A skateboarder gets offered a full time job by a mysterious man to stand in a square all day. He is making more money the longer he stands there but his life is passing him by.

A young nurse is pressured to get married and have children. Her first and only boyfriend of ten years makes a hilariously inappropriate Internet video. A gay friend gets dumped for throwing his cat off the bed. Their best friend is a balding, 24-year-old virgin, and quickly becoming a 'creepy old man.' Sex is the theme in this ensemble piece, in which stigmas are challenged and a group of friends bare all.

In the small town of Mossyrock, MA, a half man, half ape (humonkey) was found in a wicker basket. Beloved and sheltered by his small town, A-Bo is transferred to Boston when a liberal college students decides it is his duty to obtain A-Bo's human and civil rights.

Having Fun Up There follows Mark, a 37 year old musician in crisis. Mark has long since given up on the idea of being successful with his music, but his relationships, job prospects, and self-esteem are strained by his desire to continue playing. Throughout the Fall, Mark tries to get a handle on his better-late-than-never adulthood, as his art continues to both destroy him and save him.