The original highway men

Highwaymen were mounted robbers who preyed on travelers, especially during the 17th and 18th centuries in England. They became infamous for ambushing stagecoaches and demanding, “Stand and deliver!” or “Your money or your life!” With no formal police force and vast stretches of forested roads, they thrived in the shadows of a growing trade economy.

While many were brutal criminals, folklore often romanticized them as dashing outlaws—rebels in fine coats and tricorn hats, living by their own code. Some, like Dick Turpin, became legends, though the real Turpin was more thug than gentleman. Others, like Captain James Hind, were seen as folk heroes who robbed the rich and spared the poor.

Interestingly, not all highwaymen were men. Figures like Catherine Ferrers—sometimes called the “Wicked Lady”—blurred the lines between myth and reality, donning disguises to ride under moonlight.

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