New York based jazz pianist Willie Conway heads back to his small hometown of Knights Ridge, Massachusetts for a high school reunion. The trip is as much to go to the reunion and see his old friends - none of whom left Knights Ridge after graduation - as it is to get away from his current life, at which he is at a crossroads both personally and professionally. He is just eking out a living with his piano playing gigs, and as such he is thinking about taking a sales job. He s also not sure if he s ready to marry his long time girlfriend, lawyer Tracy Stover. Most of Willie s Knights Ridge blue collar friends best days were in high school, they still having that trophy mentality of girlfriends and wives. Only Michael Mo Morris is happily married with a family. Paul Kirkwood, whose room is plastered with magazine pictures of models, wants his waitress ex-girlfriend Jan back only because he knows now that he can t have her...