In this episode of Boomer Bunker, John Jamingo and Duchess hold nothing back as they dish out their signature irreverent humor on everything from prostate exams and woke comedy to cougar dating and small-town politics. The pair swap stories about tech mishaps in podcasting, debate the pros and cons of aging quarterbacks and react to viral videos and TikTok filters gone wrong. Duchess faces off against John in a gauntlet of ‘50s trivia while the chat joins in with their hot takes and memories. They also candidly discuss the challenges of modern dating, the complexities of growing older (sometimes not so gracefully), and government overreach that threatens a family farm. As always, community engagement is front and center—with shoutouts, quips, and voice mails from the audience.

In this episode:

• Why men no longer need to fear the infamous “finger in the butt” prostate exam, and how nobody told the boomers
• Aging, dating, and the rise of the “elder cougar”—plus the pitfalls of filtered versus unfiltered photos online
• The big (and often hilarious) differences between men’s and women’s dating expectations, height requirements, and “situationships.”
• Eminent domain drama as a 175-year-old New Jersey farm faces being seized for affordable housing
• Quick-fire rounds of 1950s pop culture, history, and music trivia—with John’s ego (and memory) on the line

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