The Great Gildersleeve – In Trouble with Bessie’s Boyfriend. ep257, 470924

Harold Peary at the microphone, wearing a suit and hat. A black and white photograph of Harold Peary, a man in a suit and tie, smiling and looking off to the side. He is standing in front of a plain background, with his hands in his pockets. Peary was a comedian and actor, best known for his role as "The Great Gildersleeve" on radio and television in the 1940s and 1950s. The photograph conveys a sense of classic Hollywood glamour and style.
Harold Peary in his heyday as the Great Gildersleeve.

As Gildersleeve arrives home, he is greeted by unfinished chores and household updates from Birdie. He also finds a misdelivered letter—mailed to the correct address, but meant for someone else. Unsure of what to do, Gildersleeve sets it aside. When the mailman comes back at Birdie’s request, the letter is nowhere to be found.

Later at the office, Gildersleeve finds his secretary, Bessie, daydreaming. While scolding her, he stumbles across the missing letter and uncovers how the mix-up happened: Bessie mailed a bill to Gildersleeve’s home using an envelope from a resort where she had stayed. She explains that the resort was the backdrop of a failed romance, prompting a sympathetic Gildersleeve to offer his help in patching up her relationship.

That evening, a cheerful Gildersleeve sits down to dinner and starts relaying the story to Leroy and Marjorie. Though they humor him, a telephone call interrupts before he can finish. It’s Bessie with bad news: her boyfriend, Martin, hates the new fashion choices Gildersleeve helped her pick out.

At the Jolly Boys Club, Floyd the Barber reveals that gossip is spreading around town that Gildersleeve is dating his secretary after taking her shopping downtown. When Gildy loses his temper, the Jolly Boys attempt to soothe him by breaking into harmony on “I Wore a Tulip and I Wore a Big Red Rose.”

The harmony doesn’t last long—Judge Hooker arrives with word that a big, burly man is hunting for Gildersleeve. Wanting no part of the trouble, the Jolly Boys quickly abandon him, and even the police chief refuses to help, claiming his duty is only to catch criminals after a crime is committed. Peavy agrees to walk Gildersleeve partway home, but will Martin be waiting for him in the shadows out front? Leroy has a message waiting for his uncle, and the episode wraps up with an epilogue PSA for the audience.

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