Boomers on the Edge

Boomers on the Edge

Comedy EN ↓ 60 episodes

Before smartphones. Before social media. Before anyone thought to record the evidence. Boomers on the Edge is a weekly storytelling podcast where two lifelong friends revisit the wild, reckless, and often unbelievable adventures of their youth. Kenn and Ron trade stories from the 60s, 70s, and 80s — the mischief, the bad decisions, and the close calls that somehow didn’t kill them. From gritty Detroit bars and summer days on the lake to high school locker rooms and blue-collar job sites, every episode blends sharp improv, vivid memories, and outrageous true tales. It’s unfiltered nostalgia — r...

Be sure to visit the podcast's website and support the creator: www.boomersontheedge.com

Author

Boomers on the Edge

Category

Comedy

Podcast website

www.boomersontheedge.com

Latest episode

Nov 2, 2026

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Episodes

Hair Removal and Hot Ointments 11.05.2026

Kenn and Ron take things back to the 1970s with another round of unforgettable high school track stories—this time featuring a mix of pranks, poor decisions, and plenty of laughs. The first tale centers on a classic locker room prank: someone secretly slipped hair-removal cream into a teammate’s varsity jacket sleeves. The result? One very confused (and suddenly very smooth-armed) athlete. To this...

The Secretary Said What! 04.05.2026

Guest host Randy is back with the crew, bringing along a classic (and slightly cringe-worthy) workplace story from the 1980s. While managing a team project, Randy arranged for a vendor to host a lunch and present their product. During an internal meeting, he asked his secretary to let him know when the sales rep arrived. Not long after, she burst into the room in a panic, gesturing urgently. The i...

Wedding Memories 27.04.2026

Weddings are unforgettable milestones—no matter the decade, they come with their fair share of chaos, comedy, and stories that only get better with time. In this episode, the buds take a nostalgic trip back to the 1960s and 1980s, sharing some truly over-the-top moments that perfectly capture the spirit of wedding day mayhem. Ron kicks things off with fond memories of the music at weddings he atte...

Surprising Your Parents - Inconvenient Accidents 20.04.2026

Back in the 1970s, kids spent their days outside—running wild, getting into trouble, and occasionally turning an ordinary afternoon into an unexpected trip to the emergency room. In this episode, guest host Randy joins Ron to share a couple of unforgettable stories that both end the same way: with their dad asking, “How did that happen?!” Randy kicks things off with a tale of youthful determinatio...

The Mutiny Bar 13.04.2026

Ron takes us back to the wild 1980s with another unforgettable business trip story. While traveling for training on the East Coast, Ron’s buddy Tom had a habit of hitting late-night discos and pretending he was single—despite being very married. His ego just needed a little reassurance now and then. On one trip, Tom insisted they drive over 90 miles to revisit a place called the “Mutiny,” convince...

The Drive-In Date 06.04.2026

Kenn, Ron, and guest host Randy dive into a hilarious “coming-of-age” episode of Boomers on the Edge , as Ron recounts the unforgettable—and awkward—story of one of his very first drive-in dates. Known back then as a clean-cut student and class president, Ron admits his dates usually leaned more toward conversations about academics and the National Honor Society than anything remotely romantic. Lo...

Crotch Stories 30.03.2026

In this episode of Boomers on the Edge , Kenn and Ron dive headfirst into one of the most awkward—and hilarious—subjects known to mankind: the crotch. Because let’s face it… some of the funniest disasters in life seem to happen right there. Ron kicks things off with the story of a poor guy who drops a hot cup of coffee straight into his lap and immediately performs what can only be described as th...

Crying Wolf and ATV Riding 23.03.2026

Kenn and Ron look back at the 1980s and the early days of ATV riding—when exploring the woods meant real risk and there were no cell phones to call for help if something went wrong. Ron tells a story about riding Honda ATC 90 three-wheelers with his dad in the woods of northern Michigan. Their ride takes a dangerous turn when a truck and trailer cut them off on a narrow forest trail, forcing his d...

Sibling Antics 2 16.03.2026

The adventures continue as guest host Randy joins Kenn and Ron for another round of outrageous childhood stories straight from the 1960s. Kenn kicks things off with a family “game” their mom introduced—one that put their love of snacks to the test. Forget competitive eating contests… the Coney Island hot dog challenge has nothing on a living room showdown involving an impressive number of cheese p...

Sibling Nighttime Antics 09.03.2026

It’s another hilarious flashback to the 1960s, when the Buds were just little kids and bedtime was strictly 8:00 PM — whether they were tired or not. Of course, sleep was the last thing on their minds. Causing chaos? That was a different story. Ron kicks things off with a mischievous memory of convincing his much younger brother to go on a “top secret” mission. While their parents entertained gues...

Workplace Tales 02.03.2026

In this episode, Kenn and Ron swap outrageous workplace stories that prove no office day is ever truly “normal.” Ron opens with a corporate curveball from his early management days. When new technology wipes out the company’s all‑female Message Center, he’s tasked with finding new roles for the displaced team. He thinks he’s got it handled—until his buddy Joe suddenly fills Ron’s open position wit...

Wingman 23.02.2026

Guest host Randy is back with another unforgettable tale from the 1970s. As young teenagers, Randy and his buddy Johnny hatch a bold plan: a double-blind date while Johnny’s parents are away for the night. With the house to themselves, the boys “borrow” a little liquid courage from Johnny’s dad’s liquor cabinet and pass the time engaging in some classic ’70s teenage mischief—perched on the roof, l...

Healthcare Antics 16.02.2026

As Kenn, Craig, and Ron officially cross into “senior citizen” territory, one thing becomes clear: the doctor’s office is starting to feel like a second home. But in true Boomers on the Edge fashion, the “Buds” can’t seem to have a normal medical visit without it turning into comedy gold. Kenn kicks things off with an orthodontics office disaster. Thinking the kid in the chair in front of him was...

Topless Beaches 09.02.2026

Kenn, Craig, and Ron take listeners on a wild ride to topless beaches around the world, sharing unforgettable travel stories filled with questionable decisions and classic Boomer antics. Kenn kicks things off with a hilarious tale from Punta Cana in the Dominican Republic. While chaperoning a high school class trip, one overly enthusiastic dad feels compelled to “educate” the other fathers by shar...

Rodent Busters 02.02.2026

Guest host Randy delivers another Boomers on the Edge classic, sharing a wild story from the early 1980s when he and his friend Herm worked as busboys at a restaurant with a very unusual past—a former funeral home. The setting alone sets the mood, with old “viewing rooms” transformed into elegant dining rooms, each with its own fancy name. When a rodent is spotted scurrying through the main dining...

Boating on the Edge 26.01.2026

Boomers on the Edge takes a wild ride back to the 1980s as Kenn, Craig, and Ron relive some truly terrifying boating experiences on Lake St. Clair and the Detroit River. Each of the Buds shares a tale of danger that proves one universal truth: trouble on the water almost always starts when you trust someone else to be in charge. Kenn recalls his days on the college rowing team, when a distracted c...

Towel Snaps & Open Mics 19.01.2026

More outrageous locker room stories from the 1970s—when it was a different era and the rules of mischief were, let’s say, flexible . Fan-favorite “California Beautiful,” the school track star from Episode 3, makes a triumphant return and once again wreaks havoc on an unsuspecting coach. Having learned well from seniors like California Beautiful, chaos quickly follows. Craig enthusiastically “welco...

Carmens and the Missing Shoes 12.01.2026

In this episode, guest host Keith joins Craig and Ron to reminisce about a friendship that began in kindergarten in the 1960s. The stories go way back—so far back that Keith and Craig once lived next door to each other and even shared their very first bath together as one-year-olds. The conversation then turns to a legendary tale involving the Buds—Kenn, Ray, John, Keith, Craig, and Ron—and a Frid...

Math Class Antics - Part II 05.01.2026

Guest host Keith jumps in with Kenn, Craig, and Ron as they rewind to the 1970s for another round of math‑class chaos. Back in the same infamous classroom from Episode One—where Craig first unveiled his “artistic talents”—the crew relives two stories that have only grown funnier with time. First up is Teddy, the class nerd, who dares to complain to the teacher about earning only 98% on his test. R...

The Pom Pom Girls 29.12.2025

A New Years Tale Ring in the New Year with a classic coming-of-age misadventure. Kenn and Ron—two well-meaning but famously inexperienced teens—think they’ve hit the jackpot when a pair of Pom Pom girls invite them to what sounds like an intimate New Year’s Eve party. When they arrive, the girls’ parents greet them like model young men: stellar grades, National Honor Society members, one even clas...

Holiday Shopping Lessons Learned 22.12.2025

A 1960s Holiday Adventure In this festive, retro-themed episode, Craig, Kenn, Ron, and guest host Randy swap stories about holiday shopping in the 1960s. Ron and his younger brother Randy revisit one of their family’s most legendary tales—five-year-old Randy’s epic struggle to make quick decisions, thanks to his intensely analytical mind, and the surprising consequences that followed. During a lon...

They're All Scum! 15.12.2025

Guest host Keith joins the show to help recount one of the most legendary Boomers on the Edge stories— the night at the Duchess. It’s late, they’re underage, and the Buds (John, Keith, Ray, Kenn, Craig, and Ron) have wandered into the Duchess, a notoriously grimy Detroit strip bar. It’s Kenn’s very first time in a place like this… and his reaction does not disappoint. While most of the Buds rush t...

"This May or May Not Be My Wife" 08.12.2025

In this laugh‑out‑loud episode, Craig shares a wild workplace story about a young apprentice who couldn’t stop bragging about his wife’s beauty—complete with revealing photos. The apprentice proudly flashes a picture, declaring, “This may or may not be my wife.” That’s when Craig hatches a prank: each day, he shows the apprentice increasingly risqué photos of “his own wife”—images secretly pulled...

The Bush is Back! 01.12.2025

Kenn, Craig, and Ron return—and things get a little… fuzzy. Literally. In this episode, Kenn dives into a wild piece of pop-culture news: Kim Kardashian’s SKIMS “Faux Bush” underwear line. Yes, you heard that right—G-strings with faux pubic hair, and apparently, they’re flying off the shelves. The Boomers weigh in on this retro revival, sharing their reactions and swapping stories about the evolut...

Quest for the Breasts 24.11.2025

Remember when sneaking a peek at a National Geographic felt like the height of scandal? In this laugh-out-loud episode, Kenn, Craig, and Ron take a cheeky stroll down memory lane, contrasting today’s “so what” attitude toward nudity with the wide-eyed wonder of growing up in the 1960s. Kenn kicks things off with a headline he read: Jennifer Lawrence appeared fully nude in a film… and the public re...

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