Ashlee Simpson leaves LA store Hollywood Rag on December 10 looking quite warm and cozy, but take into consideration where she is. In True Religions, a white thermal, a blue scarf, a black beanie and a black sweatshirt with fur hood, Ash braved that near subarctic Los Angeles weather. What was it, like 65? Anyways, In Touch is reporting this week that Ashlee has given away some of her barely-worn designer duds to her loyal cleaning woman, Maria.

Source: CoutureCandy.com

Ashlee Simpson seen in Los Angeles, Ca on Dec 10 2006.

In a black scarf and True Religion jeans, Ashlee was also rockin' Tom Ford's new pair of Whitney sunglasses with a beat up old pair of Chuck Taylors. And we all know that Converse are the official sneaker of the punk rocker, so does this mean Ashlee will return to her (faux) punk roots?

Source: CoutureCandy.com

Ashlee Simpson seen in Hollywood, Ca on Nov 18 2006.

Ashlee showed up on November 14 in NYC for the 10th Anniversary of Chicago, sporting a curly, childlike bob. Where is Ken Paves when Ashlee needs him! Bring some of sister Jessica's HairDo extensions, stat! At least her cute black lace tunic was a smart move, I just wonder what kind of music she's going to make now, because you know that fake-punk rock sound just isn't going to cut it with this new glam image she's got goin' on!

Source: CoutureCandy.com

Ashlee Simpson seen in New York, NY on Nov 14 2006.

For Ashlee's more mature and conservative look, start with a black blazer, similar to our Da-Nang Woolen Woven Blazer in Black, and wear with a floral buttoned top, like our Charlotte Ronson Button Down Blouse with Tie in Plum. For the jeans, opt for the super skinny Paper Denim & Cloth Super Slim Zipper Cigarette Pants in Olivia, and you'll be ready to make your musical debut too.

Source: CoutureCandy.com

Ashlee Simpson seen in London, England on Oct 06 2006.

When Britney and Christina modeled for Skechers at the height of it's late-90's popularity, the pop princesses faces helped sell many-a-sneaker. Now, Ashlee Simpson is taking the spokesperson title from them, and is the new face of Skechers. Wait, did I hear what I just said? Who knew Skechers was even still around? From the looks of this picture from the photoshoot on August 22 in Manhattan Beach, Skechers is trying to revamp their demographic from tween girls to, I don't know, rockers that hang out in graffiti strewn alleyways? I don't know, but seems like a long shot to me. To get Ashlee's outfit, however, grab the Morphine Generation tee she wears, the Skull T-Shirt with Gunmetal Foil, and pair with a pair of zippered pants, like our Bambu Tyger Indochine Pants. One thing is certain, the Simpson girls sure know how to attach themselves to products!

Source: CoutureCandy.com

Ashlee Simpson seen in Manhattan Beach, California on Aug 22 2006.