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Embarrassing Stories

1950s Auto dealership employee went head over heels for job in 1950s

Auto dealership employee went head over heels for job

In the 1950s, this eager bookkeeper at a car dealership got caught up in desk chair disaster....

1960s Luau

Couple endured second course of embarrassment

In 1960, an evening out at a fancy New York City restaurant left this couple blushing when they left. ...

1940s Illustration by Michael Witte

Runaway’s plan laid bare by 1940s mom

Mom outsmarted her 8-year-old’s plan to run away from home in 1940s New York. ...

1930s Author Paul Watson and his wife, Muriem

Young postman did double duty for delivery mistake in 1930s

A young replacement mail carrier had a lot of sorting to do after delivering letters on the wrong street in the 1930s....

1950s 1950s Student Caught Singing the Blues

1950s student caught singing the blues

In 1958, a second-grade girl in Rock Hill, South Carolina, was caused some embarrassment in the bathroom from Elvis Presley’s Love Me Tender....

1940s 1940s military

Fill ’er up flub amused 1940s training base

A mix-up between gasoline and kerosene made airmen laugh at an Air Force training base in California during the 1940s....

1950s

Mother’s garters weren’t “up” for ceremony

First pair of nylons fit fine, but Mom’s garters didn’t hold up their end of the bargain....

1930s StockdilMomCrop

Grandma’s lessons on patience rated ‘thumbs up’

Patience turned out to be a virtue for a birthday girl, thanks to lessons on patience and thumb-sucking from her grandmother....

1970s-1980s

Now That’s Hungry!

Husband took his turn grocery shopping, munched on interesting new snack....

1950s

Don’t ride in the car with strangers

In a rush to get out of work, this newlywed hopped in the wrong car!...

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