I love seeing Gossip Girl Leighton Meester in something other than her preppy on-screen gear. While she and Blair both have impeccable style, Leighton isn't afraid to let her hair down. The actress attended Shop Til It Stops in NYC decked out in one of her favorite designers, Brian Reyes. The fitted blazer downplays the fanciness while the Stuart Weitzman peep-toe platforms pull it all together with polish. The studded cuff is an expert finishing touch.