In New York, a young woman befriends her quirky roommate, who is trying to make it as an actor. While she watches her roommate attempt to accomplish her dreams, the woman reflects on her own life’s direction and what possibilities (or lack of) lie ahead.

A teenage girl at a boarding school faces expulsion and punishment from her indifferent parents. She gets into an unlikely conversation with the school janitor, who tells her he used to know her mother, and surprises her with what he has to say.

A teenage girl is swept into the wealthy side of her coastal town by her new boyfriend, but soon finds that she longs for adventure and freedom outside of his superficial social scene.

After a fifteen-year-old girl makes a bet with her father that after high school she will leave home to never return, her father takes her to the train station early one morning and tells her to leave. When she winds up in Los Angeles, she finds her way there, despite the fact that she does not feel free.

When a teenage girl in 1940s New York City finally conjures up the urge to demand some money that a friend owes her, she’s treated to an afternoon of conversation unlike anything she’s ever heard before.

On his first trip to New York City, a starstruck teenager confronts the trauma of growing up gay in a conservative town.

In the 70s, a depressed, overweight, insecure, intellectual teenage girl stays for two weeks with a wealthy family her mother sews clothes for, the members of whom she considers confident and beautiful. She visits the historic house of her favorite novelist and entertains sexual fantasies about the boys. Years later, after becoming an academic, she reflects on the dynamics of gender and power.