My Sister Eileen

Ruth and Eileen relocate from Columbus, Ohio to New York City and move into a rundown basement studio in Greenwich Village owned by Papa Appopoulos. Ruth dreams of becoming a writer while Eileen hopes to break through as an actress. They meet their neighbor, Ted Loomis, an athlete who lives with his fiancée Helen Wade.

Ruth carries a letter of introduction to Bob Baker, editor of Manhatter magazine. Bob rushes off on vacation but tells her to write about what she knows, not the artificial stories she has sent before. His brief encouragement hints at a potential future connection.

Eileen endures unwanted advances from a theater producer, leaving her shaken and unsettled. She goes to Walgreens for lunch, where soda fountain manager Frank Lippincott offers a sympathetic ear and promising help. He notes that many theatrical people eat at the counter, implying he could be a useful contact.

As time passes, Ruth accumulates rejection slips while Eileen struggles to secure any auditions. The sisters grow frustrated by the continuous refusals and the competitive New York scene. Their hopes waver, even as they keep trying.

Chick Clark, a newspaper reporter, overhears Frank talking to Eileen about an audition and claims he can arrange a meeting with the show's producer. They go to the theater only to discover a burlesque house where striptease is the main attraction. Eileen is mortified and rushes out in embarrassment.

Bob Baker returns from vacation and meets Ruth, telling her his favorite story is about Eileen’s misadventures. Ruth insists her sister is a product of her imagination and that the experiences are not necessarily real. Bob asks her out, but Ruth declines, later telling Eileen she finds him dull and unattractive.

Ted asks to stay with the sisters while Helen's mother, Mrs. Wade, visits, and Eileen agrees despite Ruth's uncertainty. Eileen invites Chick and Frank to dinner, sparking a night of social tension. During the evening, a plumber ruins the spaghetti sauce, Chick hints at introducing Ruth to his editor, and Ruth catches a glimpse of Bob with a glamorous woman.

Bob’s secretary senses that Ruth’s stories may not be fully autobiographical and arranges a dinner to discuss publication. When Bob tries to kiss her at the meeting, she runs off, suggesting she may be less experienced than her stories imply. The encounter casts doubt on their potential collaboration.

Eileen warns that unless Ruth’s story is published, the impoverished sisters will have to return to Ohio. Frank, who loves Eileen, lashes out, mistakenly thinking Ted lives with them and accusing Eileen of being bohemian before departing in frustration.

Ruth receives a phone call asking her to cover the arrival of the Brazilian Navy for the local paper. Unaware it was Chick trying to secure time alone with Eileen, she rushes off to meet the assignment. The professional duty pulls her away from the apartment.

Chick comes to the apartment to pursue his advances, but Ted shoves him out when Eileen asks for help fending off the reporter. Helen sees Ted comforting Eileen and mistakenly suspects something improper is happening. The incident deepens the misunderstandings among the trio.

Ruth finds herself pursued by Brazilian naval cadets who misunderstand her intent. To calm them down, Ruth and Eileen initiate a Conga line that rapidly escalates into a wild street dance party. The scene attracts police attention and everyone is arrested.

The Brazilian Consul intervenes on their behalf, and the sisters are allowed to return home to pack their belongings. The chaotic episode provides comic relief but also a setback that tests their resolve to remain in New York.

Bob arrives at the apartment and professes his love for Ruth, revealing that he is publishing her stories. Frank arrives with chocolates for Eileen, and Ted and Helen reconcile. The sisters decide to stay in New York, continuing to pursue their ambitions.