Jackson gets up the courage to tell Katherine that he loves her, but it looks like he may be too late--she's leaving the Academy and going to Chicago to enter a renowned school there for the blind. Meanwhile Winnie and Lauren come up with a moneymaking scheme, a calendar featuring the schools' hunks. They recruit Christian and Lazz as models, but when the calendar comes out and Christian's on-campus popularity skyrockets, Winnie has a hard time with her jealously--and so does Christian!