BEST: Ashley Olsen was bundled up in NYC, showing off her Doctor Bag from The Row.

WORST: Katie Holmes celebrated her birthday sporting the new puritan style in NYC.

WORST: Sinead O’Connor finished off her head-to-toe leather look with a
Rastafarian belt in Dublin.

BEST: Britney Spears celebrated her engagement in Sin City, wearing a
skintight nude Herve Leger bandage dress with gold Fendi heels.

WORST: Pink wore the most unflattering pants of all-times while out and
about in Malibu.

BEST: Estelle dazzled at the VH1 Divas Celebrates Soul in a gold sequin
Diane Von Fustenberg gown.

BEST: Mary J. Blige kept it classy at the VH1 Divas Celebrates Soul, wearing a simple yet striking Michael Kors gown

WORST: Dolly Parton was up to her old attire antics at the VH1 Divas
Celebrates Soul, wearing a sparkling and tentacle styled dress over black
leggings.

WORST: Jennifer Hudson may have a hot body, but her Francesco Scognamiglio look was more trashy than classy.

BEST: Rosie Huntington Whiteley was dressed to thrill for an afternoon with Jason Statham, wearing a burgundy coat with leather leggings, Azzedine Alaia boots and carrying a chic Chanel bag.

WORST: Just because you can, doesn’t mean you should! Helen Mirren may have a slammin’ bod, but the actress should have stayed away from this youthful star and lace Dolce & Gabbana dress at the 2011 British Comedy Awards.

WACKY: Jessie J hit the VH1 Divas Celebrates Soul in a body-baring and
elaborately embellished Falguni & Shane gown.

BEST: Ashley Tisdale looked rockin’ in Los Angeles, wearing shredded skinny jeans with a t-shirt, fringed leather jacket, open-toed boots and a red quilted Chanel bag.

BEST: Reese Witherpsoon showed off her chic SoCal winter wardrobe in Los Angeles, rocking a burnt orange scarf with a perfect pea coat, skinny jeans and Golden Goose boots.