A college counselor watches anxiously as her teenage son applies to college without her help. As her son plans for his future, the counselor and her husband reflect on how quickly their lives have changed, seeking ways to steady themselves in the midst of middle age.

A middle-aged woman looks forward to growing old because she believes older people are less beholden to other's expectations, but her friend disagrees.

As a woman grows older, she falls into a deep sadness while the men around her constantly tell her to cheer up.

To face the unendurable boredom of her monotonous bookbinding job, a teenage girl sows sexual tension between her fellow teenage coworkers. However, that endeavor can only entertain her for so long, as her grim small town and secret pregnancy threaten to overwhelm her.

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.

As she walks alongside the Hudson River with her friend, a woman excitedly explains her intricate vision of what would give her happiness.

A woman considers her possible shortcomings when her boyfriend tells her that he doesn’t like some things about her. After a period of reflection, she acknowledges the futility of self-deprecation.

Following his breakup, a Japanese college student uses savings from his relationship as a means to quit his summer mowing job, but not without first helping a woman who asks, but doesn't appear to need, for her lawn to be mowed.

Across two difficult decades, two siblings come together and drift apart.

In the year 2000, Orion is a young software developer who’s hit it big with his tech company in Cambridge, Massachusetts. Despite his long-term relationship, success, and newfound riches, he feels an emptiness in his life, leading him into dangerous territory.