Roger’s first election to Parliament took place in highly unusual circumstances. His father John, who was then sheriff of Oxfordshire and Berkshire, conducted the Berkshire elections at a shire court assembled at his own place of residence, ‘Chipping’ Lambourn (the one and only time elections were held there in the fifteenth century), and returned an indenture naming Thomas, who can have been no more than 23 years old, along with the experienced parliamentarian John Norris*. Despite the prohibition of the election of sheriffs to Parliament, John contrived his own return for the neighbouring county of Hampshire, so father and son sat in the Commons together.
Along with his fellow Members of the Parliament of 1453, Thomas was appointed a commissioner to distribute allowances on the subsidies they had granted, and four years later he was associated with his father in a commission of array in Hampshire. In view of the latter’s links with the duke of York, and his own youth and lack of independent means, it is not surprising that this was the full extent of his involvement in local administration before 1461. The Acts of the Coventry Parliament of December 1459 left his father John a fugitive from the law, even though he escaped formal attainder for any support he was thought to have shown to the Yorkists at Blore Heath and Ludford. Within days of the dissolution, John transferred title to his Hampshire estates, notably the manor of Freefolk, to Thomas’s younger brother John II, to whom they had been promised. It may be that he met a violent death shortly afterwards or during the upheavals of the summer of 1460. In June the treasurer, James Butler, earl of Wiltshire, with his fellow commissioners of oyer and terminer, went to Newbury, ‘the whyche longed to the duke of York’, conducted trials of those alleged to have shown friendship to the duke and his allies and executed several whom they found guilty. Thomas was lucky to escape with his life. He was imprisoned in the gaol at Wallingford castle along with many men from his father’s lands at Lambourn, Freefolk and Speen. He, as an esquire, was the most important of the prisoners, although incarcerated with him were seven gentlemen (among them a close friend, William Sturmy† of Knowle, who had attended his son’s baptism), 17 yeomen, and 43 others (mainly artisans). They were not freed until two months after the Yorkist victory at Northampton in July. On 15 Sept. the new regime appointed Thomas’s great-uncle, Sir Robert Shotesbrooke*, and presumed father-in-law Thomas Uvedale among those commissioned to deliver the gaol.
Immediately after his liberation from Wallingford castle Thomas got himself elected for Berkshire to the Parliament due to assemble on 7 Oct. 1460, in the company of Sir Robert Harcourt*, a leading Yorkist who had helped effect his release. Significantly, the election was held at the Yorkist stronghold of Newbury. While the first session was in progress, on 27 Nov., he obtained a royal pardon of all gifts, alienations and purchases of lands held in chief, and of all intrusions and entries into his inheritance without due suit or livery.
Roger’s appointment to the Berkshire bench in June 1471 strongly suggests that he had remained loyal to Edward IV during the Readeption, but whether he had taken up arms to assist Edward’s recovery of his kingdom is not known. He died, intestate, on 31 Aug. following, whereupon his moveable goods were placed under the administration of John Isbery† and Master John Westlake, the rector of Welford church. Roger’s son and heir, another Thomas, was then only 16, and it looks as if there was an attempt to conceal his minority from the Crown. The inquisition post mortem required from the escheator in Staffordshire was not finally held until October 1474, and even after the heir came of age in 1476 questions were still being asked about the precise terms of tenure of the family manors in Berkshire.
