It's that time of year in New York: one of the city's premier magazines is compiling its annual "Hottest Private School Boy" issue. Jonathan, Mickey, David, Arno, and Patch all figure they're shoo-ins, but will the competition to be chosen as the cover model tear the guys apart? Add to that a few twists and turns in their love lives, a visit from an internationally acclaimed photographer (whose specialty happens to be nude crowd shots), and an invasion by a clique of Upper East Side It Girls, and the Insiders might find themselves clamoring for a way out.