Get Some Street Cred

A leather jacket can go with you anywhere—during errands, on a sexy date, and even, well, on a motorcycle. Jet black stays strong year-round, but try other natural hues for a fresh take on the old favorite. SHOP NOW: Topshop leather biker jacket, $310

Spring denim gets a bright upgrade in sky blues, sunny yellows and racy reds, while a slim cut keeps the look tailored. Pair your vibrant jeans with ballet flats, heels or booties for instant personality.SHOP NOW: Earnest Sewn skinny denim, $178

The beloved, flashy high-top sneakers of the '80s have made a statement-worthy comeback in every bright shade, whether neon or metallic. These comfy kicks are the quickest way to step up your urban edge.SHOP NOW: Pour La Victoire high-top sneaker, $195

A crossbody bag is a no-brainer essential for city life. Sling one on in spring's hottest animal print—python—for a fresh and feisty version. SHOP NOW: M Z Wallace snake-print crossbody bag, $210

Chambray is the choice fabric for spring shirts, coming in square crop tops or our favorite, the easy-wearing, goes-with-everything button-down. Pick a light hue, and pair it with everything from your favorite printed skirt to pastels and even denim. SHOP NOW: Levi's Western shirt, $58

The pencil skirt is versatile enough to wear for work and play. This season, look for one that's bold and bright. If you'd prefer something subtler, then try a sketch-like print that's truly timeless. SHOP NOW: Paul Smith floral pencil skirt, $445

Simple yet strong jewelry and oversize, dark-as-night shades make a major statement and are the easiest ways to up the fashion factor of any outfit. SHOP NOW: House of Harlow 1960 cat-eye sunglasses, $138

A sturdy platform bootie is the surefire way to get height in the city. Its stacked heel leaves the teetering to the stiletto set. SHOP NOW: Loeffler Randall lace-up bootie, $395

There's nothing better than a worn-in denim jacket that gets softer with age. The all-American classic can make a flirty dress more casual or break up an all-black look.SHOP NOW: J.Crew denim jacket, $98

Who says a suit is a man's staple? Make a graceful statement with a tweed two-piece in a pretty pastel. A tailored and feminine suit like this goes from power lunch to dinner date with timeless elegance. SHOP NOW: Ann Taylor tweed jacket, $198 and skirt, $98