The Appointments of Dennis Jennings (1988)

Dennis Jennings is an introverted daydreamer, sleepwalking through life. He is a professional waiter and has an equally-dull girlfriend, Emma. In an attempt to release his pent-up feelings of isolation, he begins seeing a psychiatrist, only to discover that the doctor is somewhat less than interested in what he has to say. The film won an Oscar for Best Live Action Short Film.

Genres: Comedy

Stars: Steven Wright, Rowan Atkinson, Laurie Metcalf, Carrotte, Christopher Durang