Dear Ruth is a delightful romantic comedy that takes place during World War II. The film follows the story of a teenage girl who writes love letters to a soldier stationed overseas, pretending to be her older sister. When the soldier shows up at her doorstep, the girl's family gets caught up in a hilarious web of miscommunication and mistaken identities. This feel-good film explores themes of love, family, and the challenges of wartime.

Mirian Wilkins, the teenage daughter of Senator Wilkins, starts a Society for the Rehabilitation of Criminals and, without the approval or knowledge of her father, elects him to the position of honorary president. When the family's new gardener, Baxter, turns out to be a notorious ex-convict who was sentenced to prison by Senator Wilkins when he was a judge, Wilkins considers firing him until his daughter points out that would be an unwise decision considering the position her father held on society.

In this sequel to Dear Ruth, teenaged Miriam starts a political campaign to nominate Bill Seacroft, her brother-in-law, for state senator in opposition to the local political machine. Unknown to Miriam, said machine nominates her father, Judge Wilkins. As support grows for Bill, the presence of rival candidates under one roof poses problems, especially for Ruth, wife to Bill and daughter of the judge.