30 Vintage Photos That Show That Our Grandparents Were Actually Really Cool
Hats off to these pioneers of old-school cool.
It’s easy to forget that our grandparents didn’t just come out of the womb as seventy-somethings with hard candies in their purses and long-winded stories. No, back in their heydays, grams and gramps had a whole lot of swagger. They rode motorcycles, bent the rules, and frolicked on the beach—all while wearing the coolest shades. Really, if you ever stopped to take a look at some of your grandparents’ old photos, you’d likely find that your folks’ folks were pretty darn cool. Keep scrolling to get a glimpse of some old photos from the 1940s, ’50s, ’60s, and ’70s that prove just how fun and fashionable our grandparents (and great grandparents!) were. And for more fun vintage pics, check out these 17 Vintage Family Photos That Will Make You Laugh.
This vinyl-obsessed teen
The perfect ponytail. The ear-to-ear grin. The single loafer on the floor. We’re sure this grandma was the coolest girl in school in the 1950s.
This dreamy Danny Zuko
This grandpa was the epitome of a bad boy. Well before Grease, this 1950s teen was rocking an impressive pompadour and a mysterious cut on his face.
These beach babes
Someone’s paw-paw was playing hard to get back in the 1950s. And he looked super suave doing it.
This toned twosome
Long before grandpa’s preferred attire was a suit and tie, he and grandma were just another couple of cuties wearing little more than swim trunks and smiles in the ’70s on the beach.
This incredible dog whisperer
This smooth cowboy
“Grandpa’s got swagger!” one user commented on Redditor adventurethyme_’s photo of their grandfather posing in 1958. We couldn’t agree more.
This cool quarterback
This suave pair
Bare feet, long lashes, oversized earrings, and undersized everything else makes this lady about as cool as they come. And has anyone ever looked as good as this gent does drinking a Coca-Cola? We think not.
This cool couple
These shaggy stunners
Look at these teenagers hanging out in London’s Trafalgar Square with nothing but a pack of cigarettes, a banjo, a guitar, and a whole lot of hair.
This tiny dancer
This grandma simply could not be cooler. With her mod haircut, her high-waisted skirt, and her carefree moves, it’s clear she had it going on.
This ride-or-die duo
Who needs shoes when you have epic shades, ’70s stripes, an awesome bike, and your number one gal?
These groovy kids
Here’s proof that dancing in our grandparents’ day wasn’t all Lindy hopping in poodle skirts.
These psychedelic riders
Who do you think pioneered flower power? Our grandparents, of course!
This rockin’ grandpa
These skating sweethearts
If you thought perfecting the Harlem Shake was hard, imagine trying to do the Hustle on skates.
These jive junkies
Grandpa is feeling himself on the dance floor—and we don’t blame him.
This trendy trio
In the 1970s, this grandma was showcasing the future of fashion. And somehow, she even makes that foil helmet look good. Get it, grams!
These spring breakers
No one is sweatin’ anything in this car. This group had a far cooler spring break than anyone heading to Cancun today.
These grazers in the grass
We can’t get enough of these grandmas with their high-tops, cuffed shirts, cardigans, and too-cool-for-school attitudes.
These gender benders
Even in the 1940s, girls—and Redditor dahlek88’s grandpa—just want to have fun.
This dapper driver
Getting a new car is a teenager’s dream. But just imagine how awesome it must’ve been for this dashing young man to get his ride in 1952. According to Redditor denzeljoysonlmao who posted this photo, their grandpa was the first person in his hometown in India to own a car back in the ’50s.
This threatening mother-in-law
“If you hurt her, I’ll kill you” isn’t just an empty threat in some families. Redditor SuchGo posted this photo with the caption: “A picture from my grandparents’ wedding album that I’m obsessed with of my grandpa’s MIL threatening him to be good to my grandma.” In short, these grandparents are cool, but the great grandma is even cooler.
This mover and shaker
Long before there was dabbing and flossing, our grandparents were getting low.
This daring duo
Between grandma’s swimwear and the stunt she’s doing in it, this 1930s picture from Redditor 4Redrocket proves that being in love makes you do reckless things, no matter the decade.
Today, even Taylor Swift would rock one of those high-waisted bikinis. But grandma did it first.
This proud pilot
This grandpa used to double as his family’s very own personal pilot. Redditor mjohnson231 uploaded the above photo and noted that it was taken of her grandfather “after flying my aunt around in his plane.” Talk about a sweet ride!
These lounging ladies
These sunbathing beauties
The 1955 Miss Curvette pageant in Newburgh, New York featured Redditor quantanaut’s grandma. Lookin’ good, ladies!
This motorcycle ‘ma
And finally, check out Redditor TheEricEllis’ absolutely incredible grandma posing with her Triumph motorcycle in the ’50s. You go, grandma! And for more nostalgic photos, check out these 20 Photos Only Kids Who Grew up in the 1980s Will Understand.
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