Steve wants Mike to help him find a date for Sally who works with Steve. Mike has no interest in helping because he thinks he has already found true love. When Mike finds himself helping Sally, he realizes he wants to date her himself.
Mike wants to propose to Sally, but can't seem to find the right words or the right time to do so. After several awkward attempts, Mike isn't sure Sally will accept. Meanwhile, Sally tells Steve she knows Mike is trying to propose, but she won't do the asking. Finally, when the two of them are alone together on a park bench, Mike comes right out and pops the question in a traditional, straightforward manner. Sally accepts immediately and admits she should have done so the first two times he asked.
Steve is asked to entertain the daughter of a visiting Danish couple whose company has an account with his engineering firm. He finds out that the only reason he's being asked is because he's the only single gentleman at the plant who's taller than her. She's quite attractive and so energetic that Steve can't keep up with her. Exhausted, Steve ultimately refuses to go to a costume ball with her. When she reveals that the ball is being held to celebrate her seventeenth birthday, Steve appoints Robbie to go in his place. Robbie gladly agrees.
It's the Prince and the Pauper when Bub exchanges jobs with an actress friend. She wants a family live, and he wants the thrill of the stage. As they try out their new roles, the realize things aren't always what they remember.
Steve is surprised when he gets a visit from a princess. She is Princess Joanne, and it happens to be his high school girl friend who grew up and married into royalty. She invites the family to dinner.
Steve meets a magazine editor and wants to ask her out on a date. As she is hard to reach, he enters the magazine contest for distinctive homes, hoping she will be the one to visit. Unfortunately, she sends her secretary to view the home.
Robbie's English class proceeds to run roughshod over an attractive young substitute teacher when their regular teacher becomes incapacitated. Frustrated and exasperated, the sub pays a visit to the lady she's filling in for and asks for advice. Meanwhile, Robbie gets an earful at home from both Steve and Mike after Mike recognizes her name.
Mike goes to South America with a friend in the Air Force Reserves to help in a disaster area. He encounters a young girl who needs an operation, and he is determined to raise the money for her. Chip helps a woman in town with her chores.
A Hollywood producer visiting Bryant Park sees Tramp and things he would be great for the animal lead in a movie he is making. Bub, Robbie and Chip fly out to Hollywood with Tramp so he can do an audition.
Mike & Robbie, aspiring songwriters, go against the odds and travel to New York to present a song they wrote to a big-time record producer. A New York cabbie helps them in the big city, and they reach their destination. Although the producer doesn't want the song, he gives the brothers some real-life, solid advice, and they go home all the wiser for the adventure.
Steve is asked to take in a boy who is a delinquent. When Steve has to be out of town that week, it is Bob and the boys to handle the visit. When someone comes to the house, they assume it is the delinquent.