Today’s vintage photos post is a collection of fun images from the 1920s to the 1960s of Men and Women out and about in their shorts.

Let’s take a look at the vintage fashions!

1950s vintage photo of a model getting her shorts fixed for a photo shoot about SHORT SHORTS. A woman with a 1950s hairstyle is helping her.

Source: LIFE Magazine


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The Long History of Wearing Shorts: The 200-year Evolution of Knickerbockers, Daisy Dukes and WWD’s ‘HotPants’ by Women’s Wear Daily (WWD)- This is an easy read article, so this is why I decided to just share it instead of reposting it.

SCANDAL! Adoption of these styles caused controversy in some parts of the U.S. In 1937, shorts became illegal in Yonkers, New York, and the town of Honesdale, Pennsylvania, banned shorts in 1938. “Honesdale is a modest town, not a bathing beach,” said a city official in Missouri’s Moberly Monitor-Index.

1950s photo from 1954 of a woman wearing a Classic campus outfit of men's clothes including pink shirt, bermuda shorts, and striped elastic belt, all from Brooks Brothers.

1954 photo: Classic campus outfit of men’s clothes including pink shirt, Bermuda shorts, and striped elastic belt, all from Brooks Brothers (source).

1920s-1960s Vintage Photos of Men & Women In Shorts

1950s Photo of 4 young women in shorts sitting on a wall together. Cute Plaid shirts.

1950s vintage photo of 4 young women in shorts sitting on a wall in 1950s summer fashions

Source: Etsy-girlcatdesign

Shorts for sports-Canada’s first Female Olympic Medalists at the 1928 Amsterdam Olympics. The first time women were allowed to be in Track and Field.

Further Reading: 1928-Canada’s First Female Olympic Medalists

1928 womens olympic team the matchless 6 vintage image

1950s photo of 2 young women in shorts and cute blouses with scarfs tied at the neckline, out sightseeing (our lady on the left is holding a camera). What cute summer style!

Further Reading: 1950s Summer Fashions as seen in a 1955 Spring / Summer Sears Catalog

1950s vintage photo of 2 young women in shorts and blouses with scarf around their neck sightseeing as one girl is holding a camera. Cute 1950s Summer Fashion Inspiration!

Source: Etsy-JakeRoebucks

Shorts to the right and cute 1940s swimsuits to the left! LOVE this 1942 photo of a group of stylish women on the beach posing together to capture a fun moment in time. Also…I am a big fan of the 1940s hairstyles too.

Further Reading: Vintage photos of vintage Black style

1940s vintage photo of a group of Black Women in 1940s swimsuits and 1940s shorts and blouse on the beach with 1940s hairstyles

A couple posing outside of the Tahiti Lounge (great sign on the building). Both are sporting shorts of various lengths.

Note: I think the photo is 1960s even though listing says 1970s (but I could be wrong). Whatever the age, it’s a fun photo.

1960s vintage photo of a couple in shorts posing in front of a bar / restaurant called 'The Tahiti Lounge' and it has great Mid-Century Typography on the sign.

Source: Etsy-AlaskaVintage

This 1950s photo from LIFE is from the same series from the first image in this post. The images are called simple, “SHORT SHORTS” which seems pretty obvious about what the post is about.

I like to think the women are yelling “SHORTS!”.

1950s vintage photo of women in shorts for a article in LIFE magazine about short shorts. Fun 1950s fashions for summer.

Source: LIFE Magazine

Fantastic late 1930s / Early 1940s photo of 3 friends posing together in their Summer fashion sets (shorts & tops) with wonderful curled hairstyles. Love the ‘lederhosen style romper in the centre.

I also wonder if the cute striped outfit on the left was once beach pajamas worn by her mother? The look is very reminiscent of that style. Thoughts?

Fantastic late 1930s / Early 1940s photo of 3 friends posing together in their Summer fashion sets (shorts & tops) with wonderful curled vintage hairstyles.

Source: Etsy-DearMacyVintage

Vogue, 1927. Model, Portia Grafton, standing beside the gunwale of a boat in Great Neck, Long Island, wearing a black crepe beach coat with white terry lining and matching black shorts by Jean Patou, with a white sleeveless top by Kurzman, and a fitted white cap.

1920s Vintage Photo / 1920s Fashion: Vogue, 1927. Model, Portia Grafton, standing beside the gunwale of a boat in Great Neck, Long Island, wearing a black crepe beach coat with white terry lining and matching black shorts by Jean Patou, with a white sleeveless top by Kurzman, and a fitted white cap.

Photo by Edward Steichen/Condé Nast via Getty Images)

1950s Men’s & Boys Bermuda Walking Shorts and Shirt: Perfect sports duet for his leisure hours of home or in the sun.

Note: This image is for a sewing pattern from Simplicity that can be purchased HERE.

1950s Men's & Boys Bermuda Walking Shorts and Shirt: Perfect sports duet for his leisure hours of home or in the sun.

Source: Etsy-mbchills

1950s vintage photo of a young woman in short shorts with a belt sitting on her front porch.

Vintage Fashion Note: According to the ‘Vintage Dancer‘: “As the decade progressed, short shorts grew shorter and tighter with a very flat front and made of stretchy materials. Many were worn shorties with matching belts, too”.

“Pinup shorts, were the shortest and tights of the shorties. They lacked pockets, were often made of a stretchy knit materials and came in some wild prints or a solid black, white or red.”

1950s vintage photo of a young woman in short shorts sitting on the front porch looking at the camera

Source: Etsy-DearMacyVintage

1937 Summer fashion inspiration-Romper / Playsuit.

Fashion Fact: Some American cities and states chose to ban them due to modesty laws. In 1937, shorts were made illegal in Yonkers, New York, and the town of Honesdale, Pennsylvania, banned shorts in 1938 with a city official stating that “Honesdale is a modest town, not a bathing beach.” (Source).

1930s Vintage Photo from 1937 of a young woman wearing a Romper / Playsuit / Shorts in the summer time. Fun 1930s Summer Fashion Inspiration.

Source: eBay

1950s vintage photo of men and women in 1950s fashions all wearing shorts including the men pairing them with their suit jackets. The back of the photo simply says “Shorts”. Ha!

1950s vintage photo of men and women in 1950s fashions all wearing shorts including the men who are also wearing suit jackets with their shorts.

Source: eBay

Men wore short shorts! ha! 1950s photo (I think? Maybe late 1940s) of a man and woman posing by their car during the Summer time. Cute headband on our young woman.

Note: I am aware that this could be a swimsuit, but I don’t see any hint of water around. Maybe this man was bold enough to walk around in short shorts? We will never know!

1940s maybe 1950s vintage photo of a man and woman in shorts posing by their car during the summer time.

Source: Etsy-DearMacyVintage

1940s image of a couple posing together outside.

1940s vintage photo of a couple posing outside together. The woman is wearing shorts and 3 quarter sleeve top. The man appears to be in a working uniform for maybe a mechanic.

Source: eBay

1950s vintage photo of friends posing for a photo in front of a house. Our ladies are wearing shorts and everyone looks so casual cool!

1950s vintage photo of a 2 couples or friends posing in front of a house. The women are wearing shorts and casual tops. Fun 1950s fashion inspiration.

Source: eBay

Hope your hungry! 1960s photo of two ladies very focused on cooking the meat on their little grill.

Further Reading: Barbecuing in the 1950s

1960s photo of two ladies very focused on cooking the meat on their little grill in their backyard while wearing summer fashions like shorts.

Source: Etsy-LightSilverAndPaper

Not sure of the timeline on this photo (I’m thinking 1950s) of a man, his shorts and a street.

Mid century photo 1950s 1960s of man in shorts standing on the street

Source: eBay

Paris in the 1930s. LOVE the 1930s fashions on this couple, especially our lovely woman to the left. Cute hat.

1930s vintage photo of a woman and man in 1930s fashions in Paris. The woman is wearing shorts, knit top and a hat and sandals. Our man is wearing pants and a golf shirt.

Source: Pinterest

1950s (maybe 1960s) vintage photo of a lady Bermuda shorts (my fav) posing with her car out in the mountainside.

1950s (maybe 1960s) vintage photo of a lady Bermuda shorts (my fav) posing with her car out in the mountainside.

Source: Etsy-Delphiniumsblue

Question time! Do you like wearing shorts? Or they are pass for you? Share any thoughts on this topic in the comment section below.

Further Reading (Archived Blog Posts):

Thanks for dropping by!

Liz

2 Comments on Short Shorts! Vintage Photos of Folks in Shorts

  1. Some of these looks great – the Brooks Brothers outfit, the Parisian couple – while others are, let’s say, less than good. The marching Bermuda shorts quintet is an example. The men’s oversized early ’50s jackets look ridiculous with shorts – the proportions are all wrong.

    By the way, I suspect the man in short-shorts is wearing a bathing suit. At least where I’m from, most men did not wear shorts in the ’50s. However, the ensemble of Bermuda shorts and sleeveless shirts were almost de rigueur among my various aunts.

    Another fine article!

    • Sorry about the swimsuit photo, I’m going to leave it though because its fun. And we don’t know if this man was bold enough to wear it like this around town!

      Liz

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