Ashley Olsen plays with color in a casual look for a visit to the hair salon. Her sleek tresses give a 90s vibe to her simple sweater and loose dress combo and a pair of Balenciaga platforms makes this a classic Olsen outfit.

Ashley Olsen gets some holiday shopping out of the way at Hermes, opting to stay comfortable in her favorite skinny jeans and a simple black pea coat. LA’s moderate climate allows her to wear strappy flats but motorcycle boots would look just as chic with this pared down style.

Ashley breaks out the 90s inspiration again for the LA signing of her and her sister’s coffee table book, Influence. Mauve lipstick is just severe enough to make a statement, and she mixes up her textures with a thin velvet coat and sexy leather mini. For the full effect, add teeteringly high black pumps.

Ashley Olsen pares it down for an appearance on David Letterman, making the perfect model for her and her sister’s line of luxury basics, The Row. A simple black dress’ length is matched by a longer blazer and the focus is drawn to her fabulously strappy sandals.

Ashley Olsen is crisp and modern at the signing of her and her sister’s new book in NYC. She wears leather leggings by The Row with a casually loose fitting blouse and mixes up the basic color palette with gray suede Yves Saint Laurent pumps.

Ashley shows off in a look that demonstrates how far perfect tailoring can take the simplest pieces. Her dark rinse jeans fit her like a dream, the tee is just loose enough, and her blazer oozes effortlessness.

Ashley Olsen pulled out her best menwear-inspired ensemble, perhaps to honor the late legend Yves Saint Laurent. Her look is as slick as it is chic, and is so successfully executed due to the perfect proportions and fit. Try the look out for yourself – you’ll be surprised at how sexy it can be.

In what is slowly becoming the 2008 uniform look of bandage skirt and blazer, Ashley Olsen supports designer Calvin Klein at a CFDA dinner. Her gladiator sandals are just the token to add some sex appeal to this simple look.