When one first starts to become interested in the genre of vintage clothing, it is usually the evening wear that draws us in. The beautiful fabrics, embellishments, and styles, all evoking the glamorous atmosphere of bygone times. Yet, equally important is the casual wear. What did men’s vintage casual wear look like? What style of clothing was worn on a day-to-day basis? How do you go about dressing in casual or sporty vintage fashion?
Today when we think of casual wear, we may think of T-shirts, jeans, hoodie sweatshirts, exercise pants, and sneakers. However, at the beginning of the 20th century, this was not the case. Casual wear as we now know it, developed from clothing designed for sporting activities – golfing, sailing, horse riding, to name but a few. Before these new clothes for leisure hobbies became common men dressed in 3 piece suits. With lighter fabrics, bigger prints, mismatched colors, and a looser fit men’s suits became “casual.”
As we look back to the casual styles of the 1920s and 1930s, to us they may still seem really rather formal, especially when viewed through our modern 21st century eyes.
1920s Men’s Clothing
Popular men’s casual attire during the 1920s included plus fours – a baggy type of trouser that ended 4 inches below the knee (hence the term ‘plus four’). These were also available as plus twos, or plus sixes – the higher the number, the more the fabric would bag out over the hem.
These were worn when shooting or golfing, and crossed the divide from leisurewear to casual wear thanks in part to The Prince of Wales. He often wore plus fours whilst golfing, and was even known to wear extravagant plus twenties –‘HRH was dressed in plus twenties with vivid azure socks’ – p99, In Their Fashion, The Windsor Style, Suzy Menkes.
The Duke’s impeccable style created a stir in the fashion world, catching the attention of Chanel – who then based some of her costumes for the ballet Le Train Bleu (which I have also mentioned previously in my Vintage Inspired Swimwear article) on his excellent fashion taste.
Plus fours are relatively difficult to get hold of in today’s times; the best place to look for an authentic style is traditional gentlemen’s outfitters or golf apparel– that may still be manufacturing them for the original purposes of sporting wear. Otherwise, smart tailored shorts paired with patterned knee high socks would be a worthy substitute for the late 30s to 1960s decades. Alternatively, if you know someone handy with a sewing machine, browse our men’s vintage pattern shopping pages for a number of plus four sewing patterns.
Pair plus fours or baggy wide legged trousers with a sports polo shirt, patterned socks and a sportcoat Add a straw boater or linen flat cap in the summer time, or in the cooler months add a layer of color with an argyle patterned or white pullover or cardigan sweater for a perfect 1920s casual style.
1930s Men’s Clothing
The 1930s really did not differ all that greatly from the styles of the 1920s, if at all. As discussed in many a fashion history books, men’s fashion, in general, was slow-moving.
Striped or patterned blazers were popular during this time, especially during the warmer summer months. The striped blazer originated again from sportswear, for cricket, sailing or boating. Often the color or positioning of the stripes on the blazer signified an allegiance to a particular sporting team. This was particularly evident in the early years of the 1900s, before they were adopted as purely casual clothing. The actual cut of the blazer itself originated from a naval uniform. We would again see uniforms infiltrating daily fashion choices after WW2, with the rise of the Bomber Jacket.
<– A solid, striped or plaid blazer was often teamed with white ‘flannels’ – a casual trouser. Pair a patterned blazer with pale trousers and two-tone brogues for a perfect casual 1930s style. Add a straw boater or straw panama hat for a great finishing touch in the summer months.
–> An open collar sports shirt is hard to find. If you can get it pair it with 1930s pants, canvas shoes, and a cloth bucket hat for a very casual ’30s look.
The look below is the late 1930s to 1940s very casual striped T-shirt, wide leg pants, belt, cap and canvas boat shoes. Striped shirts gave a nod to nautical or sailor clothing popular in the summer time. The very casual sport cap was an acceptable alternative to straw hats. Ours here is a tan cotton cap but a white or ivory linen would be cool as well.
1940s Men’s Clothing
In the 1940s, casual wear started to become slightly more relaxed, and as a consequence, comfortable. As part of the Make Do and Mend campaign, many garments were knitted during this decade, menswear included. Popular casual wear for men included sleeveless pullovers – sometimes plain, usually with Fair Isle patterns in a mixture of shades. Men also wore V neck sweaters over their shirts – the shirt retaining that element of formality, so the outfit did not appear too casual as to be deemed improper for those times.
Trousers became narrower during this decade, and due to austerity restrictions, certain design elements were prohibited. From 1942 in Britain, no turn-ups were allowed on trousers, and the fly fastener must be a button, rather than zip fly. Gone were the wide bags of the late 1920s and 1930s, replaced by high waisted, modestly straight legged trousers instead.
Another similar look involves wearing a button down vest in a contrasting color and a patterned sports coat. This mix and match of shirt, vest, pant, and sportcoat were very common in the 1930s and 1940s.
Leading up the even more casual 1950s men removed the vest and simply wore a button down sports shirt. The difference between a dress shirt and sports shirt is in the collar. It was worn un button with a wide Byron collar resting over the collar bones. They were not worn with ties. They came in an assortment of rich colors: blue, green, maroon, yellow and some patterns like plaid or windowpane. A modern version is a camp shirt (usually short sleeve) worn tucked in. The rest of the look is the same
Casual pants were worn with a plain shirt often had a pattern such a check, herringbone, or subtle plaid. Colors of casual pants were bolder than suit trousers. Blue, light blue, green, light gray, tan, ivory, and rich brown. The rest of the look is the same wide leg pants, two tone shoes, fedora hat, and belt. Simple, yet classically vintage.
One popular Halloween or vintage movie outfit is the Film Noir private eye/ detective or the criminal gangster. Wearing all black or grey clothing with a fedora hat and trench coat, the look is unmistakable. Learn more here.
1950s Men’s Clothing
The 1950s witnessed a massive change to the casual wear market – and it was mostly down to the recognition of the teenager as a consumer. Teens felt that they didn’t want to dress like their parents, they wanted something different, something new. Previously, young adults were always dressed that way – precisely like miniature adults. There was very little deviation between childhood and adulthood, no ‘inbetween’ stage. But, with the 1950s came the birth of youth culture, and with it, a whole new genre of society.
Interestingly, we still see some parallels between the casual wear of the 1950s, and the casual wear of the 1920s. Yes, the garments themselves may be worlds apart, but the initial uses of the garments remain the same – sportswear. The bowling shirt of the 1950s derives from the activity of bowling, the baseball jacket from the fields of baseball etc.
It was during the 1950s that the t-shirt and jeans combination became increasingly popular – perhaps the closest our modern eyes can relate to casual wear style of today’s times. Popularized by James Dean and Marlon Brando, now the jeans and t-shirt became acceptable day wear.
As a variety of styles were available to choose from during the 1950s, the scope of choice for casual wear is vast. Choose a simple t-shirt and jeans – styled to look of the era with a leather biker jacket and turn-ups on the jeans. Or, pair a bowling shirt with peg top trousers for a more preppy style. To add a splash of color, wear a Hawaiian shirt with casual 1950s trousers or shorts – if the weather is particularly sunny!
1960s Men’s Clothing
The 1950s saw the division of styles and cultures almost like no other decade, by the following decade we had Mods, Rockers, Teddy Boys, Beatniks and Hipsters – all these groups defined in part by musical interests or tastes in art.
By the 1960s trousers started to become more closely fitting, tapering slightly at the hem. Pants were still worn on the waist, but as the decade progressed, they began to lower towards the hips. As the choice is so vast by this decade, perhaps chose a style that you can see yourself wearing with ease, then add some finishing touches to evoke the era. For a teddy boy style, maybe opt for pastel shades, neatly fitting shapes worn with smart shoes. For beatnik, team a polo neck sweater with black tailored pants.
The 1960s was all about fit – tailoring at this time was immensely popular, with a revival in the Edwardian gentleman style.
Whilst some of the styles highlighted throughout this article may not fit in with our modern day definition of casual, they were indeed the casual wear items of their time. Whether you favor the striped blazers of the 1930s, or the Fair Isle pullovers of the 1940s, there is sure to be a decade to match your style choices.