A small circle of friends suffering from post-collegiate blues must confront the hard truth about life, love and the pursuit of gainful employment. As they struggle to map out survival guides for the future, the Gen-X quartet soon begins to realize that reality isn't all it's cracked up to be.
Two troubled men face their terrible destinies and events of their past as they join together on a mission to find the Holy Grail and thus to save themselves.
Peter and Katherine Witner are Southern California super-yuppies with great jobs but no center to their lives. When they both lose their jobs and begin marital infidelities, their solution is to start their own business together. In order to find meaning to their empty lives, they follow various New Age gurus and other such groups. Eventually, they hit rock bottom and have to make some hard decisions
When bachelor Walter Davis (Bruce Willis) is set up with his sister-in-law's pretty cousin, Nadia Gates (Kim Basinger), a seemingly average blind date turns into a chaotic night on the town. Walter's brother, Ted (Phil Hartman), tells him not to let Nadia drink alcohol, but he dismisses the warning, and her behavior gets increasingly wild. Walter and Nadia's numerous incidents are made even worse as her former lover David (John Larroquette) relentlessly follows them around town.
Ollie Trinkie is a publicist, who has a great girlfriend, Gertrude, whom he marries and they are expecting a baby but while he is looking forward to being a father, he doesn't lighten his workload. Gertrude gives birth but dies in the process. Ollie doesn't live up to his responsibilities as a father. Eventually the strain and pressure of losing his wife and being a father gets to him and he has breakdown, which leads to his termination. So with nothing much to do he tries to be good father to his daughter, Gertie. He also meets a young woman name Maya, who likes him but he is still not over his wife.