Horatio Benedict is a confused young man navigating his way through a seemingly aimless life in 1990's America. We explore childhood memories of angry teachers, brutal games of kickball, and a cast of colorful characters who set the young man on a rocky path of uncertain steps and moral turpitude. On an ill-fated canoe ride to attend a booze-fueled family reunion, "Hor" discovers a few things about himself, including how unprepared he is to deal with the rapid advancement of young adulthood.

Surrounded by family and friends who exert little positive influence, he makes his way from the East Coast to the West Coast, settling into a quirky existence on the fringes of Hollywood. A dodger of responsibility, Horatio takes odd and odder jobs as he leans on his cousin, Jasper, to get him out of several sticky situations.

Working for Brick & Brack Productions, the company behind such landmark television series as Ichabod's Atoll, Horatio finds himself on a plane to the Hawaiian islands, where a sad history is the backdrop to a frenzied present involving him in drugs, prostitution, and cheesy charter boat rides for chubby tourists. Ultimately, he is taken in and mentored by a notorious figure in the islands, the bizarre and bellicose Colonel I. M. Annoyian. As Hawaiian separatists prepare for a war, Horatio finds himself caught in a massive gray area – the one that lies between right and wrong.