maybe she doesn't want to be followed while she is shopping for tampons! That is just too personal.

I actually think she finally looks pretty here. Natural, grungy, yes, but like a normal person.

wow, she looks so beautiful

awww...celebrities are just like us. except when they wander the supermarket looking for something to quell the pain of a breakup they bring their assistants along. she does look sad and lost, poor thing

Im sorry, but no, she doesnt look pretty without make up just like Eva Longoria

awww she looks so sad! Have a snickers Ice cream bar, it'll make you feel better I promise

Yeah why are they following her in the female hygine aisle? Rude. She should eat all the junk she wants right now. She'll be better in no time. Maybe she just needs a little soul-searching. Nothing wrong with that.

I wouldn't even go out to the grocery store looking like that. She could of at least brushed her hair. Celebs don't have to get all decked out when shopping, but take some pride.

Shes short! I always thought of her as a little taller, so its funny that these pics remind me that she is just average height.

at least we can discard pregnancy

Fruity Cheerios are gross. She looks better there then she does decked out.

I thought she was tall too crispy...Must be them short skirts and high heel shoes.

she looks just like papa Joe..

I like her better this way. She's not trying to put on a facade. This is her and she's looks good to me. Not orange. not trying to be the REAL her(brown hair) she's just normal.

Jesus christ, I know we all like to have our lazy slob days, but this is ridiculous! She should take some tips from Gwen Steffani... don't leave your house looking like this when you know full well you're probably gonna be photographed!

She does look sad and unkept. I cannot feel sorry for her though. She is the one who wanted the divorce. Even though she seems dumb as a box of rocks, I always liked her when compared to her conetemporaries.

I don't think there is anything wrong with the way she looks and a lot of girls where there hair like that. Just my opinion though.

she looks normal yet confused as she walks through the personal hygiene section..like thinking what am i doing here? anyway, someone mentioned she probably didn't want to be followed around while shopping for those kind of items, which i agree with of course..do you think maybe she doesnt care what she looks like because she lost her love? i dont know..

i think she looks fine, and beautiful regardless if she is glamed up or not, well except for the dark hair, no no

I think she looks really pretty- much better than the cake face look.

I know what she is doing, she is doing what Rory Gilmore told her mom when you are heart broken "You eat a gallon if ice cream, watch a cheesy movie and cry."

I don't know who the popsugar photographer is but he/she rocks that camera!! The shots are always so good!

I don't think she is overly pretty--but she looks so much better with no make-up.

The paparazzi are so rude following her when shes in the actual shop! Jeez!
But anyway, Jessica looks great in a natural kinda way.

She looks fine - Some of you insist your celebs look perfect all the time in one breath and then in the next you are chastizing them for having eating disorders and overdoing their makeup and clothes. : /

I think she looks fine too. How annoying would be to be followed around like that. Sheesh

Who gets dressed up to go to the drug store?? If you're taking more than 5 minutes to get ready to go to the drug store, you don't have enough to do in your life. I'd rather see ratty sweats than people in their stupid pajama bottoms any time.

How many of us glam up to go grocery shopping please. Being a "star" is her job she has the right to have a day off too. Give the girl a break. How many of us still look that pretty with out all the stuff we put on our faces.

thank you mystery and torn

Blech, go away Chestica.

i think so looks great-we all have our days off x

haha chestica... this is not an off day... this is a day in which every ounce of beautiful left jessica simpson. im sorry but she just looks like plain sh*t to me. at least in these pictures. im sure im probably going to get alot of sh*t for this but since i dont give a damn.... i think her face looks a little puffy here... NOT FAT... puffy....

Well if she wants to go back to the playing field and possibily make John Meyer jealous THIS IS NOT the way to do it. But I yeah, I guess, I'll give her a break this time since she isn't doing anything glamorous so there is no need to dress glamorous. Still don't like her though.

she does look confused ! haha

she looks like a midget/blowfish combo..like if midget and blowfish mated and midget did drugs while pregnant then their baby would look like Jessica..

she looks tired here. More like, making a statement, we don't always have to look beautiful.

I wish I could look like Jess does in sweats and a bare face!

Her looks don't matter to me. No matter what she wears, I don't care for her...

Aw poor Jess. I feel kind of bad for her, because I know break ups suck!

shes cute - i like her ! i feel bad for her - cant stand vanessa - must bug her!

She should have tried a little harder to save her marriage. Nick is gorgeous and I think he treated her like a princess! Instead of being curious as to what else is out there, she should have looked around and realized what she had. Team Nick, can ya tell!???

I can't stand Jessica... She is such a needy whiny person...
I like strong woman who doesn't cry at every thing... Maybe because I'm that kind of person myself...

So more power to all the b|tches out there!!!

But I LOVE NICK AND VANESSA AS A COUPLE!! As well ANGELINA AND BRAD!!!

I wouldn't be caught dead looking like that outside of my house. It takes the same amount of time to throw on a decent top and pants as it does ratty, nasty old top and pants. And it shouldn't take more than 5 minutes to brush your hair.

I might almost feel a tiny bit sorry for her, but I just can't quite seem to get there. But, OMG in that first picture, she's the spitting image of Papa Joe.

Lol, Jennifer76. I totally agree.

she looks exactly like her dad here, puffy face and all, but she looks better then as of lately

I think she looks good here. She doesn't need to be dressed up every single time the girl leaves her house. I'm a Jessica fan all the way!

loving the posse LoL

well at least she feels comfortable in her own skin to go out like that... shows self confidence... she dont care what ppl think of her.. yea

ahe looks cute tho

She looks heavy in the face. I wonder if that's why she's been wearing sweats, to cover a recent weight gain? She gains weight so fast! I wonder if she's a "comfort eater"? It seems like it.