Newgate Prison, for 100s of years the most potent symbol of state repression in London, hated and feared by the London poor whose lives it loomed over… Inevitably its story is also one of resistance… As it was routinely used to hold those who had been condemned to death, those awaiting transportation, or court appearances which would very likely end in one or the other, many prisoners had little to lose by trying to escape.

Sometimes these were individual feats, Houdini-style, like Jack Sheppard or Daniel Malden. On occasion outsiders launched raids to rescue inmates, as a crowd of Irishmen did to free their mates in 1749, or the Gordon Rioters successfully achieved en masse in June 1780. Others were collective attempts to fight their way free. The first such mass jailbreak attempt we can find evidence of was in 1275; another riot ten years later was aimed at a breakout, which failed.

In 1735 four highwaymen staged yet another attempted jailbreak. Thomas Gray, alias Macray, Joseph Emmerson, John James alias Black Jack, and Henry Sellon, were all imprisoned in Newgate in August of 1735. They had all been sentenced to death at Kingston Assizes on August 9th, “Sellon, for robbing Mr Collins on the Highway… Macray, for robbing Mr Hammerson of his Watch and Money on Barns Common… Emmerson and James… for entering the House of Jasper Hale Esq of Peckham, and wounding him and his Servant maid…”

Macray had already escaped from the Old Bailey once… he also had a few mates rooting for him, having arranged for “14 well-dress’d persons to appear for him here, most of who, swore he was sick in bed the whole Week in which the Fact was committed, but finding they were suspected, all slipp’d out of Court. [Several of them are since apprehended by the Direction of Baron Thomson, in order to be prosecuted for perjury.]”

So it shouldn’t have been very surprising that outside help was clearly involved when Macray and the other three, attempted to escape the prison on August 18th:

“They were all wounded in an Attempt to break out of Gaol, two Nights before, which Mr Taylor, the Keeper, being inform’d of, and that they were filing off their Irons, got his Assistants arm’d with Blunderbusses, Pistols, and Cutlasses, went to the Door, and desir’d Macray to make no desperate Attempt, for there was so Possibility of his Escape. Macray replied, In their present desperate Circumstances they no body, and desir’d him to retire, for the first that entered was a dead Man. Upon this Mr Taylor order’d the Door to be unbolted and open’d a little Way; which they no sooner heard but they discharg’d 8 Pistols and one of the Keepers as Blunderbuss, but without Execution, the Door between them being very strong. Then Mr Taylor and his Guard rush’d in, attack’d them with their Cutlasses, and overpower’d them immediately. Macray was wounded in his Head, and his Arm disabled; Sellon desperately cut in several Places; Emmerson had one Side of his Face cut away; James was but slightly hurt. On Mr Taylor’s Part very little Damage was done. The Pistols were brought to the Prisoners in Smoaking hot Pyes, by the Assistance of a Man at a house in St George’s Fields, whom Emmerson, upon the Keepers threatening to dispatch him, dicover’d. One of the Keepers jingling his Keys at the Door of the said House, the Fellow took him for Macray broke out of prison, and open’d the Door to let him in, but was himself apprehended.”
(Gentleman’s Magazine, 1735)

Concealing a gun inside a ‘Smoaking hot pye’  – eat your heart, out shoe bomber… Smuggling in weapons to help friends locked in Newgate stage escapes was also a long London tradition.

Macray, Emmerton, James and Sellon were all hanged at Kennington Gallows two days later, on 20th August.

But collective breakouts continued; there were further attempts in 1758, 1763, 1771 and 1777…

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An entry in the
2017 London Rebel History Calendar – check it out online.

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