Wingman episode artwork

EPISODE · Feb 23, 2026 · 12 MIN

Wingman

from Boomers on the Edge · host Boomers on the Edge

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, laughing, and making questionable decisions.Soon, the girls arrive on their bikes: one a well-known school beauty, the other a star athlete… and significantly taller than either Randy or Johnny. That’s when Johnny drops the bomb—Randy’s date for the night is the athlete, who stands a solid six inches taller than the boys.In true teenage wingman fashion, Johnny promptly disappears into the next bedroom, cranks up the music, and locks the door—leaving Randy to fend for himself.What happens next is an awkward, chaotic, and painfully funny encounter that ends with a split lip and a story that has become a true Boomers on the Edge classic.Adult humor.Boomer rating: On the Edge.Send us Fan Mailhttps://[email protected]

Episode metadata supplied by the publisher feed · Published Feb 23, 2026

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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, laughing, and making questionable decisions. Soon, the girls arrive on their bikes: one a well-kno...

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Wingman

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This episode was published on February 23, 2026.

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