Joe Nast (JAKE GYLLENHAAL) is a young man who's trying to do both the right thing and what's expected of him after the shocking murder of his fiancée, Diana Floss (CAREENA MELIA). He's now temporarily moved in with her parents, Ben (DUSTIN HOFFMAN) and JoJo (SUSAN SARANDON) who are dealing with the loss in their own ways.
Ben wants Joe to join him in his commercial realty business, believing that getting on with their lives and keeping busy by making deals with the like of Mike Mulcahey (DABNEY COLEMAN) will get them through this.
JoJo, a writer, becomes increasingly annoyed at most every outsider who offers their heartfelt or forced condolences, while she, Ben and Joe meet with Mona Camp (HOLLY HUNTER), the local assistant D.A. who wants to put away Diana's captured murderer for good.
Meanwhile, Joe tries to maintain his role as the grieving husband-to-be, but runs into a conflict when he meets Bertie Knox (ELLEN POMPEO). She's the local post office manger who helps him retrieve the already mailed wedding invitations before they go out. She also tends bar at Cal's Place, a corner pub owned by her boyfriend who's now been missing in action in Vietnam for the past three years.
As she and Joe find themselves drawn to each other, they, as well as Ben and JoJo try to come to grips with the loses in their lives and letting go of their loved ones.