Jessica Simpson @ Costume Institute 2007

Jessica Simpson in Roberto Cavalli Fall 2007.

To the right, Dutch supermodel Lara Stone.

For 35+ pictures of Jessica and beau John Mayer, CLICK HERE!

Who wears it best — JESSICA SIMPSON or THE RUNWAY MODEL?

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119 Comments

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MissCarla @ 05/08/2007 at 7:16 am

Maybe she’s playing up a different angle to win John’s heart. I’m still not convinced that he’s that into her.

Why is she turning into a black woman? How much tanning juice does one person need to smear on their body? She looks rediculouse. As far as the dress, the model is MUCH better. Jessica looks like a **** - very trashy. Having your breasts pouring out of a skimpy dress at an event like this is A BIG NO-NO. It’s like she doesn’t understand what it means to be and look sophisticated and classy.

Not crazy about the tan or the dark hair. To me she was much cuter when she left things to the imagination instead of throwing them out there for everyone to see.

The model. I think this dress is completely inappropriate for Jess to wear to this glamorous event given her “talents”. She should have gone for something a little more modest.

Anna Nicole LIVES!

Why would someone as young as J-Simp want to look like a tough old broad, esp. among this guest list on this occasion?!?! Must share the evening’s Tranny Award, though, with poor ol’ Molly Sims …

Jessica looks like pornstar….. she wan’ts to be sexy

Mediterranean @ 05/08/2007 at 9:10 am

Are her breasts real? I am not joking at all. Are they real?

[ Fug Face [You] ] @ 05/08/2007 at 9:21 am

wow.. Jessica finally got more than 40 comments, and it only took her dressing like a dirty hooker to do it. Congratulations Chest, keep up the good work loser.

I can’t take people who are mad at John Mayer for dating someone they don’t. People act like they own celebs and they can’t have a life that doesn’t fit in the box fans have created for them.

John Mayers entitled to like, love, date anyone he sees fit. It’s just tiresome all the time with all the, he’s not that into her. He’s dating her! I mean, really dating her, he is that into her. She hasn’t killed anyone. She needs better fashion sense that’s all. That’s not a crime.

And I don’t think she’s that stupid. It’s not like anyone on here is walking brillance. And when did that become a requirement to be loved. They might not grow old together, but dammit if you can’t sample around and have some fun.

I just had to rant about that. Sorry.

shut up haters @ 05/08/2007 at 9:28 am

Jessica, looks great. shut up you flat chested haters

she looks AWFUL-too trashy for such an event. i think she looks just like jessica rabbit here too. oh and since when did john mayer get hot?

Mediterranean @ 05/08/2007 at 9:49 am

If her breasts are real, they look very beautiful. Her face looked much nicer before. I prefer her blond.

Alexandria @ 05/08/2007 at 9:53 am

OKay I know Jessica’s boobs are big but seriously, I swear they are BIGGER than usual. She needs to control those puppies, she looks so trashy. She looks so illproportioned. IS THAT THE WORD? Whatever.

Model looks 1000x better

Ha ha ha, now that you guys said it, she does look like a drag in those pics. How did she do that ? she has like the sweetest face in the biz, how did she mess up so much and look like a drag queen now?

I guess its the over-the-top red lips. But I’m sure with different light the make up might look better.

to much boob, the model looks better

Poor Jess, she looks so desperate. She looks hideous and way too masculine. She’s too short and buff.

she looks very manly

i mean Jessica of course

her boobs look bigger has she got a boob job??

Jessica looks like a drag queen here.
The model looks pretty.
John Mayer looks hot with shorter hair.

Awful on Jessica but perfect for the model. Jessica seems to be trying so hard to look a high class hooker.

her boobs are outta controllll!!!!!!

John doesn’t look comfortable in the pictures. Trouble in paradise? Jessica trying hard to be sexy, Meyer feels he’s gone so trashy with her looks or… well….

What’s up with the boobs? She looks like a porn star reject!

What the h*ll happened to her? She used to be pretty on the cusp of beautiful. Now ‘Pam Anderson’ boobs, Bozo makeup, hooker clothes. Stop trying so hard jeez…. Sexy??? NOT

Model hands down..Jessica looks like cheap trash.

Jessica Simpson looks like a drag queen from tailand!!! please dun even try to be sexy u got it all wrong!!! FUGLY!!!!!

[ Fug Face [You] ] @ 05/08/2007 at 12:52 pm

“cheap trash” Lol there’s expensive trash?

jessica for sure…those boobs…:P

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