Christopher Hutton, a British MI9 spy, hid real escape kits inside Monopoly sets sent to Allied POW camps in WWII. He chose Waddingtons - the only UK firm that made Monopoly AND printed on silk - to hide silk maps, a compass, a file, and real foreign cash inside each box. A red dot on Free Parking told captured RAF pilots which sets held the tools.

The Monopoly Sets That Hid WWII Escape Kits

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It looks like an ordinary board game. But for Allied prisoners of war in Nazi Germany, a specific Monopoly set could mean the difference between captivity and freedom - if you knew where to look.

The Man Behind the Plan

Christopher Clayton Hutton - nicknamed "Clutty" - was an MI9 intelligence officer whose pre-war career had taken him from the Royal Flying Corps to journalism to Hollywood publicity. His fascination with Harry Houdini, whom he had once challenged to an escape stunt, made him the ideal candidate to design tools that could get men out of places they were never meant to leave. By 1941, MI9 tasked Hutton with finding a way to smuggle escape aids into German POW camps without triggering Red Cross inspections.

Why Monopoly - and Why Waddingtons

Hutton needed a delivery vessel that guards would never question. The Geneva Convention allowed charitable organisations to send games and recreational items to prisoners - and what could be more innocent than Monopoly? He turned to John Waddington Ltd., the Leeds-based company that held the exclusive British licence to manufacture the game. Waddingtons had one additional quality that made them the only realistic partner: they were the only firm in Britain that had mastered the technique of printing on silk. That dual capability - Monopoly maker and silk printer - was the key to the entire scheme. Norman Watson, the company president, set aside a dedicated room in the factory where a small, sworn-in team worked in secrecy.

What Was Hidden Inside

Inside the hollowed-out boards and concealed beneath the stacks of printed Monopoly money, Hutton's team packed a remarkable collection of real escape tools:

  • Silk maps of escape routes across occupied Europe - printed on silk because the material folds into a tiny bundle, makes no sound when opened, and does not tear when wet
  • A miniature compass, often disguised as a playing token
  • A metal file
  • Real European currency - French francs, German marks, and Italian lire tucked beneath the fake Monopoly banknotes

The Red Dot on Free Parking

The scheme would be useless if prisoners could not tell a real kit from an ordinary set. Hutton solved this elegantly: a small red dot was printed on the Free Parking space of every doctored board. Before departing on missions, Royal Air Force and Fleet Air Arm crews received classified briefings instructing them that if captured, they should look for a Monopoly set with that red dot in any care package that arrived. The sets were shipped through fictional charitable organisations - including the Licensed Victuallers' Prisoners Relief Fund, whose letterhead featured a verse from Matthew 7: "Ask and it shall be given you; seek and ye shall find; knock and it shall be opened unto you."

After the War

The scheme ran for several years before the war ended. When it was over, nearly all records of the operation were deliberately destroyed to protect those who had been involved and to deny the enemy any intelligence about methods. The exact number of prisoners who successfully escaped using tools from these sets was never recorded. The story was not publicly acknowledged until 1985, when a declassified Associated Press report finally confirmed what Waddingtons and MI9 had quietly done. Today, examples of the silk escape maps are held in collections including the Imperial War Museum in London.

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Frequently Asked Questions

Why were Monopoly sets chosen to smuggle escape kits to POWs?
The Geneva Convention allowed charitable organisations to send games and recreational items to prisoners of war, so Monopoly sets would pass guards without suspicion. The game also had enough physical space inside the board and box to conceal small tools and maps.
Why were the escape maps printed on silk?
Silk was chosen for practical reasons: it folds into a very small bundle, makes no sound when unfolded (unlike paper, which rustles), and does not tear or deteriorate when wet. These properties made it ideal for maps a prisoner might hide on his body for weeks.
What was actually hidden inside the special Monopoly sets?
Each doctored set contained silk escape maps of escape routes across occupied Europe, a miniature compass (often disguised as a playing piece), a metal file, and real European currency - French, German, and Italian banknotes hidden beneath the printed Monopoly money.
How did captured Allied soldiers know which Monopoly sets contained escape tools?
Before leaving on missions, Royal Air Force and Fleet Air Arm crews were secretly briefed to look for a small red dot printed on the Free Parking space of any Monopoly set that arrived in a care package. That dot was the signal.
Who organised the Monopoly escape kit scheme?
Christopher Clayton Hutton, an MI9 intelligence officer nicknamed Clutty, devised the scheme around 1941. He worked with John Waddington Ltd., the Leeds company that held the British Monopoly licence and had the expertise to print maps on silk. Norman Watson, the company president, personally supervised the secret operation.

Verified Fact

Verified Jun 17, 2026 · 7 sources checked

Source: War History Online
Show verification details

Claims checked

  • Christopher Hutton/MI9
  • Waddingtons sole UK Monopoly licensee AND silk printer
  • Silk maps, compass, file, real currency inside sets
  • Red dot on Free Parking as signal
  • Distribution via fake charities
  • Matthew 7 scripture on letterhead
  • Records deliberately destroyed
  • Story publicly acknowledged 1985
  • Currency (French, German, Italian)

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