Poet Laureate
In the last decade of the century he was appointed tutor to Prince Henry (afterwards Henry VIII). He wrote for his pupil a lost Speculum principis, and Erasmus, in dedicating an ode to the prince in 1500, speaks of Skelton as "unum Britannicarum literarum lumen ac decus." In 1498 he was successively ordained sub-deacon, deacon and priest. He seems to have been imprisoned in 1502, but no reason is known for his disgrace. (It has been said that he offended Wolsey but this would be impossible if the date is correct, given Wolsey was not yet an influential figure at court - Wolsey's rise began in 1508). Two years later he retired from regular attendance at court to become rector of Diss, a benefice which he retained nominally until his death.
Skelton frequently signed himself "regius orator" and poet-laureate, but there is no record of any emoluments paid in connection with these dignities, although the Abbé du Resnel, author of Recherches sur les poètes couronnez, asserts that he had seen a patent (1513–1514) in which Skelton was appointed poet-laureate to Henry VIII. As rector of Diss he caused great scandal among his parishioners, who thought him, says Anthony Wood, more fit for the stage than for the pew or the pulpit. He was secretly married to a woman who lived in his house, and he had earned the hatred of the Dominican monks by his fierce satire. Consequently he came under the formal censure of Richard Nix, the bishop of the diocese, and appears to have been temporarily suspended. After his death a collection of farcical tales, no doubt chiefly, if not entirely, apocryphal, gathered round his name—The Merie Tales of Skelton.
During the rest of the century he figured in the popular imagination as an incorrigible practical joker. His sarcastic wit made him some enemies, among them Sir Christopher Garnesche or Garneys, Alexander Barclay, William Lilly and the French scholar, Robert Gaguin (c. 1425-1502). With Garneys he engaged in a regular "flyting," undertaken, he says, at the king's command, but Skelton's four poems read as if the abuse in them were dictated by genuine anger. Earlier in his career he had found a friend and patron in Cardinal Wolsey, and the dedication to the cardinal of his Replycacion is couched in the most flattering terms. But in 1522, when Wolsey in his capacity of legate dissolved convocation at St Paul's, Skelton put in circulation the couplet:
"Gentle Paul, laie doune thy sweard
For Peter of Westminster hath shaven thy beard."
In Colyn Cloute he incidentally attacked Wolsey in a general satire on the clergy, "Speke, Parrot" and "Why come ye nat to Courte?" are direct and fierce invectives against the cardinal who is said to have more than once imprisoned the author. To avoid another arrest Skelton took sanctuary in Westminster Abbey. He was kindly received by the abbot, John Islip, who continued to protect him until his death. The inscription on his tomb in the neighbouring church of St Margaret's described him as vales pierius. It is thought that Skelton wrote "Why come ye nat to Courte?" having been inspired by Sir Thomas Spring, a merchant in Suffolk who had fallen out with Wolsey over tax.
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“The philosopher proves that the philosopher exists. The poet merely enjoys existence.”
—Wallace Stevens (18791955)