Riding Through Time: Vintage Motorcycle Photos of People Posing with Pride, 1920s-1950s
Motorcycles have a fascinating origin story rooted in the technological advancements of the 19th century.

Their lineage can be traced back to the “safety bicycle,” which featured equally sized front and rear wheels and a pedal-crank mechanism to propel the rear wheel.

Rather than stemming from a singular invention, the motorcycle’s development was shaped by the parallel efforts of engineers and inventors across Europe during the same period, reflecting a shared vision of mechanized transportation.

The first petroleum-fueled motorcycle, known as the Daimler Reitwagen, was created in 1885 by German inventors Gottlieb Daimler and Wilhelm Maybach in Bad Cannstatt, Germany.

Vintage Photos of People Posing with Motorcycles

Man a circa 1908 3 1/2 horsepower Bradbury motorcycle, somewhere in Victoria, Australia, circa 1908.

Motorcycles gained significant prominence during the First World War, when their production surged to support military operations.

Dispatch riders on motorcycles replaced horse-mounted messengers, enabling faster communication, reconnaissance, and law enforcement among the troops.

Harley-Davidson, an iconic American company, allocated more than half of its production to military contracts by the end of the war.

Similarly, the British manufacturer Triumph supplied over 30,000 of its Triumph Type H motorcycles to Allied forces, solidifying the motorcycle’s role as a vital wartime asset.

Vintage Photos of People Posing with Motorcycles

Indian motorcycle, somewhere in Scotland, circa 1915.

By the late 1920s and early 1930s, Germany’s DKW emerged as the world’s leading motorcycle manufacturer.

This series of striking vintage photographs, found and curated by Steve Given, captures individuals proudly posing with their motorcycles between the early 1900s and the 1950s.

Vintage Photos of People Posing with Motorcycles

Royal Enfield motorcycle, somewhere in Scotland, circa 1915.

In the 1950s, streamlining became increasingly important in the evolution of racing motorcycles, with the introduction of the “dustbin fairing” offering the potential for revolutionary changes in design.

NSU and Moto Guzzi were at the forefront of this innovation, creating designs that were far ahead of their time.

NSU, in particular, developed the most advanced concepts of the era. However, the deaths of four NSU riders during the 1954–1956 seasons led the company to cease further development and withdraw from Grand Prix motorcycle racing.

Vintage Photos of People Posing with Motorcycles

Triumph Model H registered in Hertfordshire, circa 1916.

Vintage Photos of People Posing with Motorcycles

Damsel on a Douglas motorcycle, somewhere in England, circa 1920s.

Vintage Photos of People Posing with Motorcycles

Harley-Davidson motorcycle and sidecar, circa 1920s.

Vintage Photos of People Posing with Motorcycles

Man on a Harley-Davidson motorcycle, circa 1920s.

Vintage Photos of People Posing with Motorcycles

Man with his Harley-Davidson, circa 1920s.

Vintage Photos of People Posing with Motorcycles

Reading Standard 1200cc V-twin 18hp 1921 model. The registration number is from Paris, France, circa 1921.

Vintage Photos of People Posing with Motorcycles

BSA motorcycle, somewhere in Scotland, 1922.

Vintage Photos of People Posing with Motorcycles

A young lad tries a BSA motorcycle for size in Melbourne, Victoria, 1927.

Vintage Photos of People Posing with Motorcycles

AJS motorcycle at Wroxham, Norfolk Broads, England, 1929.

Vintage Photos of People Posing with Motorcycles

BMW R2 single cylinder motorcycle, somewhere in Germany, circa 1930s.

Vintage Photos of People Posing with Motorcycles

Puch motorcycle and rider, somewhere in Austria, circa 1930s.

Vintage Photos of People Posing with Motorcycles

Sunbeam 9/90 500cc OHV registered in Cheshire, UK, circa 1930-31.

Vintage Photos of People Posing with Motorcycles

Zündapp motorcycle, somewhere in Germany during the 1930s.

Vintage Photos of People Posing with Motorcycles

Harley-Davidson, circa 1936.

Vintage Photos of People Posing with Motorcycles

A Harley-Davidson and rider, somewhere in Wisconsin, circa 1940s.

Vintage Photos of People Posing with Motorcycles

Couple on a Harley-Davidson motorcycle, circa 1940s.

Vintage Photos of People Posing with Motorcycles

Couple on a Triumph motorcycle, circa 1940s.

Vintage Photos of People Posing with Motorcycles

German soldiers on a Zündapp motorcycle during WWII.

Vintage Photos of People Posing with Motorcycles

Ladies on Meister motorcycles, circa 1940s.

Vintage Photos of People Posing with Motorcycles

BSA motorcycle in England, 1947.

Vintage Photos of People Posing with Motorcycles

Puch motorcycle and rider, somewhere in Austria, 1951.

Vintage Photos of People Posing with Motorcycles

Brough motorcycle and sidecar, on the Isle of Man, 1955.

Vintage Photos of People Posing with Motorcycles

A team of motorcycles and riders, including a Triumph, Indian and Harley-Davidson, somewhere in Wisconsin, circa 1950s.

Vintage Photos of People Posing with Motorcycles

Father holding his child on a Pannonia motorcycle and sidecar, somewhere in Hungary, circa 1950s.

(Photo credit: Steve Given via Flickr).