Na življenjskem razpotju se pianist Willi vrne domov k prijateljem in njihovim težavam v življenju in ljubezni. Srečanje nekdanjih sošolcev v majhnem kraju je priložnost, da razčistijo svoja prepričanja o ženskah. Srečanje nekdanjih srednješolcev v zasneženem mestecu ameriške Nove Anglije je priložnost za skupino bivših sošolcev, ki med obhodi točilnic in barov razpredajo o svojih težavah z ženskami in ljubezenskih odnosih. Med njimi je tudi Willie, ki je bil precej uspešen pianist v nočnih klubih New Yorka. Spet doma v rodnem kraju se začuden zaloti, da ga nenavadno privlači zapeljiva 13-letnica. Tam je tudi ostareli srednješolski športnik Tommy, ki je v resni zvezi s Sharon, a se ne more upreti občasnemu obujanju posteljnih spominov s kraljico maturantskega plesa Darian, ki je prav tako poročena. Nezreli Paul je tako obseden s postavami manekenk in fotomodelov na svoji steni, da ga njegovo dekle in krajevna natakarica Jan nazadnje zapusti. Paul začne hoditi na zmenke z mikavno Andero, ki mu zaman razlaga, da bi bila rada več kot samo čeden obraz. Tukaj sta še Stinky, ki je samo na začasnem obisku, ter Gina, feministična svetovalka.
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. And Tommy "Birdman" Rowland, who was the big man in high school, is trying to end his affair with his now married high school girlfriend, Darian Smalls. Despite knowing about Darian, Tommy's current girlfriend, Sharon Cassidy, stands by her man through bad and worse. A cousin of their bar owning friend Stanley "Stinky" Womack, the beautiful Andera who is visiting from Chicago, may provide the voice of reason for this group of friends in dealing with their women problems. Some reason is what Willie may need in trying to figure out why he is attracted to Marty, his father's thirteen year old neighbor, especially as Willie learns that Tracy has decided to join him for the reunion.