You Think Modern Dating Is Complicated? Take a Look at Courtship in the 1960s

A young man and woman sit on a picnic blanket by a lake, smiling at each other. Two bicycles are parked nearby on the grass, with trees and calm water in the background.
Lambert/Getty Images

No phones. No apps. No endless scrolling through profiles. Just a nervous knock on the door, a borrowed car, and a curfew your date’s dad made sure you remembered. Dating in the 1960s was half shy, half electric, and it all happened face to face.

These photos capture that mix of innocence and anticipation: the diner dates, the dances, and all the unspoken tension in between. Tell us in the comments if your dating experience in the swinging sixties looked anything like this.

1. You Had To Flirt Face-to-Face

A young woman in a checkered dress and apron stands facing a young man in a suit on a city sidewalk outside a diner, with a menu for ham steak and roast beef sandwich visible in the window.
froggysaysno / Reddit.com

No hiding behind your phone in the 1960s! Does anyone else remember catching themself with the exact body language of this guy? What do you do with your hands?

2. Both Men and Women Embraced All the Frills

A young couple dressed for a formal event stands outside in front of a car. The man wears a white jacket with a black bow tie, and the woman wears a long yellow dress, white gloves, and holds a bouquet of flowers.
Electrical-Aspect-13 / Reddit.com

Today, girls in their sparkly prom dresses and guys in unbuttoned shirts don’t even have to break a sweat on the dance floor, but you might remember the bow ties, shawls, and elbow-length gloves that dominated formal wear in the ’60s.

3. You Had To Go Big or Go Home

A woman and man sit at a table with tropical drinks, talking in a tiki-themed bar. There are tiki statues and plants around them, and couples are dancing in the background. The atmosphere is festive and lively.
AxlCobainVedder / Reddit.com

Be honest: In the ’60s, you were totally judging your date based on how nice the restaurant was and how much effort they put into planning a good night, weren’t you?

4. Date Nights Included Quirky Spots 

A man in a suit and a woman in a dress sit at a table covered with a checkered cloth, using barrels as seats. Behind them, a skeleton pirate decoration with a sword hangs on the wall.
AxlCobainVedder / Reddit.com

Take us back to the days when there was zero shame in experimenting with a place committed to a theme. Today’s daters would find that “cringe.” 

5. Dressing to the Nines Was the Norm 

A man in a dark suit and boater hat stands beside a woman in a pink skirt suit and heels, posing in front of a classic black car on a residential street with houses and trees in the background.
itsbeckybetch / Reddit.com

Forget jeans and flip flops. Wearing something formal and uncomfortable was the name of the game.

6. Double Dates Could Cause Tension

Four people sit at a table in a lively, vintage setting; two women in bright dresses and two men in suits and a polo. Two more men stand behind them near a wall with framed art and a gold horse statue.
AxlCobainVedder / Reddit.com

Raise your hand if you think the girl in the yellow dress was irritated with her date. To be a fly on the wall when this photo was taken …

7. Emotions Were Worn on Sleeves

Two young people sit on a couch in front of floral wallpaper. Above them hangs a framed painting of a snowy cabin scene. The young man wears a brown vest and the young woman wears glasses and a white top.
VintageGoodbye / Reddit.com

Everyone plays it so cool now (maybe because people hide behind the aura they build up on their social media profiles), but in the ’60s? Emotions were laid bare because you actually had to be a real, present person.

8. Every Date Was Commemorated With a Photo

A smiling couple poses indoors; the woman wears a white coat with a fur collar and black gloves, and the man stands behind her in a dark suit. They are in a room with a lamp, a couch, and a door in the background.
writecalliope / Reddit.com

Being on time for a dinner reservation was not as important as having a photo to document the occasion. 

9. It Was Important To Leave a Good Impression

A vintage, sepia-toned photo of a smiling couple sitting at a table with drinks, dressed in formal attire. The man has his arm around the woman. The image is worn and creased, suggesting it is old and cherished.
Lexiiboo97 / Reddit.com

Champagne or wine for the table, wearing the nicest thing in our closet, making good conversation … dating in the ’60s was all about putting your best foot forward.

10. Road Tripping for a Date? Sure, Why Not 

A black-and-white photo of a young woman and man standing in front of a car. The woman wears a sleeveless dress and sunglasses; the man wears a striped shirt and patterned shorts. Both are smiling and holding hands.
vamp_96 / Reddit.com

Who else loved a good travel date in the ’60s?

11. The Small Moments Mattered

A black-and-white photo booth portrait of a smiling woman in front, with short dark hair and a sleeveless top, while a man with dark hair leans in closely from behind her, also smiling.
twotwirlygirlys / Reddit.com

If a photo booth was available on a date in the ’60s, there was a 100% chance couples were getting in and saying, “Cheese.” These days, selfies with Snapchat filters are so distracting that daters don’t even notice photo booths.

12. Couples Went to Every School Dance 

A young couple poses at a prom or dance in front of a pink, heart-decorated backdrop. The girl wears a short green dress and corsage; the boy wears a dark suit and boutonniere. Both are smiling and standing close together.
dittidot / Reddit.com

It wasn’t just about prom or homecoming in the ’60s. If there was a dance, there was a date night.

13. But First, a Car Photo-Op

A young woman in a plaid shirt and shorts sits on the front fender of a vintage green and white car at night. The car is a Pontiac Star Chief, and the scene appears casual and relaxed.
burdmann99 / Reddit.com

Did you even go on a date in the 1960s if you didn’t sit on the hood of the car first and pose for a picture?

14. Costume Parties Were a Perfect Date Night Idea

A group of people in a room
burdmann99 / Reddit.com

Everyone loved costume parties in the 1960s, and they were the perfect opportunity for a date night.

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A man in a suit and a woman in a dress and veil smile at each other in front of a decorated cake, possibly at a wedding celebration, in a room with curtains and an air conditioner in the background.
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Author
Rachel Schneider

Rachel is a Michigan-based writer with a bachelor’s degree in Professional Writing and English. Throughout her career, she has dabbled in a variety of subject matter from finance and higher education to lifestyle pieces and food writing. She also enjoys writing stories based on social media trends. Find her on Instagram @rachel.schneider922