10 Most Stylish Stars

From the always chic Nicole Richie to the much improved Ashlee Simpson – check out the top fashion icons of 2005, as selected by PEOPLE style expert Susan Kaufman. By Emily Fromm

01 of 10

NICOLE RICHIE

NICOLE RICHIE
Mavrix; Brian Lowe/jpi; Jon Kopaloff/FilmMagic

From sidekick to superstar, Richie perfected casual glam (left, in Miss Sixty jeans and a Curve camisole) and red-carpet radiance (in vintage Azzaro, center, and Moschino Couture). "She's had a mega year, stylewise," says PEOPLE fashion director Susan Kaufman. "She favors vintage, and sometimes she creates a '70s character out of her look. Girls everywhere copy her."

02 of 10

LINDSAY LOHAN

LINDSAY LOHAN
INF; Michael Germana/starmax; Theo Wargo/WireImage

After morphing from curvy redhead to skinny blonde, Lohan found her groove as a couture-clad brunette with a rock 'n' roll edge. Her signature: flat-heeled boots (left) and very little black dresses by Chanel (right). "Her look has gotten edgier, with her platforms and short dresses," says Kaufman. "It's more of a New York style than an L.A. style."

03 of 10

ROSARIO DAWSON

ROSARIO DAWSON
Jason Merritt/FilmMagic; PAUL CUNNINGHAM /ACE; Dave Allocca/startraksphoto

Dawson wore a frumpy gown to 2004's Alexander premiere (left). This year, the Rent star flattered her curves in frocks by Michael Kors (center) and Gucci. "She's gone from being sort of bedraggled to looking sophisticated," says Kaufman. "Her natural tendency was to be more street, funky and casual. Now she's accepting that she's a beautiful woman and dressing accordingly."

04 of 10

SIENNA MILLER

SIENNA MILLER
SYLVAIN GABOURY/DMI; Splash News; Malibu Media

Miller's favorite things include her Burberry boots (left and center) and mod Balenciaga jacket (left). "She loves certain accessories, and doesn't feel the need to change them every day," says Kaufman. On the red carpet (in John Galliano for Dior), "she wears couture, but her hair's a little messy – she's never going to be that perfect, polished glamor girl. She never looks manufactured."

05 of 10

HILARY DUFF

HILARY DUFF
Jim Spellman/WireImage; Andrew H. Walker/Getty; Fernando Allende/Splash

Last year, Duff, then 17, hadn't left her teen-queen roots behind (left). Today, the singer-actress (in Zac Posen, center, and Alessandro dell'Acqua) looks every inch the young mogul she is. "She's gone from being overaccessorized to simplifying and letting her own personality stand out, rather than layering herself in thousands of necklaces and bangles," says Kaufman.

06 of 10

SCARLETT JOHANSSON

SCARLETT JOHANSSON
Theo Wargo/WireImage; Tim Whitby/WireImage;

The Match Point star looks polished whether she's casual (left) or dressy (in Marchesa, center, and Moschino). "She has a total va-va-voom figure, and she's really not a very trendy dresser," says Kaufman. "She can do that old Hollywood thing – showing off her curves, putting on the full hair and makeup. She's going to be one of the perennial best-dressed."

07 of 10

JOY BRYANT

JOY BRYANT
Chad Buchanan/MALIBU MEDPatrick Rideaux/PicturePerfectIA; MB Pictures / Rex;

"Designers love to dress her. Because she used to be a model, she's beautiful and she makes clothes look great," says Kaufman of the Get Rich or Die Tryin' star, who looked runway-ready in (from left) a tuxedo-style jacket and jeans, vibrant Donna Karan and a Ralph Lauren gown paired with a leather belt. "She's a little bit of a hippie chick – her look is always easy, never contrived."

08 of 10

LEANN RIMES

LEANN RIMES
Kathy Hutchins/HUTCHINS Photo; Jill Johnson/JPI; Gina James / Retna

The former child star still dressed girlishly in '04 (left). But this year, she released the album This Woman – and dressed the part (in Moschino, center, and J. Mendel). "One of the most remarkable makeovers of the year," says Kaufman. "With her hair slicked back, subdued makeup and a very elegant gown, she could almost be a Grace Kelly."

09 of 10

ASHLEE SIMPSON

ASHLEE SIMPSON
Carlo Allegri/Getty; Jamie McCarthy/WireImage; Mark Chilton/Globe

Jessica's little sis is all grown up, having traded last year's '80's-inspired getups (left) for streamlined jeans-and-blazer combos (center) and designers such as Giambatista Valli. "She's showing off her body, wearing heels," says Kaufman of Ashlee's improved look. "She's just becoming more comfortable in her own skin."

10 of 10

CHARLIZE THERON

CHARLIZE THERON
Juan Rico/Fame Pictures; Steve Granitz/WireImage; Barry King/WireImage

"You could put Charlize in a potato sack and she'd look great," Kaufman says. But luckily, the Aeon Flux star prefers designers such as (from left) Dior Haute Couture, Gucci and Ralph Lauren. "She's tall, she's thin, she's a former model, she has impeccable taste. Very few actresses can pull off couture the way she can."

Related Articles