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.
FIVE MEN - FIVE SHATTERED LIVES: JIMMY struggles with his girlfriend, Dina, when she runs away, half naked, in the middle of night, accusing him of molesting her. DENNIS, desperate and unhappy in his marriage, has an ill-timed affair with his daughter's 17 year old babysitter. JORDAN splits from his partner, Steve, only to discover he may not be the biological father of their daughter. HARRY, angered over his estranged relationship with his father and his ex-wife, loses it and abuses his girlfriend sadistically. BEN, after losing custody of his son because he viciously attacked his ex-wife's boyfriend in front of him, takes the law into his own hands and kidnaps his son. All five stories intersect as each man tries to salvage what is left of his life.
Everyone has 'moved on', except for Sherman and Jim Levenstein's still understanding father. Little Matt Stiffler wants to join his older brother Steve's business and, after everything Matt has heard from Jim's band-geek wife, he plans to go back to band camp and make a video of his own.
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