More may be added to the earlier biography.
A great deal of material about Pleasington’s career is provided in the lengthy Chancery pleadings in an action sued by his widow against one of his executors, William Anderby*, in 1455.
Isabel was a woman of considerable wealth even without the manor of Ilkley, and the petition provides a new detail about her marriage to Sir Henry. Roger Flore, having paid so heavily for the young Henry’s marriage, contracted him to his daughter Agnes, but she soon died, and so he married him to Isabel, who was the widow of one of his sons (probably William). In doing so, he added significantly to his ward’s material prosperity, for Isabel was a considerable heiress. Aside from the Rutland property specified in the earlier biography, she was also able to establish her title to the manor of Thorpe just across the border in Northamptonshire. This had been one of three manors – the other two lying nearby at Marholm and Milton – which Sir William Thorpe† had granted to her grandfather, John Wittlebury† (d.1400), and by a fine levied in 1395 all three were settled on Wittlebury’s male issue by his second wife, Agnes. Since Isabel was Wittlebury’s grand-daughter through his first wife these manors did not form part of her inheritance. For reasons that are unclear, however, Richard Wittlebury, the only one of Agnes’s sons to have issue was omitted from the entailment made in the 1395 fine in respect of the manor of Thorpe, and thus our MP and Isabel were to win that manor in an action sued in 1424 against Thomas Sutton, the guardian of Richard’s son and heir, John.
After Pleasington’s death Isabel seems to have retired to the care of the Benedictine nuns of St. Michael, Stamford. She was certainly there in November 1457, when she quitclaimed her property at Empingham (Rutland) to a yeoman, Richard Galway, who was both her servant and one of our MP’s executors. Earlier, in September 1453, she had named Galway as her attorney to deliver seisin of her late husband’s manors at Healaugh and Reeth in Swaledale (Yorkshire) to feoffees headed by Henry, Lord Scrope of Bolton, as part of the arrangements for the marriage of her son, William Pleasington, to Lord Scrope’s daughter.
Other incidental references to Pleasington document his connexions in the Midlands. In May 1439 he was named as a feoffee for the performance of the will of his Rutland neighbour, Sir John Basings of Empingham, and as such was responsible, in October 1447, for making a contentious release to Sir John’s sister and heiress, Alice, widow of Thomas Makworth* of Mackworth (Derbyshire), who had been implicated in the murder of Sir John’s bastard son a year earlier.
Pleasington was indirectly involved in another murder aside from that of Basings’ bastard. According to an indictment taken at Ketton before Thomas Stokes, one of the Rutland coroners, on 23 Oct. 1449, one Thomas Bermyger had been murdered a few days before at our MP’s house at Whissendine. The alleged murderers were servants of our MP’s neighbour, Sir Laurence Berkeley*, and it is tempting to think that the crime arose out of a dispute between the two knights. But other evidence shows that Bermyger was killed because he was a servant of Everard Digby*, then involved in a violent quarrel with Berkeley’s friend, John Chiselden*. Digby, like our MP, held a manor in Whissendine, and presumably Bermyger was killed as he fled from Digby’s property. There is, in any event, no evidence that our MP was himself involved in the dispute.
