[3] With Sir Robert Drury began for this family a long connection with the courts of the Tudor sovereigns, and a succession of capable and eminent men whose careers are part of English history throughout the 16th century.

Drury procured from Pope Alexander VI a licence for the chapel in his house at Hawstead, dated 8 July 1501 in the tenth year of that pontificate.

Between June 1510 and February 1513 inclusive he was engaged with various colleagues in the attempt "to pacify the Scottish border by peaceful methods and to obtain redress for wrongs committed."

Previously, on 29 August 1509, he had been a witness to the renewal of the "Treaty of Perpetual Peace" between England and Scotland, signed shortly after Henry VIII's accession to the throne.

One, a fine Latin MS of the Vulgate, written by an English scribe early in the 13th century, is now in the library of Christ's College, Cambridge.

"[9] On 1 May 1531 Drury made his last will, requesting burial in the chancel of St. Mary's Church, Bury St. Edmunds beside his first wife, Anne Calthorpe.

At the time of her marriage to Sir Robert Drury, she is said to have been the widow of two husbands: Lord Edward Grey (d. before 1517), eldest son and heir of Thomas Grey, 1st Marquess of Dorset, and grandson of King Edward IV's wife, Elizabeth Woodville; and also of Henry Barley (d. 12 November 1529) of Albury, Hertfordshire.