At that time the part of John Sutton, 3rd Baron Dudley, great-grandson of Joyce Tiptoft, was almost in ruin, that of Lord Grey, grandson of Joan the elder sister was "metely good".
William Herbert's will dated 16 July 1468 names husbands to his daughters, including, "Ann to Lord Powys".
Edward traveled with the Duke of Suffolk to France, including the taking of Bray and other places from the French.
By the time Anne took Randal as her lover, Edward had already taken a mistress, Jane Orwell [Orrell] by whom he had illegitimate children, and upon whom he would later entail the greater part of his estates comprising the barony of Powys.
[14] Anne's father, with the assistance of Thomas Cromwell, forced Grey to support her, and succeeded in obtaining for her an annuity of £100.
No action was taken against Anne, and she remained with her lover; however, this scandalous arrangement caused her to be excluded from Charles Brandon's will, which contained generous bequests to her two half-sisters, Frances and Eleanor.
[18] On 17 September 1545, the king demised to Edward Grey, Lord Powis, the site of the Abbey of Strata Marcella for 21 years.
According to Edward's will dated 11 June 1544, Edward left to his issue: To Jane Orwell [Orrell] daughter of Sir Lewis Orwell [Orrell] Knight, he left the castle and manor of Charlton, and manor of Pontysbury, during her natural life.
[5][19] His property and titles he left to his children in the following manner: In 1568 Edward Grey of London, son of 3rd Baron Grey of Powis, came of age and conveyed the manors of Plas Y Dynas and Trewern in Montgomeryshire to Edward Kynaston, and later the manor of Pontesbury to William Leighton.