Cary family Margaret Holleway, daughter and heiress of Robert Holleway. Sir John Cary's eldest son, Sir Robert Cary (died c. 1431) of Cockington, Devon, was 12 times MP for Devon. At some time after 1350 the Cary family acquired the manor of Cockington, in Devon, which they made their principal seat. Certainly according to Pole, Robert Cary held Cockington during the reign of King Henry IV (1399–1413). He was an esquire in the households of King Richard II (1377–1399) and of the latter's half-brother John Holland, 1st Duke of Exeter (c. 1352 – 1400). He married as his first wife Margaret Courtenay,
Richard II of England have been described by historians as Richard's "tyranny". In 1399, after John of Gaunt died, the king disinherited Gaunt's son, Henry of Bolingbroke, who had previously been exiled. Henry invaded England in June 1399 with a small force that quickly grew in numbers. Although he initially claimed that his goal was only to reclaim his patrimony, it soon became clear that Henry intended to claim the throne for himself. Meeting little resistance, Bolingbroke deposed Richard and had himself crowned as King Henry IV. Richard died in captivity in February 1400; he is thought to have been starved to death, although