In his early years he is known to have challenged Lord Grey for a supposed reflection on the veracity of the Irish people (September 1681), and in the December of that year he was run through the body in a duel in which he engaged as second.
Thomas Grey, 2nd Earl of Stamford (circa 1654–1720), Chancellor of the Duchy of Lancaster
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William Bonville jnr died along with his father at the Battle of Wakefield in 1460 and the castle fell to his newborn daughter Cecily, who later married Thomas Grey, 1st Marquess of Dorset.
Thomas Grey, Lord Grey of Groby (c. 1623–1657) was MP for Leicester during the English Long Parliament, supported the Parliamentary cause in the Civil War and was a regicide
Thomas Grey, Lord Grey of Groby (circa 1623–1657), Member of Parliament for Leicester
Sir John Grey, who married firstly Elizabeth Catesby, widow of Roger Wake (d. 16 May 1504) of Blisworth, Northamptonshire, and daughter of Sir William Catesby, and secondly Anne Barley or Barlee (d. 1557 or 1558), widow of Sir Robert Sheffield of Butterwick, Lincolnshire, Speaker of the House of Commons.
According to some reports, the young Grey attended Magdalen College School, Oxford, and he is uncertainly said to have been taught (either at the school or else privately tutored) by the future Cardinal Wolsey.
He was arrested on suspicion by Colonel Hacker, acting on Protector's orders, and despite being "much distempered with gout" was taken prisoner at Windsor Castle.
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He spent most of his youth in the Bradgate House, construction of which was begun by a late ancestor of his; Sir John Grey of Groby, and in Groby Manor.
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In a letter to his son Thomas, dated 5 March 1643, Henry Grey (Thomas' father) describes a battle to sweep the country, going through such towns as Lutterworth, Hinckley, Barwell, Lichfield, and Newark.
He was granted by Louis XI a pension of 12,000 crowns annually which was to be distributed between himself, Thomas Grey, 1st Marquess of Dorset, Sir John Howard (later Duke of Norfolk), Sir Thomas Montgomery, and some other of the profligate courtiers.
In 1512 he was an under-marshal in the army; went to the Spanish coast; was with Dr. William Knight in October of that year at San Sebastian, and discussed with him the course to be pursued with the disheartened English forces who had come to Spain under Thomas Grey, 2nd Marquess of Dorset.