In London, young Herbert lived at Baynard's Castle, close to the Blackfriars Theatre, and may thus have been brought in contact with the players. It is more probable, however, that so brilliant a woman as "Sidney's sister, Pembroke's mother," should have aroused his interest in Shakespeare; and in that case the poet, in all probability, made the acquaintance of this distinguished and discerning patroness of art and artists as early as 1598. Herbert's father, who died soon afterwards, was already an invalid.

It appears that in August 1599 Herbert "followed the camp" at the annual musters, attending her Majesty with two hundred horse, and "swaggering it among the men of war."

He is from the first described as a bad courtier. Rowland Whyte writes of him at this time: "He was much blamed for his cold and weeke Maner of pursuing her Majesties favour, having had soe good steps to lead him unto it. There is want of Spirit and Courage laid to his charge, and that he is a melancholy young man." We may gather from this what fiery devotion every handsome and well-born young man was expected to pay to the elderly Queen. Soon after, however, it appears from a letter from his father to Elizabeth that she must have expressed herself highly satisfied with the young man, and we also learn that he was "exceedingly beloued at Court of all Men." He appears to have been very handsome, and to have possessed all the fascination which so often belongs to an amiable mauvais sujet. Clarendon says of him, in the first book of his History of the Rebellion, that "he was immoderately given up to women," and that "he indulged himself in pleasures of all kind, almost in all excesses." Clarendon remarks, however, what is of particular interest for us, that the young Pembroke possessed a good deal of self-control: "He retained such a power and jurisdiction over his very appetite, that he was not so much transported with beauty and outward allurements as with those advantages of the mind as manifested an extraordinary wit, and spirit, and knowledge, and administered great pleasure in the conversation. To these he sacrificed himself, his precious time, and much of his fortune."

In November 1599, Herbert had an hour's private audience with Elizabeth. Whyte, who relates this, remarks that he now stands high in the Queen's favour, "but he greatly wants advise." He passed the rest of the winter in the country, suffering from an illness which seems to have taken the form of ague, with incessant headaches.

Tyler is inclined, not without reason, to assign Sonnets xc.-xcvi. to this period. Shakespeare's complaints of his friend's "desertion" may refer to his life at Court; the expressions in Sonnet xci. as to horses, hawks, and hounds, perhaps point to the young man's absorption in sport. The following Sonnets dwell unequivocally upon discreditable rumours as to the friend's life and conduct. Here appears the above-quoted ([p. 172]) line:—

"Lilies that fester smell far worse than weeds."

Here occurs the couplet:—

"How like Eve's apple doth thy beauty grow,
If thy sweet virtue answer not thy show!"

And, in spite of all the loving forbearance which the poet manifests towards his friend, he seems to imply that the ugly rumours were not unfounded:—

"How sweet and lovely dost thou make the shame,
Which, like a canker in the fragrant rose,
Doth spot the beauty of thy budding name!
O, in what sweets dost thou thy sins enclose!
That tongue that tells the story of thy days,
(Making lascivious comments on thy sport,)
Cannot dispraise but in a kind of praise;
Naming thy name blesses an ill report.