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Jessica Simpson Is Pretty In Plaid

Jessica Simpson Is Pretty In Plaid

Jessica Simpson spends some time with her mother Tina Simpson in New York City on Wednesday (December 23).

The 29-year-old singer was also spotted making her way out of her sister Ashlee Simpson-Wentz‘s home as she headed to a midtown office building. After her business meeting she went over to Ashlee’s Broadway show Chicago.

Jess did a little Christmas shopping at Barneys and FAO Schwartz the day before.

15+ pictures inside of Jessica Simpson being pretty in plaid…

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# 1

I don’t know how pretty she looks without her make-up.

# 2

So beautiful without makeup! Keep this look, Jess!

# 3

Without makeup and with her hair down she reminds me of vintage Jessica from early in her career. Prettyyyyy

# 4

Ugly. She looks like clone of her father. Totally tranny.

# 5
pocketrocket @ 12/24/2009 at 7:51 am

without makeup she looks like a white trailer trash from Dallas working at Wendy’s

# 6

Beautiful withou make-up !!!!!!!!!!!!!!!

# 7

she dresses like a little girl in mini skirts….dress your age jess…..
and stop wearing all the fake hair…..u r fake…fake…fake…..

# 8

She looks way chubby-poo! Girl… Have a salad!

Rants, Thougths & Merde

# 9

WTF is she wearing??? But she looks pretty without make-up.

I agree….she does look good without makeup. Wow…it’s a gift when you can do that.

She’s so f*cking gorgeous.

She looks very pretty without makeup. She looks thinner too. Really like her boots.

She looks very pretty without makeup. She looks thinner too. Really like her boots.

I wish my girlfriend looked as beautiful as Jessica without makeup.

She looks breathtaking here.

she looks huge

this is really bad outfit.
she doesn’t look beautiful , she doesn’t look bad without makeup, she looks just normal.

LOL! She’s breath-taking all right – it’s amazing how much make-up she wears. At least do what the other celebs do and get some big sun glasses!!

BLACKJOKER @ 12/24/2009 at 9:54 am



BLACKJOKER @ 12/24/2009 at 9:56 am



BLACKJOKER @ 12/24/2009 at 10:01 am

LET’S GET TOGETHER???????????????????????? HAHAHAHA


She looks prettier and younger! I hope she sticks to the minimal makeup.


I love her

She’s very pretty, and for all the haters, she’s not fat, she’s healthy, a rareity in Holl;yywood!!!

total fashion nightmare. where to begin. how about just a moving violation for getting it all wrong.

You can tell Jessica read that she look good without makeup she hasn’t wore any since that day.

Where has this Jessica Simpson been?, she looks WAAAAY much prettier w/o make up. Life w/o Tony is looking good so far.

She’s been wearing make-up…it’s obvious from this pic that she has been wearing make-up while shopping and hanging out with her family in NY.

I n F a m o u s l y C o o l @ 12/24/2009 at 1:20 pm

this girl has failed in damn near every aspect of her life yet she still remains in the public eye. why hasn’t she gone broke yet? where’s the money coming in coming from.. she needs to go broke, get fat, and disappear.

Jessica hasn’t failed at everything she can sell shoes..Britney and Christina don’t have a shoe line.

I’ve always really liked Jess. She’s beautiful but most important she seems to be a strong Woman. I admire her.

Jessica looks so happy and beautiful. Her relationship with Billy Corgan seems to be going well.

I n F a m o u s l y C o o l @ 12/24/2009 at 2:28 pm

marriage – fail / done
pop career – fail / done
country music career – FAILED. finished before it started.
idk where you’re from but here in NYC bishes don’t rock jessica simpson anything. you and your friends might, wherever yall from that trash might be cool. ahahahahahahahaha

she looks great without makeup
and she’s naturally beautiful, much prettier than her younger sister

she’s not ugly but shes not pretty without her glam. if you think shes pretty its like thinking joe simpson is pretty…no make-up is not working for her, she looks exactly like her father…yuck. she isnt fat but she isnt thin, shes like what 135 at 5’3…she should be 120..i dont think jessica is that pretty anymore she lost her beauty…along time ago.

u can kinda notice she’s gaining weight
her face is starting 2 get fuller
horrible outfit, just looks tacky
i will say she doesnt look that bad without makeup
i imagined much worse

She should get married soon!

She is chubby. She looks like a man.

She looks fabulous without her make up. Natural power is the way to go. She looks happy, pretty and on top of her game. Love Jess!

Jessica Simpson Is Pudgy In Plaid!

She looks beautiful, especially without make up. It reminds me of her look back in the day when she was on Newly Weds. She was so gorgeous and natural.

Mrs. Claus @ 12/25/2009 at 3:47 am


Mrs. Claus @ 12/25/2009 at 3:55 am

@I n F a m o u s l y C o o l:

Pop=did so – so there but left it for CM

Money,she is worth around 75 million from her shoes,handbag,line found at aqverage. dept stores-Dillard’s,Macys.
Dessert perfume/lotions/lip gloss was a money maker and based on marriage with Nick.
Her JSCollection is expanding and has expanded to kids collection,dresses, the works!!!
Google JS Collection.

most overrate person ever…nd whats wrong with the nose??

Ivana Serbia @ 12/25/2009 at 6:02 am


She always looks good, she’s not a dumpster

Awww, she looks so cute! And she looks so young without makeup! Lucky girl! :)

She’s so stout and sturdy–like a miniature work horse.

What happened to her???

Whoever dressed her needs to retire.

Maybe at Green Acres.

SpacyTracy @ 01/07/2010 at 9:47 pm

I’m no Jessica fan, but she is not fat at all. She still has a defined waistline, and she looks healthy. To those who say she’s fat and should eat salad, I suppose you must all be perfect, thin supermodels, right? If you’re not, you certainly have no right to criticize someone else for her weight.

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