really out of her prime and then start posing naked. I wanted to see here nude last year, not next year.

2042 days ago
48.

ME    

THAT OUTFIT IS RIDICULOUS BUT SHE SURE THINKS SHE'S ALL THAT.

2042 days ago
49.

ME    

LOOKS LIKE EITHER IT'S HOLDING IN HER FAT STOMACH OR SHE JUST WON THE WWF TITLE......WHAT WAS SHE THINKING.

2042 days ago
50.

dan    

I was there as were 35,000 other people. From my seat all you saw was blonde hair. She talked between every song and and sang well. (not a fan). The sound was lost during her last song. Nobody in the crowd heard her just the band. They played to the end and probably wondered why no one was paying attention or applauding. Most the crap she received was talking about her boyfriend.

2042 days ago
51.

Laura    

She sang at the Chili Cookoff in Florida, it is a country music concert where Alan Jackson headlined it. Jessica was HORRIBLE, she isn't a good singer and should never have tried to cross over to the country side. She is a total ding bat. At one point the sound went off and she didn't even know and kept on singing even though no one could hear.

She needs to find a new career cause singing isn't getting it!

2042 days ago
52.

More important!    

It's a linebacker in mom jeans.

She has the most unfortunate shape. Where is her waist?

2042 days ago
53.

Christy    

Holy Hanna!!! Does she really think she is sexy?? She needs to marry Tony Romo and retire.....FAST!!

2042 days ago
54.

Tj    

It's Anna Nicole Smith!!

2042 days ago
55.

Choppy McButtstink    

She looks like she has started a nice little GUNT.

2042 days ago
56.

anonymous    

Did Romo confess a crush he had on Anna Nicole Smith? Is Jessica desperately trying to hang on to him by doing her best Anna Nicole impersonation? Wow, she is a big girl...

2042 days ago
57.

Anita    

Not exactly fat but she is not thin.

My guess is she over eats because that stupid Tony Romo is stringing her along. I have NEVER heard him gush about Jess the way she gushes about him. In fact, he hasn't said anything.

When it's the woman who loves too much it's always a bad sign for the relationship. It's much healthier when the man leads, sorry but some things don't change.

2042 days ago
58.

SAMMY    

QUICK SOMEONE CALL WHAT NOT 2 WEAR CLINTON & STACY JS NEED HELP DRESSING

2042 days ago
59.

dmaninsac    

I love how celebs like Jessica, Janet J,, Britney Spears and Mariah, will be on the cover of some mag talking about their new diet or workout regimen, and how much weight they lost. They hit the gym for a few weeks and eat well, or take pills or colonics, or all of the above, to get in shape for a tour/video/tv appearance, then, BOING! Back to reality, oops there goes gravity. Jessica looked like she did in the "Boots Are Made For Walking," video for about a week. Most of the year she looks like this.

2042 days ago
60.

JoeX    

she's been photoshopped! No way this is the "real" JS.

2042 days ago
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