Wi19 Miles de Windsor

    Miles de Windsor (Wi19) was the son of  James de Windsor (Wi20) and Elizabeth Streech (St20)
    Born: about 1354, Bradenlove, Buckinghamshire, England
    Married: 1: Alice de Wymondham Wy19 about 1371
    2: Margaret Stroundon
    Died: 31 Mar 1387, Bradenlove, Buckinghamshire, England
    He was witness at the Scrope & Grosvernor Controversy, from whom the present Earl of Plymouth is descended, only 16 years old at the death of his father, he appeared on that great trial at Chester, on September 30th, before John of Gaunt, King of Castile, & Duke of Lancaster, in relation to the bearing of the coat of arms then in contest between Richard le Scrope, Lord Scrope of Bolton, & Sir Robert Grosvenor, Knight, certifying, that the said Richard, Lord Scrope, had a right to the arms, Azure, a Bend Or, which was confirmed to him, the said Lord Scrope, went in the King’s service into Spain, under the command of John, King of Castile & Leon, & Duke of Lancaster, had the King’s letter of protection for 1 year, from March 6th, 1366, when they were granted: and he probably died there. In 1386 John invaded Castile, but was defeated by John I, king of Castile and León. John of Gaunt gave up his claim to Castile and León in 1387, when his daughter married Prince Henry, later Henry III, king of Castile and León. 
    and had issue:
    Wi18 Brian de Windsor
    The otherwise unexplained occurance of the name Brian in the family raises the question of whether there was family or friendly relationship to the Bryan family.
    Source: Monograph of the Windsor Family, private publishing about 1900, available at Guildhall Library in London.
    Data from: http://www.tudorplace.com.ar/WINDSOR.htm
    After the death of the Black Prince, in 1376, the Duke of Lancaster, John of Gaunt, acquired a marked ascendency in the councils of the infirm monarch, his father, Edward III. His administration of public affairs is said, furthermore, to have been stained by several acts of violence. On the 16th June 1386, "at the palace of John of Gaunt, King of Castile & Leon, in the convent of the Friars Carmelites, at Plymouth" (where he was then sojourning prior to his embarkation for Spain), he gave his remarkable testimony in favour of the right of Sir Richard Scrope to the arms borne by him in the celebrated controversy between Scrope and Sir Robert Grosvenor. John continued to govern the Kingdom during the minority of his nephew, Richard II, by whom, in 1389, he was created Duke of Aquitaine. His power increasing, he proffered, in open parliament, a claim to the succession for his son, Henry Bolingbroke (later King Henry IV), as son to Blanche, great-grandaughter of Edmund Crouchback, Earl of Lancaster, whom, he pretended, had been elder brother to King Edward I, but set aside on account of his deformity. The weakness of this pretension, which, if established, would have been fatal to the reigning monarch, was opposed, without difficulty, by Roger Mortimer, Earl of March, who, as son and heir of Philippa, the daughter and heir of his elder brother, Lionel, Duke of Clarence, had, by the laws of the empire, an indisputably prior right and was, accordingly, declared the presumptive heir to the crown.