After four years of dating, Donald finally asks Ann to marry him and presents her with an engagement ring - which he was talked into buying second-hand by a co-worker against his better judgement.

Donald's sister Sandi has a passion for an actor, and he wants Ann to check up on him to see if he's a good man. The actor finds out what's going on and makes moves on Ann to teach her a lesson.

A nude picture of Ann is plastered in a ""Playpen"" magazine, which jeopardizes her chance of being on a kiddie show.

On a game show, Ann is asked to find out about her neighbors. No one wants to speak up, so Ann throws a party to invite everyone until her purse gets stolen.

Ann learns that killing two birds with one stone is almost too much when she goes to St. Louis with Donald to meet his parents and to star in a play. She is convinced that Don's mother hates her and decides that she might be able to turn it around if she were to have a larger, starring role in the play instead of her more modest part.

In St. Louis to appear in a play and meet Donald's parents, Ann once again finds that nothing is ever easy.

Ann lands the presitgious title of ""Miss New York has Everything"" and does a TV promotion for the city in which she bakes a fruit topped cheesecake using all New York ingredients. While baking the cake, Ann loses her ring in the cake batter, and to make matters worse, the cake has been shipped to New York Governor Nelson Rockefeller's house for a state dinner. After all the trouble they went to, Ann finds out that her ring wasn't even in the governor's cake!

Lou feels as though he is getting too old, and Ann introduces him to Jeanie, who makes him feel more younger. Ann thinks that he is going to leave her mother when actually he wants to please her.

Ann is hired by a rival magazine because they think that Donald is going to help her out now that they are engaged.

Don is stuck in a ""super Don"" costume when his friends steal his clothes and forget to give them back to him. All before he is to accept an Humanitarian award from the deputy mayor!

Ann gets a lesson in minorities when a sketch that she is in is very offensive to Mexicans.

Uncle Herbert is turning Ann and Donald's world upside down when he makes bogus get-rich-quick schemes.

Ann wants film rights to a novel, but the author will not sell. He changes his mind when he sees Ann, and how much she resembles his late wife. His new wife tells Ann that her husband can't write anymore and Ann turns down the movie out of respect for him.

Ann's late Uncle Harry wills her an old trunk filled with bits and pieces of his career in vaudeville. Ann is doubly surprised when stars Milton Berle and Danny Thomaspay a visit to her apartment and try to buy the old trunk.

Donald breaks off his engagement to Ann because of cold feet.

Ann makes friends with a Russian named Nicholai who is a con man sponging off her.

Ann is duped by a robber into shoplifting.

Ann and Donald try to run Lou's restaurant by themselves when the staff comes down with a virus.

Ann makes friends with a king, who turns out to be a kid!

Donald's friends throw him a stag party - which almost costs him his engagement to Ann.

Ann gets a modeling assignment at Belmont Race Track and when Don's friends realize there's a horse running named for her, they see it as a ""sign"" and send her with the money to place a bet for them. She loses the ticket at the wrong time!

As a member of an ecology-minded group, Ann is assigned to picket in front of the Newsview Magazine building where Donald works. Donald tries to make amends by inviting his boss to Ann's house for dinner.

On their way to the Women's Liberation meeting, which Donald reluctantly agrees to visit, Ann and Donald become trapped in a stuck elevator. While they await to be rescued, they look back on their favorite moments together.