In March 1375 a crown servant named Thomas Maidstone was granted a corrody at St. James’s hospital, Maidstone, Kent, the master of the hospital being instructed to provide him with sustenance and admit him into the community. Such an award is unlikely to have been made to one who was still relatively young, although we cannot now establish the precise relationship between the recipient and the subject of this biography. Further confusion arises through the existence of a Thomas Eyston of Isleworth, who seems on circumstantial evidence to have been the same person as the shire knight. Not long after his death, some of Maidstone’s property in Isleworth was held by Eyston’s widow, who conveyed it to Syon abbey. Since Clement Maidstone, our Member’s son, subsequently entered the abbey as a Bridgettine monk, there is a strong possibility that we are dealing with a man known locally by both these names. On this assumption, Maidstone must have been the younger brother of William Eyston, lord of the manors of Worton and Aydestons, who alienated a considerable part of the family estates to Edward III in the mid 14th century.
On 15 July 1376, Maidstone was granted a life annuity of £5, payable from the Exchequer. He had by then become a yeoman of the royal household, but although his pension was confirmed to him both by Richard II (in March 1378) and Henry IV (in October 1399), he appears to have left the court on the death of Edward III. He received a second fee of ten marks a year (again confirmed by Henry IV) from Thomas, duke of Gloucester, but neither the date of this award nor the circumstances under which it was given are recorded. We do, however, know that he was recruited by Gloucester in 1392 to serve with him in Ireland, although in the event the expedition never set out. It is also clear that marks of royal favour were still regularly shown to him. In September 1376, for instance, he obtained custody of property in Saxmundham, Suffolk, which had escheated to the Crown; and this was followed in July 1383 by the lease of a water-mill and land in Ruardean and Tewkesbury, Gloucestershire, which he was permitted to farm for 20 marks p.a. at the Exchequer. Almost six years later, the estate forfeited by Sir Robert Bealknap in Baldock, Hertfordshire, was committed to him for ten years at an annual rent of £6 16s.4d., no doubt thanks to the good offices of Duke Thomas, who had played a leading part in the judge’s downfall.
Evidence of Maidstone’s more private affairs and connexions is somewhat fragmentary. On four occasions between November 1377 and October 1390 he acted as a mainpernor in Chancery; and from time to time he offered his services as a feoffee-to-uses, most notably for William Loveney, the future keeper of the Great Wardrobe for Henry IV.
