Dustin is thrown out by his girlfriend and has to live with his sister. An aspiring stand-up comedian, his awkward sense of humor doesn't bode well with his sisters structured existence.
Forced to live with his sister, Dustin decides to get some "company" but instead of getting a hooker like a normal guy he buys a hamster.
Dustin vents to a homeless man about his situation.
Bob shows Dustin the ropes of being homeless and how to work the streets with the help of signs.
Dustin heads to the beach to clean up only to find an attractive woman in a bikini.
Dustin still isn't back on his feet and things get worse when he bumps into his ex's best friend Becky and he learns she has a new boyfriend.
In the Season 1 finale, Dustin continues his road to recovery by actually being nice to his sister. He offers to set her up on a date with Bob who she does not know is a wife murdering homeless person.