On this fifth day of gifting we bring to you a guide inspired by a true Manhattanite. Blair Waldorf--portrayed by Leighton Meester (Gossip Girl)--is the quintessential upper east sider. Blair, and your giftee, are known for taking risks--like a pair of colored lace and opaque mix tights--but know to subdue them with a classic pencil skirt and or neutral colors. Sophisticated and polished yet a girly girl at heart, you will always see details such as bows, ruffles or lace. A thorough sense of style, what looks like a time-consuming ensemble was effortlessly put together in minutes. She looks for modern pieces with classic silhouettes and distinctive details. Luxuriate over our list of Manhattan-chic gifts that are equally timeless and on-trend.

{Click Here to Shop Gift Guide}