autrenecherche:

“In a number of Henry’s letters [to Anne Boleyn], it is apparent that the bearer is often George Boleyn. In one, Henry writes ‘the great affection I have for you has induced me to send you this bearer, to be better informed of your health and pleasure, and because, since my parting from you, I have been told that the opinion in which I left you is totally changed, and that you would not come to court.’ He ends by saying, ‘beseeching you to give credence to this bearer in all that he will tell you from me’; it is more than likely that Henry is talking about George, since no mere courtier would be trusted with such personal information, and the circle of people who knew of the relationship between the King and Anne was limited [in 1527]. From the contents of this letter, it is also apparent that the King visited Anne at Hever reasonably regularly throughout this period. As one of his closest companions, George would have accompanied him, particularly as Hever was his home and Anne was his sister.

Henry VIII’s Privy Purse Expenses from November 1529 to December 1532 show that when George [Boleyn] was not on embassy abroad, he was the King’s constant companion. One of the King’s favoured few, the high regard in which he was held is obvious from these entries. 

The Privy Purse Expenses put to rest the notion that George enjoyed royal favour purely because of his sisters’ relationships with the King. [Henry VIII] would never have suffered the continued presence of a courtier whom he did not personally like, or one from whose company he did not derive pleasure, [and] George was a regular companion to the King for at least 12 years.”

 –George Boleyn: Tudor Poet, Courtier and Diplomat