All life is a series of stories and Tom Sawyer in Hell is mine. The narrative follows the misadventures of a naive young man who has optimistic expectations about life that rapidly go south as he makes his way through three colleges on two coasts, courts and jails and small town lawyers, strip clubs, a gig as a Park Avenue doorman, hopelessness, psychopharmacology, absurdity, and the struggle to land a corporate job. The novel reflects and comments upon the dissatisfaction of the unconnected 20-30 year olds stuck in the midst of the deflated "American Dream."