Last Days of Simon (2009)

After being dumped by his girlfriend, 23-year-old slacker extraordinaire Simon Keenan learns there is more to life than crashing high school parties, working at a video game store, and the narrow minded suburban town he lives in. Simon struggles to find a sense of direction in his life, especially when his mother is an overly zealous born-again, his best friend aspires to be the biggest pot head in the world, and Simon's pig of a boss is a 43-year-old virgin still living at home.