Jessica Simpson Is Slowly Learning How To Dress Herself
Filed under: Jessica Simpson
Wow!
Jessica Simpson looked as stylish as ever at the Strawberry Festival in Florida last night!
It's like those high waisted pants never even existed!!
The failed country singer managed to work it out in basic denim cut-offs and a flannel, but sometimes simplicity is key!
Good work, Jess!
[Image via AP Images.]
Posted: March 9, 2009 at 9:19 am




when is someone gonna tell her she cannot sing or act…..
first bitches
Glad to see her back to doing what she's good at….. Looking hot.
'Jessica Simpson Is Slowly Learning How To Dress Herself' Haha. Kate from LOST would look just right wearing that though…bitch.
She wore cut offs a couple of days after everyone cried "fat" at her. She's gorgeous and doesn't care what folk think, good for you Jess. She looks like a woman and is far better looking than her sister.
Not bad-Nice rack!
Perez, are you blind?
That is GROSS. Put those away.
Are there words you can't use on this site???
… this looks more like car wash attire!
she look great and curvy…hope she burn those high waist pants dough!!!
I like the belt!
She's stunning. I like her more and more.
Even in those high waisted pants, she looked ok. I can't believe people were calling her fat just because she looked a little heavier. So what! She still looked good. It sure beats looking like most of those anorexic twig figures in Hollywood. By the way, geez, can those shorts get any shorter!
You can see she still has a big fat gut.
Re: yankees21 – #8 I think you have to type Sh0es- the rest are game here….
If you use a word that is not allowed, your comment just won't show.
MMM MMM MMM.
Jessica can get it.
what a fat as$ this talentless biatch is, what's her excuse she don't even have one kid, she's just fat for being fat
Aw, she looks hot. Love her.
this is better? ugh not so much. her shirt (white one) is fucking hideous
SHE HAS NICE TATAS
Re: RobPnMeShouldB – #1 I've Been asking the same question about Britney…
she still looks like a slut
oh God, she is hot!
What about her rocking body??? She looked soooo gorgeous I just don't get it why Piggy was the first one to jump in the FAT JESS train and now he can't even comment on the fact that she looks spectacular and NOT FAT at all????
Piggy to be a gay "personality" you are one of the worst dresses people out there, what always surprises me is the fact that you get clothes FOR FREE and fail to show them around by ridiculizing and accessorizing it with tutty fruity things, your style is just pathetic!
I am amazed at the tensile strength of those snaps holding her blouse together. NASA should call the manufacturer.
I have to give this lardass credit, she is still trying to sell that awful country CD of hers. First at a chili cookoff and now a strawberry festival. Wow, what a complete waste she is. From Wikipedia: "Despite selling only 65,000 copies in its first week,"Do You Know" debuted at number four on the Billboard Top 200, but fell rapidly, dropping out of that list in only nine weeks. At the same time, it dropped rapidly out of the top twenty on the Country Album Chart, where it had held the top spot for only one week. Overall, this album has dramatically underperformed the sales of Simpson's previous album, which was widely regarded as a commercial failure. Sales in Australia and the UK were similarly unremarkable." Go away Jessica.
she still looks chubs, her beer belly is pooching. The ugly flannel and the lines on the "bustier" give the illusion of looking thin, her legs are okay though, but the shorts are way too short for someone her age. And I won't even comment on her hair or her face…..I don't wanna be mean!!
she is DISGUSTING
the pic doesn't show her fat thighs, in other pics she looks like a huge cow
gross
she can't sing, dance, or act. wtf is she still doing on your page perez?
Re: LizardKinG – me too…..at least Britney has good producers that manufacture her wonderfully……
Is anyone else thinking "trailer trash" right now?
Re: jusme – I'll comment - my short haired dog has more volume then her hair…..there's many things that could be put in her mouth when it's open that largely - oh, and homegirl needs to wear a bra……the above look is not cute
Jess is beautiful inside and out and ya'll are just jealous cuz she doesn't give a rat's ass what you A&&holes think! She is true to herself and not trying to be what everyone thinks she should be like when she was with Nick. She looks great and HEALTHY!! More than you can say for about 98% of the other bitches that think their shit don't stink!
Funny how you're not commenting on how she doesn't look fat anymore, Perez!! Considering she is still the exact same weight she was when those horrible pictures were taken and everyone was screaming it was only her fashion choice and the camera angles that made her look bigger. Sucks to be proven wrong, doesn't it?!!
she looks beautiful and as for the 'fat' remarks fuck you! from someone with anorexia there is a difference between very thin and actually having a eating disorder people should be ashamed with themselves for saying or judging people's weight!
I hope the closures on that top are made of corrugated steel or something! I'll bet the view from the back was scary…
i hope u r jus being sarcastic perez….
she can get away with this outfit cuz she got a nice body here
god i was there and she looked like she was gonna pop out of that white top every time she moved. waste of $20
she needs to get out of the ripped jean shorts they are hiddious
Those daisy dukes and tits r talking to me
What the fuck are you talking about? That's only stylish in the trailer park.
What are u talking about perez she still looks fat and her shirt looks like it about to bust open.
really? did you use the word stylish?? country is more like it… she looks cute here, but definitely NOT stylish!
perez she still looks like a hot tranny mess come on!
I'm sorry…but that shit's still tacky!
ummm her white top is busting open from the fat.
she cannot sing or act. agree with ya robpnme…
Re: RobPnMeShouldB – …..or that it doesn't matter how wide she opens her mouth( she could fit a mall in there )-if you can't hit notes,ie: can't sing, and are definately tone-deaf, it's not going to help! Zero Star Factor.
You say "good work, Jess". For what? She looks like a performer from a 1980's Hee Haw show? She has absolutely no taste.
hot DAMN, Jessica! looking FINE as hell. she does not need to lose one damn pound, work it, girl!
she looks very good here
How could you possible think this is a good outfit?? Denim underwear is never a good look. BLECK.
Ummm….not sure what you were thinkin' Perez, she still looks skanky and hootchie……clearly she realizes that her singing isn't good enough to get attention with so she has to serve up the goods—that's all she's got going for her. Saaaaaaaaaaaaad!
She still looks like crap! Were all of her other clothes in the wash?
She has lost weight. If she wore that outfit now it would be no big deal. How dumb are you?
umm the outfit is horrible
wait a minute…. why are you being nice to her?
american and- of course- totally tasteless
ummmm…this is stylish???
Please stop hating on JS! That poor girl has a weirdo for a father, and an idiot for a sister. Now, we all know she is not the sharpest knife in the drawer, but at least she is rocking her super sexy curves!
are you kidding me? shes practically busting out of that top and im pretty sure the buckle on them shorts is BROKEN!
Not only is she about to bust out of that corset, but she wore that already to a different performance. You don't repeat.
She used to be so high fashion when she was married to Nick. How do you just go to the other end of the spectrum in the matter of a few years? AND she's a fag hag. How does Ken let her get away with this?
Good Girls! Both to you Jess for lookin fabu and You PEREZ for playing nice! (and of course lookin fabu 2!)
OTHER PICS OF THIS EXACT OUTFIT SHOWS HER FRONT GUT HANGING OUT!!
SHE'S STILL A BIGGIE,BUT NOW SHE'S TRYING TO HIDE GOOD GIRL…AINT NO ONE WANT TO SEE HER ROLES
Blegh! Are you kidding me? She looks awful! I never thought she looked heavy at all, and she being "fat" is compared to her looking TOO thin, in my opinion. But she does NOT know how to dress.
jessica simpson this look is old…its no longer dukes of hazzard and take my breathe away days…ya know?
SHE NEEDS TO SHOP WEARING SHORTS! HER LEGS ARE HUGE!
She looks great. I cant believe so many ppl were/are calling her fat & Plus Sized!! Most women are not made to be stick thin like a crack head….. a small % of women are made that way but the rest have eating disorders & drug addictions to keep thier bodies that thin.
A lot of outfits make people look fat, you have to dress for your shape. Im 5'6 & 115lbs (which is right on the border of being underweight) && if I wear high waisted jeans or pillowy shirts I look obece!
People need to stop talking so much shit about the weight & bodies of young women, its sending such a fucked up message to girls…
well of course this looks okay!
you cut out her tree-stump legs!!
she look great
Huh?
Are you kidding Perez???
She looks like SHIT!
Jessica could look good in a trash bag my god her body is incredible, I don't know what all the shit is about jealousy will get you nowhere.
man face
Just another white trash women, I bet Joe Simpson dressed her up this time. She really don't belong into country music at all. She is the only singer who is exposing her body more than any other country singers. Jessica you career is over!
To the commenters who are still calling Jessica fat…I want to see what you look like in this outfit! I mean, really. So much jealousy….I swear.
stylish?
she's looking goood!
Re: LaffyTaffy – You said it! I agree!
Hooters
Re: Reginald Perrin – I am new to this site. But I've read enough to know you are wise.
Hooters
Re: JuneGordon – lol! I hope this really is a pic of you because I think we are in the same age group!
Hooters
she looks great, as usual
"Jessica Simpson Is Slowly Learning How To Dress Herself"
"Jessica Simpson looked as stylish as ever"
You can't have both, Perez.
I think that outfit is trashy as hell. She looks like a redneck ho!!!