Photo Gallery

Drama

Wear it now
Make a dramatic dress pop with a playful crewneck.
Cotton dress, approximately $755, Marc by Marc Jacobs. Wool jersey sweater, $145, Fornarina. Cuff, Carole Tanenbaum Vintage Collection; shoes, Giuseppe Zanotti.

Wear it later
Tap into the season’s sombre mood by layering it over a charcoal pullover.

Chic

Wear it now
A lean vest looks cool and chic in any weather.
Wool vest, $365, Fornarina. Wool legging, $45, H&M. Scarf, Lauren by Ralph Lauren; shoes, Giuseppe Zanotti.

Wear it later
Take it into fall with a feminine blouse.

Cool

Wear it now
Keep a topper handy for cool summer evenings.
Silk velvet coat, approximately $1,765, Peter Som. Belt, Peter Som.

Wear it later
Cinch it over one of autumn’s sexy pencil skirts.

Contrast

Wear it now
Contrast a cropped jacket with snug shorts.
Wool flannel jacket, $576, Seventy. Cotton blouse, $298, Pink Tartan. Cotton short, $30, H&M. Rings, Carole Tanenbaum Vintage Collection; shoes, Marni.

Wear it later
Showcase your crop over fall’s sleekest pants.

Curves

Wear it now
Sleek up a full skirt with a curve-hugging top.
Wool top, $315, Lida Baday. Silk skirt, approximately $1,335, Marc Jacobs.

Wear it later
Give it a grunge spin over a pair of leggings.

Sizzle

Wear it now
Grab attention with this sizzling dress and summer-bronzed skin.
Silk dress, approximately $9,000, Gucci.

Wear it later
Pull it on over a cotton cami and skinny jeans.

Classic

Wear it now
Don’t mess with the classics: we love our skinny pants with a basic white tee.
Cotton jersey T-shirt, $25, American Apparel. Silk/Lycra pant, approximately $590, Y & Kei. Hat, Pink Tartan; scarf, Lauren by Ralph Lauren; bracelets, Carole Tanenbaum Vintage Collection.

Wear it later
Blow out your look with one of fall’s must-have oversized sweaters.