noun (plural highwaymen)• historical
- A man, typically on horseback, who held up travelers at gunpoint in order to rob them.More example sentences
- Eighteenth century playwrights and novelists often made their hero a criminal, a highwayman or confidence trickster.
- At first glance, the highwaymen and payroll robbers of early twentieth-century Chicago seem cool, deliberate, and calculated.
- The two had met on the road a few months before, and shared some adventures involving various bands of brigands and highwaymen.