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Stewart, who read history at Cambridge, admitted six counts of fraud and one of misconduct in a public office.
Stewart's associate principal Alan Stevens, 66, was given a 24 week suspended sentence and ordered to do 80 hours unpaid work for also defrauding the school with bogus expense and credit card claims worth £364.59.
The population falling within the Union at the 1831 census had been 11,038 with parishes ranging in size from Morton (population 26) to Guisborough itself (1,988).
The average annual poor-rate expenditure for the period 1834-36 had been £4,984 or 9s.0d. In its early years, the Guisborough Board of Guardians was effectively under the control of the local Dundas family, with Sir Robert Dundas MP as its Chairman.
Staff told inspectors that Stewart's absences from the school were a 'running joke.'Stewart's swipe card showed he was rarely in school before 1030.
Photographs shown in court showed Stewart's office with a custom-made bookcase, furniture, cushion and bedding area, electric piano, fridge full of wine, a small electric hot plate for cooking, a fridge with champagne in it and a drawer full of penis straws.
Its operation was overseen by an elected Board of Guardians, 28 in number, representing its 27 constituent parishes and townships as listed below (figures in brackets indicate numbers of Guardians if more than one): North Riding of Yorkshire: Brotton, Common Dale, Danby, Easington, Eston, Guisborough (2), Hutton Locras, Kilton, Kirkleatham, Liverton, Lofthouse [Loftus], Marsk, Great Moorsham, Morton, Newton, Normanby, Ormsby (part of), Pinchingthorpe, Redcar, Skelton, Skinningrove, Stranghow, Tocketts, Upleatham, Upsall, Westerdale, Wilton.
It was a substantial stone building costing £1,007 accommodating up to 50.
In the same year, the nearby townships of Hinderwell and Lythe followed suit and formed a Gilbert Union which was joined by Loftus and Easington in 1818.
The room, described as having rugs and cushions with wet wipes on the floor, was discovered during a raid by investigators probing fraud claims.
There was also watermelon lubricant and cards from the karma sutra inside.