The son of a prominent citizen of Worcester, Thomas first comes into view in 1435, when a couple of chaplains appeared before the city’s authorities to nominate him as a proctor to act on their behalf.
By the mid 1430s Oseney had found work as an attorney at Westminster, since in 1436 he appeared as such for Thomas Swyney* in the court of common pleas, where Swyney, another Worcester man, was pursuing several suits for debt.
By virtue of his familiarity with the common pleas, Oseney was well placed to bring lawsuits of his own in that court. Most of these suits were for debt, although he also pursued actions against a servant for leaving her employment without permission; against three men with whom he was in dispute over property at ‘Lygh’ (probably ‘Lye’, a township in the Worcestershire parish of Old Swinford); and against Reynold Machon and Agnes his wife. He sued the Machons in 1446, alleging that they had committed waste on three messuages and four cottages at Worcester. These properties belonged to him but Agnes held a temporary interest in them, by right of dower from her previous marriage. The case was tried at Worcester in January the following year when the jury found that the Machons had damaged some, but not all, of these holdings. As a result of his partial victory, Oseney was awarded damages of £6 and permitted to retake possession of the affected properties; although he was also ordered to answer for making a false claim about the extent of the waste caused by the Machons.
In some of his lawsuits Oseney had a co-plaintiff in the person of his wife, another Agnes, whom he had married some time before 1444.
It is likely that Oseney came into contact with other members of the nobility, since he became a feoffee of Thomas Burdet*, a retainer of the Staffords, earls of Stafford and dukes of Buckingham. Late in Henry VI’s reign and in the early years of that of Edward IV, he was associated with other members of the Stafford affinity in helping Burdet to defend his title to the Warwickshire manor of Bramcote, although it does not necessarily follow that he himself was one of the Staffords’ followers.
Conceivably Oseney had moved away from Worcester by the time he had become involved in Burdet’s affairs, for a Thomas Oseney resided at Bristol during the later 1450s and in the following decade. A witness of Bristol deeds from 1456 onwards, by 1458 this Thomas was serving as the town clerk, an office which he still held in 1467. He held property in ‘Smythstrete’ in that town, including a tenement which Sir Walter Rodney* granted to him and his wife in 1464.
Wherever he was then residing, Oseney was certainly still alive in the autumn of 1473. In Michaelmas term that year he sued a bill in the Exchequer against John Broun and Thomas Bledlowe, the outgoing sheriffs of London and Middlesex, from whom he sought £7 16s. 8d. Through his attorney, Richard Bristoll, he pleaded that he had won this sum from Barnard de Grays, in a court held by one of their predecessors in 1467. While in office, however, Broun and Bledlowe had released de Grays, then a prisoner in the Counter, from custody, even though he had yet to pay the damages in question. The matter was referred to a jury, although in the event the defendants were dismissed sine die, having handed over the money before a trial could take place. In January 1474, on the day set for the trial, Oseney informed the court of this fact in the person of a different attorney, his own son Richard, another lawyer.
This suit provides the last definite reference to the MP, although William Walker, a butcher from Worcester, received a pardon in November 1482, for failing to answer a suit for debt (contracted at Bristol) brought against him by a Thomas Oseney.
