Romance soon ensues when Michael Warren (John Ahnen III), a fourth year medical student from Indiana makes his way to New York and takes up residency with Kendra Sparks (Nicole Betancourt), a hip advice columnist. The only problem is, she's stuck in a bad relationship with her boyfriend Bobby (Omar Halaby) and doesn't have a clue about Michael's true feelings. So he writes her advice column for help. But can she help him win her over, without being found out?