Bruyn came from a family established in Hampshire by the late thirteenth century, and was a direct descendant of Sir Maurice Bruyn (d.1355), who received personal summonses to the Parliaments assembled between 1313 and 1322.
Sir Maurice was well connected, being known personally to Philippa, duchess of York, and her nephew, Duke Richard,
Not long afterwards Bruyn was chosen bailiff of Portsmouth (presumably by the burgesses), and as such he responded to the sheriff’s precept requiring the election of borough representatives to the Parliament of November that year. Perhaps he took the formal certificate to the shire court at Winchester in person, for he also attested the county election held there on that occasion.
It looks very likely that Bruyn himself had been behind the petitions, and that he sought election to the next Parliament, summoned to meet on 6 Nov. 1450, in an attempt to regain his lost office. Returned by Portsmouth, where he had briefly served as bailiff the previous autumn, he nevertheless once more attended the shire elections at Winchester. Furthermore, and contrary to the statutes requiring those who attested elections to be resident in the constituency concerned, he was also listed among the witnesses to the Essex indenture drawn up at Stratford Langthorne in that county.
It is tempting to view these indictments as arising directly from the feud between the dukes of York and Somerset, with the latter intentionally singling out Bruyn as one of the followers of his adversary. Yet the records of Bruyn’s subsequent actions fail to present such a convincing picture of committed partisanship. The story was much more complex. Bruyn’s sale of the family manor in Dorset early in the following year is indicative of strain in his personal finances. These difficulties, perhaps a consequence of his investment in armaments for the defence of the Isle of Wight, also arose from an undertaking he and his father had made at the staple of Westminster in 1448. Having received a loan of as much as £240 from John Payn I*, a leading merchant of Southampton, and Richard Lee* the London grocer, they failed to pay the money back on the agreed date, so that, also in July 1451 (at the same time that Henry was indicted for piracy), the sheriff of Hampshire was ordered to take action against him and his father under the statute staple. Probably in order to escape further prosecution, Henry sued out royal pardons on 7 Apr. and 3 Nov. 1452.
The timing of these pardons leads to the suspicion that Bruyn had taken up arms under York’s command at the confrontation between his forces and those of the duke of Somerset at Dartford earlier that year. If so, he must have taken steps to be reconciled with the King, for at some point in the next few months he was knighted in the Crown’s service. Most likely this service involved participation in the final defence of English interests in Acquitaine, for in November 1452 Bruyn was in Bordeaux. It was there that he commissioned the master and purser of the Marie of Southampton to deliver 40 tuns of wine ‘save and sounde’ into haven in Southampton Water on his behalf, and they agreed to acquit him for freight charges against Thomas Payn, the owner of the vessel (and a kinsman of one of his creditors). But Payn subsequently confiscated the wine, and the two men refused to honour the contract. Bruyn petitioned Cardinal Kemp, the chancellor, for redress.
In the late 1450s Bruyn was one of those on whom the King’s Council relied most to keep the peace in Hampshire, and to defend the coastline threatened with invasion from France: he and (Sir) John Lisle II* were the sole commissioners appointed in September 1457 to array the able-bodied men of Portchester and the Isle of Wight. Following his second term as sheriff, ending at a time of escalation in the civil war, Sir Henry was placed on royal commissions in December 1459 and January 1460 designed to resist the rebelliousYorkists, even though his uncle, Sir Henry Retford, had been among those attainted for treason in the Parliament at Coventry for siding with York at Ludford Bridge.
Bruyn did not have long to live. He died on the following 30 Nov., leaving as his coheirs his two daughters: Alice (c.1443-1475), whom he had married to John Berners, esquire, and Elizabeth (c.1444-1494), by then the wife of Thomas, a younger son of the prominent Essex landowner (Sir) Thomas Tyrell*.
