Maybe it’s Gossip Girl’s Blair Waldorf’s excessive use of CHIC headbands and sophisticatedly clean, affluent style or just our love of all things fashion, but we recently found looks at Urban Chic Georgetown (202.338.5398) that scream cool prepster and we are simply giddy over this trend! Timeless in navy, the Susana Monaco Scoop Pocket Dress ($175.00) fits like a charm, and we adore the front pockets and gathered front, which attractively highlights the wide neckline. Paired with chocolate brown tights, suede boots and chunky gold accessories, you’ll look like the picture perfect schoolgirl! As it grows chillier, style this delightful dress with the BB Dakota Leona Coat ($125.00). Featuring a clean shirred collar, a crisp plaid pattern and refined gold embellishments, this coat scores an A+ on nailing the preppy trend and will keep you warm and cozy all Winter long! To create a more casual yet classic look, we excitedly discovered the Shae Pullover with Pocket ($115.00)! Slim and soft, this tightly knit sweater is perfect to style over CHICly colored button downs, work dresses and of course, would look quite fabulous with a mini and riding boots. If these looks haven’t tempted you to step over to the preppy side, the prices of these CHIC designs certainly will – All of the above pieces are under $200!