Henry Aldrich attempts to find a marriage for his antagonistic instructor, Mr. Bradley. In order to use an inheritance for college, Henry believes the teacher will grow amiable enough to allow him to graduate with honors.

When Henry joins the band because he is in love with the new music teacher, things get complicated. By mistake, he receives a Stradivarius that is the property of another man.

When the mother of a 10-month-old leaves town to clear her husband of a crime, Henry and Dizzy provide a babysitting service and end up with more than they expected.

Henry, a boy scout leader, is constantly held accountable for issues a scout in his patrol causes.

Henry Aldrich accepts a sales position to win over Phyllis Michael. Shortly after, he gets involved with motor boats, vacuum cleaners, and a father-son race at a picnic where he hires a tramp to depict his father. Don't inquire. In addition, he must pay for a motorboat that he unintentionally ruined. Henry's pal Dizzy Stevens isn't helping him with his troubles.

After Henry Aldrich secures a date with a movie star, he becomes the most sought-after man in town.

When Henry Aldrich campaigns for president of the Centerville High School student body, things get complicated.

After accidentally ingesting a serum, Henry Aldrich finds himself in a "haunted" house.

A false accusation of creating problems at school is made against Henry Aldrich in the first of his films. He needs to clear himself.

When Henry takes over as editor of the Centerville Hish School newspaper, he finds himself in yet another bind. When he covers fires, the fire chief accuses him.