Self-proclaimed geeks everywhere were enamored with Anna Wintour after her speech at the Webby Awards in June in which she stated how geeks can be chic. But the divine Ms. W may have a real soft spot in her heart for another, very special, very musical-theatre type of outcast: The Gleek. Wintour has taken a few "New Directions" in the planning of the third installment of Fashion's Night Out, by enlisting the help of some our favorite high-school singing stars, Lea Michele, Dianna Agron, Cory Monteith, Chris Colfer, Darren Criss, as well as other members of the Glee ensemble. In this latest Wintour/Glee duet, we expect FNO to drive in flocks of Streisand-singing, Mr. Schue-loving fans to support the worldwide shopping initiative. On that note, count us in. (StyleCaster)