Ann has just gotten an acting job for a television commercial filming in the lobby of the office building, but an encounter with the chivalrous Donald may put her new job at risk.

Ann Marie moves out of Brewster, New York to an apartment in New York City, with the help of her agent Harvey Peck and much to the chagrin of her father.

Ann agrees to babysit for her neighbor and friend Judy Bessemer, who assures her that she'll be back long before Ann has to leave for her audition for an acting workshop.

As Ann borrows Donald's car to move a rubber tree plant, a sewing machine salesman (Carl Ballantine) distracted by a pretty girl bumps into the car and sues her for damages.

Ann talks Don into a drive to Brewster to pick up her old hi-fi system, which leads to an on-the-road picnic that goes wrong.

While paying a parking ticket, Ann meets a rich young man (Sam Melville) who invests in the theater and tries to seduce her, much to the chagrin of Donald.

When Donald's secretary goes on maternal leave, Judy Bessemer suggests hiring Ann as a substitute.

Ann's acquisition of a box full of various items at an auction draws the attention of a mysterious stranger (Michael Conrad) who has a strong interest in one of its contents.

Ann is found in jail in a cave-girl outfit, after replacing her neighbor and fellow actress Margie (Jackie Joseph) on a side job that turns out to be a catering job for a Mafia boss.

A friend of Ann's named Sandy Stafford (Sally Kellerman) lands a role in a Broadway show and asks Ann to be her understudy. While Sandy is staying with her, she comes down with the measles.

Ann's attempt to adopt a stage name based on a suggestion from her agent is met with disapproval from her parents. The recycled version of the original pilot episode.

Ann's role as a villainess in a soap opera compromises a potential relationship with Don's mother (Mabel Albertson). Will a visit from the actor playing the hero improve her image?

Donald works with one of the actresses in Ann's workshop to do an article about her, but she thinks he's having an affair.

Ann's apartment building is being "haunted" by an old movie theater organist (Sterling Holloway).

A member of Ann's acting workshop tries to buy her friendship.

Ann tells Donald about her stint as a teacher in a boarding school, trying to bring good tidings and joy to a boy who won't be able to go home for Christmas.

While sifting through boxes of souvenirs, Ann finds a ring given to her by a high school sweetheart and attempts to return it.

Ann tries her luck as a traveling door-to-door saleswoman selling shoes. What her boss (Paul Lynde) doesn't tell her is that the shoes are made entirely from cardboard.

When Ann finds out how messy Don's apartment is, she hires a maid to help him clean the place up.

Donald hands Ann the manuscript for a novel he wrote, which she is suddenly convinced she lost.