The concept of day-to-night dressing is especially pertinent just about now, when hitting the post-work holiday party circuit is a nightly occurrence. Built around three uniquely flexible separates—flared jeans, leather pants, and culottes—these looks work hard around the clock. 

Leather Pants

Curve-hugging leather for an evening out is a pretty obvious choice, so the challenge lies in taming it for day. Balance the slim shape with no-fuss kitten heels and a structured overcoat—or better yet, a wool cape.

Flare Jeans

Sure the fit-and-flare silhouette is inherently dramatic, but the key to making jeans work 24/7 is to stick to elevated basics everywhere else: Tissue-thin cashmere and a slick peacoat up top, plus modern accessories (a good stacked-heel, peep-toe pump will take you far this time of year) to round it all out. 


On paper, culottes are all business, but when teamed with a chic white blouse (bonus points of a skin-baring back slit) and sexy lace-up shoes, they can easily moonlight as after-hours staples.