Marty, a middle-aged man, awakens to his life and doesn't like what he sees. After attending the theater with his wife and co-worker, Marty's long-buried love of the arts is stirred. Facing great odds from his wife and family, he takes a risk and auditions for a play. Without realizing it, Marty has set his life on a new trajectory from which there is no return. A trajectory that is often funny, yet heartbreaking.

Sexy. Style-conscious. Extreme love affairs. Complicated friendships. Life happens all too quickly when Cloey is reluctantly plucked from her comfort zone and complete reliance on others is overturned – a secure relationship with her boyfriend unravels, her childhood best friend is moving away and daddy’s (Daniel Baldwin) checkbook closes. City Baby comments on the ladder-climbing mentality of always reaching for the next bigger, better thing – relationship, city, job – when sometimes what's right in front of us is just fine. Scattered with cameos from Portland musicians like Stephen Malkmus of Pavement, live musical performances by Glass Candy and Starfucker, and a thoughtful soundtrack featuring all Portland bands and musicians, City Baby depicts a playground for semi-adults, revolving through the lives of cool kids.

A man accidentally kills another man and tries to think of who would be the best person to call. Needless to say, no one's enthused to help.