One rule in life: never ever ask your girlfriend to work with you. Don learns that the hard way when he hires Ann to be his secretary.

Ann thinks she will lose her sweet Donald to a famous actress when all the time, he is interviewing her for his article.

Donald gives Ann a manuscript of a novel that he is writing, and she loses it. Donald is waiting for a response, but Ann stalls because she did not want to admit that she lost it.

Ann and Donald are invited by their friends, Jerry Bauman and Margie, to a private wedding in Connecticut, but they get snowed in. There are only two rooms available in the inn that they are staying and the boys share one room and the girls share another. The problem begins with Jerry and Margie decide to stay together leaving Ann and Donald in a room together, much to the chagrin of Ann's parents.

Ann reads that a famous producer is looking for an unknown for his play and has Donald put in a good word for her. He tries to tell her that the producer had found his star a long time ago, but she doesn't listen.

Ann needs some funny material for an audition and enlists Donald's writing expertise, but his jokes aren't funny.

Donald has to do a story on the show ""The Mating Game"", and he has Ann be a contestant. Ann doesn't know that Donald is one of the bachelors and she picks another man. While she had her date with this man, Donald tags along to get a story.

Donald does a story on computer dating. Ann is jealous when Donald's Compudate match turns out to be attractive model, Lisa Stevens. So Ann fills out a Compudate card herself and comes up with a good-looking date also, who turns out to be a lot more like Donald than she'd care to admit!

Despite attention from a fellow castmate, Ann misses Donald while in Philadelphia to do a play.

After a meeting with a famous doctor, Donald uses what he has learned to find out all out Ann's personality.

Ann and Donald learn that a couple that works together also fights together when they collaborate on a play about her life.

Ann wins a part in an Italian movie, but turns it down when she discovers a nude scene.

Ann purchases tickets for the Baumans from a scalper. Giving the scalper a check with her address on it and saying the tickets are for her neighbors, she fears they may be robbed (on Christmas Eve). In order to prevent a robbery, Ann and Donald remove all the valuables from the Baumans' apartment, only to be caught by the police.

When Ann sprains her ankle at work, Donald comes to the rescue cooking gourmet meals and cleaning her apartment with a vengeance.

Ann becomes convinced that she has no sex appeal when she lands a part as the Creamy Soap Girl because the producer sees her as a fresh scrubbed face that no housewife could resent for her looks.