Aston was still a minor on the death of his father, Sir Roger, a local landowner and commissioner, who represented Staffordshire in the Parliaments of 1344 and 1358. By 1364 his mother had remarried, and it was as the ward of his stepfather, Sir William Chetwynd of Ingestre, that he was then called upon to give warranty of her title to dower properties in Kempley, Shropshire. He came of age in, or before, the Michaelmas term of 1370 when he began a lawsuit against Walter Stafford for causing waste and destruction to his houses at Wollaston in Shropshire.
Aston’s marriage to Elizabeth Cloddeshale, the widow of Sir William Devereux, sometime sheriff and subsequently coroner of Herefordshire,
Meanwhile, in March 1387, Aston and two others were granted the farm of pontage at Wolseley in Staffordshire for one year. No further items of royal patronage appear to have come his way, and save for the lease of property in Lichfield, which he acquired in about 1394, he showed little inclination to extend his patrimony.
Aston’s stipulation that masses should be said at his chantry for the souls of guild brethren who had died at the battle of Shrewsbury in July 1403 may well have been occasioned by his own presence on the battlefield, for he was then employed as treasurer of the household of Edmund, earl of Stafford, one of the chief casualties among Henry IV’s supporters. How far Aston’s personal attachment to the house of Lancaster predated his decision to join Henry of Bolingbroke when he landed at Ravenspur in July 1399 remains open to speculation, although his removal from the Staffordshire bench in November 1397 suggests that his loyalty to Richard II was already suspect. There is, however, no reason to regard the royal pardon accorded to him in the following May as anything more than a formality.
Sir Roger
†, Aston did not seek out another baronial patron, but confined his activities to the service of the Crown. His relations with John Burghill, bishop of Coventry and Lichfield, seem to have been cordial, for the latter chose Aston to act as one of his proxies in the Parliaments of October 1404 and 1406.
Surprisingly for so influential a figure, Aston had little to do with the transactions of other landowners: he was a feoffee-to-uses of the Arderne family estates and evidently acted in the same capacity for one Thomas Rugeley, yet these instances alone survive to illustrate his involvement in the Staffordshire property market.
