as in brigand
a man especially in the past who stopped travelers on roads and robbed them
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Recent Examples of highwayman
Shortly before midnight on May 23, 1798, highwaymen just north of Dublin intercepted and set on fire a mail coach headed to Belfast.
—
Joseph Patrick Kelly, The Conversation, 20 May 2025
The sybaritic highwayman Macheath maneuvers between a cutthroat capitalist milieu (Mr. and Mrs. Peachum) and a corrupt police force (led by Tiger Brown) while seducing daughters from both worlds (Polly Peachum and Lucy Brown).
—Alex Ross, New Yorker, 14 Apr. 2025
In the irreverent retelling of the 18th-century highwayman’s life, Turpin is the most famous but least likely of robbers, whose success is defined mostly by his charm, showmanship, and great hair.
—Jake Kanter, Deadline, 16 Jan. 2025
Written by Fielding, Richard Naylor and Jon Brittain, the series followed the contemptuous life of the 18th-century highwayman, known in York, England, as a thief, poacher and killer but whose exploits have been widely romanticized in modern culture.
—Lily Ford, The Hollywood Reporter, 16 Jan. 2025
Dick Turpin was an English robber and highwayman whose criminal activities gained him notoriety in the early eighteenth century.
—Ben Morse, CNN, 14 Jan. 2025
The group gets further assistance from a charming aristocratic dandy/secret highwayman named Charles Devereaux (Frank Dillane).
—Ars Technica, 24 Dec. 2024
He is captured by Bedouin highwaymen, who plan to rob him.
—Steve Hindy, Foreign Affairs, 27 Aug. 2015
Joseph Patrick Kelly, The Conversation, 20 May 2025
The sybaritic highwayman Macheath maneuvers between a cutthroat capitalist milieu (Mr. and Mrs. Peachum) and a corrupt police force (led by Tiger Brown) while seducing daughters from both worlds (Polly Peachum and Lucy Brown).
—Alex Ross, New Yorker, 14 Apr. 2025
In the irreverent retelling of the 18th-century highwayman’s life, Turpin is the most famous but least likely of robbers, whose success is defined mostly by his charm, showmanship, and great hair.
—Jake Kanter, Deadline, 16 Jan. 2025
Written by Fielding, Richard Naylor and Jon Brittain, the series followed the contemptuous life of the 18th-century highwayman, known in York, England, as a thief, poacher and killer but whose exploits have been widely romanticized in modern culture.
—Lily Ford, The Hollywood Reporter, 16 Jan. 2025
Dick Turpin was an English robber and highwayman whose criminal activities gained him notoriety in the early eighteenth century.
—Ben Morse, CNN, 14 Jan. 2025
The group gets further assistance from a charming aristocratic dandy/secret highwayman named Charles Devereaux (Frank Dillane).
—Ars Technica, 24 Dec. 2024
He is captured by Bedouin highwaymen, who plan to rob him.
—Steve Hindy, Foreign Affairs, 27 Aug. 2015
Recent Examples of Synonyms for highwayman
Noun
-
Captured by brigands, the immigrants are herded into a remote Libyan prison camp where they are tormented and tortured.—
Peter Rainer,
The Christian Science Monitor,
22 Feb. 2024
-
Saúl is a brigand while Isabella is a noblewoman, and the tale tells of the couple’s struggle as their families oppose their union.—
Rebecca Ann Hughes,
Forbes,
10 Aug. 2022
Noun
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Joe Pesci and Daniel Stern were cast as the bumbling but dogged bandits, Harry and Marv, and Catherine O’Hara brought humor and compassion to the part of Kevin’s mother.—
Tim Greiving,
Vulture,
3 Sep. 2025
-
Are there ways that notorious bandits have successfully robbed banks?—
Lance Eliot,
Forbes.com,
29 Aug. 2025
Noun
-
Both government departments and local market regulators have intensified their efforts to target pirate Labubu businesses, according to the official newspaper of China National Intellectual Property Administration in early July.—
Haicen Yang,
CNN Money,
5 Sep. 2025
-
For decades, the characters in science-fiction movies and TV shows who traveled on spaceships tended to be scientists, explorers, diplomats, soldiers, and pirates.—
Noel Murray,
Vulture,
3 Sep. 2025
Noun
-
With the help of an unpredictable assassin named Louie (Butler, who also plays the Pope), the pair embark on a dark and murderous journey to steal and authenticate the priceless work.—
Nada Aboul Kheir,
Deadline,
3 Sep. 2025
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The two Kill Bill films, while still about crime and criminals and ninja assassins, set themselves apart from his earlier works.—
Erik Kain,
Forbes.com,
1 Sep. 2025
Noun
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Lawmakers in many states have changed the rules in recent decades to protect winners from being targeted by criminals and unscrupulous people asking for money.—
Safiyah Riddle,
Chicago Tribune,
6 Sep. 2025
-
Her Eco-Age consultancy, targeted by criminals and forced to close in 2024 after 17 years in business, had advised clients on industry developments, changes to government policies and practical guidance on how to avoid greenwashing.—
Luisa Zargani,
Footwear News,
6 Sep. 2025
Noun
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Premiering this week at the Toronto International Film Festival, Carolina Caroline is an outlaw road movie that chronicles the crime spree and romance of a young West Texas woman named Caroline (Samara Weaving) and an effortlessly cool conman known as Oliver (Kyle Gallner).—
Brian Davids,
HollywoodReporter,
4 Sep. 2025
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Oscar Isaac, with louche long hair and a snaky hostility, plays Nick Toches (or, rather, the fictional version of him from the novel), a journalist who’s a hipster-outlaw legend.—
Owen Gleiberman,
Variety,
3 Sep. 2025
Noun
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And sometimes the best care is not bringing in a bunch of — as Kareem Abdul-Jabbar put it — a throbbing scum of fame-hungry desperados.—
Andy Greene,
Rolling Stone,
31 July 2025
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The latter implies that occasionally a few or many desperados enter the Treasury markets, selling everything in sight with an eye on bringing discipline or whatever to Washington.—
John Tamny,
Forbes.com,
25 May 2025
Noun
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Biden’s autopen signature was used to issue major clemency orders in the final two months of his term that affected more than 4,000 individuals, including drug offenders and those placed on home confinement during the COVID-19 pandemic.—
Lauren Green,
The Washington Examiner,
9 Sep. 2025
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Produced by Universal Television, a division of Universal Studio Group, in association with Wolf Entertainment, Law & Order examines the criminal justice system and tells the stories of the police who investigate crime and the district attorneys who prosecute the offenders.—
Nellie Andreeva,
Deadline,
9 Sep. 2025
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 12 Sep. 2025.
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