These Are The Craziest Prison Break Stories Ever

The O.G. Of Prison Escapes

Jack Sheppard

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Jack Sheppard was a small-time thief in 18th century London, who was renowned for his insane escapes. He became so well known that at each of his trials, people showed up hoping for some kind of fantastic display. One of his acts involved breaking through the ceiling of his cell and dropping a rope made of sheets down, which he pulled off two separate times.

The next time, guards restrained him with his legs stuck in irons cast to the floor with extra chains. However, Sheppard managed to fashion a lockpick out of a nail and used an iron bar from the chimney to break through the ceiling. He again managed to escape. Ultimately, Sheppard died when he was sentenced to death by public hanging – which was said to have been attended by a third of London’s population.