A high-school reunion in a snowy New England town brings together a diverse band of former classmates. They include NYC pianist Willie Timothy Hutton who has found only small success playing night clubs and is considering taking a job as a supply salesman. While in town, Willie, who is having relationship problems with his girlfriend, finds himself becoming friends with 13 year-old Marty Natalie Portman. Then there's Tommy Matt Dillon, the aging jock who though seriously involved with Sharon Mira Sorvino, cannot resist the occasional walk down memory lane by sleeping with the former prom-queen Darian Lauren Holly, who is married but believes that her husband won't find out. Paul Michael Rapaport is dumped by his waitress girlfriend Jan Martha Plimpton, in part because of the swimsuit-clad supermodels plastered all over his walls. Paul then becomes attracted to Andera Uma Thurman, who is visiting her cousin Stinky Pruitt Taylor Vince, a local tavern owner. Also among the group -- Gina Rosie O'Donnell, who fancies herself a feminist counselor and who, in one of the film's highlights, delivers a poignant rant against how magazines present unrealistic images of women.