Fashion Fashion Risk Takers By InStyle Editors InStyle Editors Facebook Instagram Twitter Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. InStyle's editorial guidelines Updated on August 1, 2008 @ 01:26PM Pin Share Tweet Email Trending Videos Photo: Devan/INF Fashion Risk Takers 01 of 09 Scarlett Johansson Ray Tamarra/Getty Images She is blessed with the voluptuousnessthat marked great screen sirens of thepast. Johansson doesn?t hide it, rathershe revels in playing with nostalgia. Anddespite the trend toward subduedsensuality, she always goes right to thebest of what?s sexy in current collections. At left: Johansson in Dolce & Gabbana 02 of 09 Victoria Beckham Dave M. Benett/Getty Images She's a sly one, that Posh.Know why? Because she's inon the joke. She knowswhat you were expecting,which makes surprising youchild's play. Now, aren'tthose pants fab. And don'tyou wish you had that chictop. So who laughs best? At left: Beckham in a bustier by Ana Sekularac; jeans and cummerbund by DVB by Victoria Beckham. 03 of 09 Madonna Daniele Venturelli/WireImage Just when you think you haveher pegged, Madonna gleefullythrows a curve, rendering allassumptions about her false.Now she?s the English countrygentlewoman, right? Does thislook like what you?d wear tosmell the heather on the moor? At left: Madonna in Chanel Haute Couture 04 of 09 Chloe Sevigny Hector Mata/Getty Images Obviously no one ever told her the rules:On a big night borrow big rocks, don?twear prints, and paint on a full face.Designers adore Sevigny because herchoices appear more personal thanunusual. Like all women with enviablestyle, she dresses to please herself. At left: Sevigny in vintage Yves Saint Laurent 05 of 09 Maggie Gyllenhaal Bill Davila/Startraks Her look is almost too off-kilter to be that of a star's.Then why do we keep watching? Because Gyllenhaalrepeatedly exudes elegance with unforeseen choices,like this checked, beaded smock and pegged silk wrappants. On her, it's so right. On you? Well, why not try it. At left: Gyllenhaal in Proenza Schouler 06 of 09 Cate Blanchett Wendell Teodoro/WireImage Cate the Great is not conventionallybeautiful-just fiercely bewitching.Consequently, it?s only naturalthat she goes from one end of thestyle spectrum to the other, seekingbold designs that can stand up to-and radiantly reflect-the powerof her personality. At left: Blanchett in Jil Sander 07 of 09 Tilda Swinton Mike Marsland/WireImage Her androgynous appeal is unsettlingyet singularly captivating. So it?s notsurprising that Swinton is fashion?s fierceadventuress. Extravagant embroidery,radical silhouettes, nervy asymmetry-no choice is too extreme. And she never apologizes for making any of them. At left: Swinton in Dior Haute Couture 08 of 09 Sharon Stone Jordan Strauss/WireImage A zebra-striped pantsuit over a lacycamisole at her age? You bet! She?llshow up to a luncheon with a fresh,makeup-free face, then have yardsof leopard-print chiffon behind her thatnight. We wish more women had halfher carefree nerve and giddy verve. At left: Stone in Dior 09 of 09 Diane Keaton Devan/INF With that smile, she could wearmen's pajamas and we?d swoon.Keaton delights in layers of richlytextured fabric and adores greattailoring. She says she prefers beingas covered as possible, often optingfor gloves. So for her this all-whiteensemble is fairly risque. At left: Keaton in Ralph Lauren Collection