In 1850s Oregon, a businessman is torn between his love of two very different women and his loyalty to a compulsive gambler friend who goes over the line.

Andy Hardy goes to college after serving in the war and finds his sweetheart is engaged to someone else.

All set to graduate from high school , Andy Hardy flunks his English exam -- in spite of the fact that Aunt Milly is his teacher, and that the Judge has gone to all the trouble of getting him his very own private secretary.

With his high school graduation behind him, Andy Hardy decides that as an adult, it's time to start living his life. Judge Hardy had hoped that his son would go to college and study law, but Andy isn't sure that's what he wants to do so he heads off to New York City to find a job. Too proud to accept any help from Betsy Booth, Andy finds that living on his own isn't so easy. With perseverance he eventually finds a job and even gets to date the pretty receptionist in his office. He also has to face several of life's lessons leading him to conclude that he may still have a bit of growing up to do.

Judge Hardy takes his family to New York City, where Andy quickly falls in love with a socialite. He finds the high society life too expensive, and eventually decides that he liked it better back home.

Andy Hardy becomes entangled with three different girls all at the same time.

Drummond manages to save a woman from jumping in front of his car but she runs away with his car. He traces her and she asks him to help her out of a dangerous situation.

A philanthropist's will dictates that four people receive $5,000 apiece, with the stipulation that the first one who can double the amount -- without dishonesty-- will win a cool million. Hindering the four are the avaricious relatives of the late millionaire.

Edna marries Texan Sam Gladney, operator of a wheat mill. They have a son, who is killed when very young. Edna discovers by chance how the law treats children who are without parents and decides to do something about it. She opens a home for foundlings and orphans and begins to place children in good homes, despite the opposition of "conservative" citizens, who would condemn illegitimate children for being born out of wedlock. Eventually Edna leads a fight in the Texas legislature to remove the stigma of illegitimacy from birth records in that state, while continuing to be an advocate for homeless children.

Andy is going to Wainwright College as did his father. He sees a pretty blonde on the train and he is alternately winked at or slapped every time he sees her. Andy is clueless. On the train Andy meets Kay and Dr. Standish who are both headed for Wainwright. Andy likes Kay, but Dr. Standish also seems to take an interest in her. Things are going well at College with Kay, but the blonde is nice one minute and ignores Andy the next. When Andy finds out that the blonde is really identical twins, he tries to help them out with their father but gets caught at their rooming house after midnight.