Sam Wexler, a struggling New York City writer, encounters a young boy named Rasheen who has been separated from his family on the subway. Rather than alerting the authorities, Sam decides to take Rasheen under his wing, leading to a series of complicated and endearing interactions. Sam’s friends, each dealing with their own relationship woes and personal challenges, become part of Rasheen's temporary family. This group includes Sam's best friend Annie, who has alopecia; his cousin Mary Catherine, who is in a strained relationship with her boyfriend Charlie; and his artist friend Mississippi, with whom Sam starts to develop a romantic relationship. Sam’s attempts to juggle his new responsibilities with Rasheen, his career ambitions, and his evolving love interests set the stage for an exploration of connection and personal growth.

As Sam navigates his complex new life with Rasheen and his feelings for Mississippi, his friends also face pivotal moments in their own lives. Annie struggles with her self-image and meets someone who sees beyond her physical condition. Mary Catherine and Charlie confront their future together, grappling with the idea of leaving New York for Los Angeles. Each character's story intertwines with the others, creating a tapestry of modern urban life filled with humor, heart, and honest portrayals of relationships. Through these interconnected lives, the narrative examines what it means to belong, to be loved, and to make meaningful connections in a bustling, often isolating city.