Dating – Retro Radio Podcast

Jack Benny, Mary Livingstone and Don Wilson posing for a photo in 1938.

Jack Benny – Buck Benny Rides Again Part2. 361122

By Keith September 13, 2026Comedy, Jack BennyNo Comments

Buck Benny returns to ride the trail and round up cattle rustlers, but Jack must first deal with a late Phil Harris, a lady-killing charm competition, and constant phone interruptions during the broadcast.

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.

The Great Gildersleeve – Gildy Tries to Renew Romance with Eve. ep255, 470910

By Keith September 11, 2026Comedy, Great GildersleeveNo Comments

On a quiet Sunday, Gildy's failed family board game night leaves him wide awake, thinking about Eve Goodwin. A visit to Peavey's drugstore and a box of chocolates lead to a romantic musical reunion—but can Gildersleeve handle Eve's cultured personality?

an AI rendered vintage-style comic book cover featuring two African American men, Amos and Andy. The title reads, "Dating Club Disaster: Andy’s Plan Backfires!" One man looks worried, wiping sweat off his forehead, while the other smiles confidently behind him. Below, there are three smaller scenes: two men talking, the two men looking at a framed photo, and a woman standing off to the side looking concerned. The bottom text says "Radio Comedy Classics." A "Dating Club?" poster is visible in the background.

Amos and Andy – Dating Club Disaster. ep27, 440407

By Keith September 8, 2026Amos and Andy, ComedyNo Comments

When Andy gets interested in a local dating service, Kingfish steps in to investigate—only to get caught by Sapphire. Can a timely visit from Reverend Johnson save their marriage, or will Andy's scheme tear them apart?

Buy Bonds: A large billboard on the exterior of a building promoting war savings stamps. It reads, "Pledge your quarters for victory, buy and invest wisely in War Savings Stamps." The text highlights that these are "guaranteed by U.S. Government” with "4% interest." The advertisement encourages supporting the war. The scene includes a street view with trees, a building with columns, and a decorative streetlamp in front.

Command Performance – Herbert Marshall, Marilyn Maxwell. ep181, 450622

By Keith August 2, 2026Command Performance, Music, You Are There

Herbert Marshal is host, and introduces Marilyn Maxwell, who then sings, Kiss Goodnight. Jack Haley enters to joke around with the cast. Learn a little about the theatrical training of…

Illuminated taxi cab sign on the roof of a sedan

Amos and Andy – Trying To Find Madame Queen (Retro Plus). ep22, 440303

By Keith June 23, 2026Amos and Andy, Comedy

Andy talks to Amos to say that he needs to find Madam Queen, a past love who he hasn't seen for several years. Andy explains how his love affair dissolved…

"An apple sitting on a school teacher's desk"

Our Miss Brooks – Fraternization (Marriage Madness). 550731

By Keith June 9, 2026Comedy, Our Miss Brooks

Love is in the air as Mrs. Davis talks with Connie about her new boyfriend, Henry. Will Mrs. Davis be jumping into marriage anytime soon? Walter seems to be up…

Burns and Allen comedy duo performing on stage

Burns and Allen – Married, But Single. 421006

By Keith May 19, 2026Burns and Allen, Comedy

at home after a party, George and Gracie discussed the types of games that took place. Why was George so mean to her at the party? Gracie remembers the romantic…

A black-and-white photo showing two men (Leroy and Gildersleeve). Leroy is on the left and is playing a saxophone, appearing animated and expressive, while Gildersleeve is on the right and holds a script and gestures with a finger to his lips, as if telling Leroy to be quiet. The caption indicates a comedic scene, featuring "The Great Gildersleeve" character, associated with a comedy series announcement on WMAQ-NBC.

The Great Gildersleeve – Leila’s Party for Joanne. ep248, 470423

By Keith April 23, 2026Comedy, Great Gildersleeve

after an encounter with a bully named Snyder, Judge Hooker stops to tend to Leroy. Taking the boy home, the judge is a calming presence as Marjorie in Gildersleeve panic.…

The Great Gildersleeve – The Whole Town Is Talking (AFRS #113). ep247, 470416

By Keith April 16, 2026Comedy, Great Gildersleeve

it’s Saturday morning, and Leroy heads outdoors. At least until Gildersleeve stops him to clean his room, and practice his piano first. As Ben a rise for a visit, Gildy…

The Great Gildersleeve – Bird Watchers. ep246, 470409

By Keith April 9, 2026Comedy, Great Gildersleeve

once again, it’s the day for Leroy’s piano lesson in Gildersleeve is home early to talk to Miss Piper. Gildy manages to get rid of Leroy so he can have…