Stars in Fall Fashion

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Kate Bosworth

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Dressed in a tailored tuxedo jacket by Rag & Bone, Kate Bosworth pulled off one of fall's biggest looks-menswear. Her buttoned-up shirt and black boots completed the masculine look.

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Jessica Biel

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Jessica Biel is ready for fall in a Chanel dress and jacket. Opaque tights and peep-toe pumps finished off her monochromatic look. She also accessorized with several beaded necklaces.

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Drew Barrymore

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Wide-leg trousers are fall's antidote to the skinny jeans, and when worn with heels, can makes legs look long and lean. Drew Barrymore matched hers with platform shoes, a skinny scarf, gold hoops and bangles.

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Gwen Stefani

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This midriff-baring mama covered up on a cool day in Paris, with a belted jacket and dark skinny jeans. On her feet, Gwen Stefani wore a year-round classic-black ballet flats.

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Jennifer Lopez

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Pairing an autmnal orange-and-brown shirt with black wide-leg pants, Jennifer Lopez looked casual but chic as summer came to an end. The singer also wore two of her favorite accessories-a bohohemian wide-brimmed hat and an oversize bag.

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Liv Tyler

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With legs that go for miles, Liv Tyler is the perfect candidate for another of fall's looks-sweater dresses. The actress paired her cozy knit mini-dress with tall boots.

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Ashley Olsen

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Ready for wet weather, Ashley Olsen tucked her jeans into a pair of Hunter wellies and stayed covered up in a black coat with elbow patches. Her pumpkin-orange bag is a surefire accessory for fall.

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Kate Hudson

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A classic trench never goes out of style. Kate Hudson wore her stone, knee-length coat with jeans tucked into a pair of casual flat boots-another must-have item for fall.

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Hilary Duff

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Hilary Duff layered on the accessories at a Chanel event in Beverly Hills. The actress-singer wore tights with her short-sleeve Chanel mini-dress, and topped it off with a beret, a bracelet and multiple necklaces.

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Penelope Cruz

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Perfectly color coordinated in olive green, Penelope Cruz chose an enturing staple-a woolen turtleneck sweater. Her tall leather boots and a brown leather hobo finished the city-chic outfit.

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Kate Moss

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This British supermodel is known for setting trends-so it's a sure thing that gray is hot this fall. Kate Moss's light gray sweater and tailored blazer matched her skinny jeans, as did her silver flats.

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Mary J. Blige

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As the weather cools, celebrities are starting to cover up on the red carpet. At Fashion Rocks, Mary J. Blige wore a sophisticated statement coat-dress with a black beret and patent leather shoes.

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Amanda Peet

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Amanda Peet strikes a pose in an outfit that's perfect for work or a night out on the town-a dress and trench coat, heels and opaque black tights.

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Hilary Swank

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This Oscar-winning actress manages to look casual and sexy in her fitted T-shirt and jeans, which were pulled together with a low-slung metallic belt and seductive stilettos.

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Katharine McPhee

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Katharine McPhee layered a long-sleeve T-shirt under her taupe jumper, then pumped it up with a bold purple oversize clutch. A perfect trick for extending warm-weather dresses into fall.

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Katie Holmes

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It's time to break out the leather jackets. Katie Holmes dons a short brown version with multiple zippers for a cool and contemporary look.

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Rachel Bilson

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Rachel Bilson favors a casual yet classic look that's ideal for fall-boot-cut jeans, a long-sleeve T-shirt, well-worn boots and a printed silk scarf.

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Jessica Simpson

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Feeling the cold? Throw a knit wrap over almost anything in your closet, just like Jessica Simpson. The singer also wore dark denim and carried a snakeskin bag.

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Anne Hathaway

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A fitted jacket is a great way to accentuate an hourglass figure. Anne Hathaway wore one, and picked up on another big trend for fall-black and gold-with her handbag.

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Keira Knightley

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In London, Keira Knightley went for a more androgenous look in an oversize shirt, leggings and casual leather harness boots. Her canvas shopping bag came from a local cheese shop.

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Chloe Sevigny

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Known for her unconventional style, Chloe Sevigny made no exception with this outfit. The actress paired a silky mini-dress with lace-up oxford boots and a leather biker jacket for a downtown fall look.

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Ashlee Simpson

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Scarves are a great way to keep warm as the temperature drops. Ashlee Simpson paired her gray (that color again!) one with a cable-knit cardigan and tall boots while in New York.

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Jamie-Lynn Sigler

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A transitional coat will see you through fall and into winter, and looks good with almost anything. Jamie-Lynn Sigler's navy-blue military coat is a great example.

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Claire Danes

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An easy fall look can be put together by throwing a short jacket over a camisole and jeans. Claire Danes wore a gray Stella McCartney jacket over a Zac Posen top and Diesel jeans.

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Jessica Alba

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Big sunglasses are still in vogue this season. Jessica Alba wore a pair, and added a colorful scarf to her jeans, T-shirt and sneakers for a casual weekend look.

Also on InStyle.com: Exclusive discounts on must-have fall items at your favorite stores!

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Stars in Fall Fashion

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Kate Bosworth

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Jessica Biel

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Drew Barrymore

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Gwen Stefani

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Jennifer Lopez

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Liv Tyler

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Ashley Olsen

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Kate Hudson

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Hilary Duff

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Penelope Cruz

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Kate Moss

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Mary J. Blige

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Amanda Peet

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Hilary Swank

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Katharine McPhee

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Katie Holmes

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Rachel Bilson

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Jessica Simpson

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Anne Hathaway

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Keira Knightley

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Chloe Sevigny

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Ashlee Simpson

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Jamie-Lynn Sigler

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Claire Danes

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Jessica Alba

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