Style Library

Ashley Olsen

By Elissa

Ashley Olsen

Ashley Olsen may have gotten her start starring in children’s programming alongside her twin sister Mary-Kate, but they have come a long way from solving mysteries. The two now run not one, but two successful high fashion labels, Elizabeth & James and The Row, as well as Olsenboye for JC Penney and their work with StyleMint. Recently named Womenswear Designer of the Year by the CFDA, they have successfully created a name for themselves in fashion and operate several successful businesses.

Ashley’s style has evolved over the years, from that of a sweet tween to boho-chic, and she has since settled on more modern silhouettes and classic designers. A street-style favorite, Ashley has an affinity for layers, sky-high heels, and lots of neutrals.

  • Simple and Polished

    Simple and Polished

    Often snapped out and about in the city, Ashley manages to look polished even with minimal makeup and less-than-sleek hair. This simple nude oversize wrap and neutral sweater are balanced out with edgy booties, large sunglasses, and a chic Chanel bag.

  • Casual Cool

    Casual Cool

    Even in jeans and a tee, Ashley’s panache for accessorizing elevates the look. The cropped jeans and heels elongate her legs, while a scarf and a few cocktail rings add the finishing touch. Never has casual looked so cool.

  • Signature Layers

    Signature Layers

    Ashley is strictly business here; a solid black turtleneck and fitted ankle pants are complimented with a pointy toe heel. The sleek camel coat and nude wrap add on those signature layers and a simple ankle bracelet lends just a touch of personality. I love the unexpected mix of camel and black.

  • Menswear Inspired

    Menswear Inspired

    Sexy but sleek at a presentation for The Row, Ashley shows just the right amount of skin, her black lace bra peeking out ever-so-slightly. Menswear inspired pieces like the oversized watch, aviators, and tailored blazer work well with the edgy leather mini skirt.

About Elissa

A self-proclaimed Prada-worshipper and shoe-lover, Elissa blogs at She moved to Boston, Massachusetts nearly 7 years ago from a smaller city in Texas and hasn’t looked back. She loves television, shopping, and fashion magazines. Elissa has a B.A. in Print and Multimedia Journalism from Emerson College in Boston. Read more from Elissa on Style-Wire, and follow her on Twitter, Facebook, Pinterest & Instagram.

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