Gosh, Im picturing one of those little food hatches that they have in US prisons and if this was about the same dimentions, then he must be a contortionist. Or close to it. Ive seen people pull off handcuffs by just pulling and pulling until they slip off. Its pretty horrible though and the blood starts to "lube" it up in a sense until one slips off.

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"Thats it then, they will go on double, secret, probation..."