Whetstone’s father prospered sufficiently in the City to acquire land in seven counties, the greater part of which seems eventually to have come to Whetstone and his siblings, the children of his father’s second marriage.
Whetstone attached himself to the earl of Leicester (Robert Dudley†), under whom he fought in the Netherlands in the 1580s, as did his brother, the writer George Whetstone. Following the battle of Zutphen in 1586, Whetstone was granted an augmentation of his arms ‘for his valiant service on horseback upon the enemy’. His brother’s death in a duel with Sir Edmund Uvedale† the following year may have cooled his military ardour. A letter written in 1588 asking Ashby, then ambassador to Scotland, to procure one of those ‘spaniels which will set partridges, called with us setting dogs’ suggests that his chief interests were sporting ones.
Whetstone was married three times. His last wife, whom he wed in 1597, was the widow of Richard Bellingham, who brought him the manor of Hangleton in Sussex, leased from lord treasurer Buckhurst (Thomas Sackville†), subsequently 1st earl of Dorset, at the substantial annual rent of £260, and a lease of the lands of Edward Banester† forfeited for recusancy.
Whetstone’s stepson Richard Bellingham I* was in the service of Lord Admiral Nottingham (Charles Howard†), and it was presumably Nottingham who nominated him for New Shoreham in 1604. However, he was probably already known in the borough, which was situated four miles from Hangleton.
Whetstone made two recorded speeches and received 12 committee appointments in the 1604 session, although he may have been absent from the Commons during the opening stages of the session as he is not mentioned in the surviving records until after Easter. On 28 Apr. he was named to the committee for the bill to prevent woodland being converted to pasture or tillage, possibly because he was a verderer of Waltham forest, Essex, which office may also explain his nomination to consider the game bill on 16 June.
In the second session Whetstone was appointed to a committee on 13 Mar. 1606, but its subject is unclear. The Journal suggests that the appointment related to ‘Warren’, presumably the bill which had been committed on 27 Feb. for the bill to enable William Waller to sell land to Giles Warren. However, according to a document among the papers of Sir George More*, Whetstone was named to consider the Marshalsea bill, which received its second reading on 13 March. It is possible that the clerk conflated an order requiring the Waller committee to meet with the naming of members to the Marshalsea committee.
Thirteen days later Whetstone was added to the privileges committee following the debate about attendance in the Commons, and on 3 Apr. he was among those instructed to consider the bill to regulate elections.
Whetstone was named to attend a conference on the Union with Scotland at the beginning of the third session (25 Nov. 1606). However, his principal legislative concern was now the bill for the better satisfying of debts. Appointed to the committee on 26 Feb. 1607, he moved for meetings of the committee on three occasions, on 29 Apr., 5 and 15 May, but the measure was never reported.
In November 1608 Whetstone, secured a Chancery judgment against a long-standing claimant to an annuity out of Woodford. That same month he also complained that Henry Spiller*, the Exchequer official responsible for collecting recusancy revenues, had improperly deprived him of the Banester lands on Edward Banester’s death in 1606 by obtaining the discharge of the heir from the Exchequer, ‘notwithstanding he knew him to be a recusant’.
Whetstone was appointed to 32 committees in the fourth session, including one, on 8 May, for an explanatory bill on recusancy. He was named to attend the conference of 15 Feb. to hear lord treasurer Salisbury (Robert Cecil†) expound the Crown’s financial demands. His legislative committees included bills to reform disorders on common lands (19 Feb.) and to prohibit hawking in the summer (29 March). On 21 Apr. he was added to the committee for the bill, originally from the Lords, to prevent poaching of deer and rabbits on its recommitment. At the end of the session he was among those appointed on 18 July to consider the distribution of the Commons Benevolence. Nothing is known of his activity in the poorly documented last session, and there is no evidence that he sought re-election.
Whetstone was dropped from the Essex commission of the peace in 1616 and two years later was prosecuted in the Exchequer Court for encroaching on Waltham Forest. He was restored to the bench in 1619.
