In 1703, he was employed as an assistant by the painter Claude Gillot[?]. In his studio he took contact with the characters of the commedia dell'arte, a favorite subject of Gillot's, and one that would become one of Watteau's lifelong passions. Afterwards he moved to the workshop of Claude Audran III[?], an interior decorator, where he learned to imbue his drawing with the consummate elegance that has come to characterize it. Audran was the curator of the Palais du Luxembourg[?], where Watteau was able to see the magnificent series of canvases painted by Rubens for the Queen Maria de Medici. The Flemish painter would become one of his major influences, together with the Venetian[?] masters he would later study in the collection of his patron and friend, the banker Crozat.
In 1709, Watteau tried to obtain the Prix de Rome, and was rejected by the Academy. In 1712 he tried again, and was considered so good that, instead of getting the one-year stay in Rome he was aiming for, he was accepted as a full member of the Academy. He took five years to deliver the required "reception painting", but it was one of his masterpieces, the Pilgrimage to Cythera.
Interestingly, while his paintings seem to epitomize the aristocratic elegance of the Régence[?] (though he actually lived most of his short life under the oppressive climate of Louis XIV's later reign), he never had aristocratic patrons. His buyers were bourgeois, such as bankers and dealers.
Although his mature paintings seem to be so many depictions of frivolous fêtes galantes, they in fact display a sober melancholy, and a sense of the ultimate meaninglessness of life, that make him, among 18th century painters, one of the closest to modern sensibilities. In this he is far superior to imitators like Lancret[?] and Pater[?], who borrowed his themes but couldn't capture his spirit.
Among his most famous paintings are Pilgrimage to Cythera (two versions), Gilles, Fêtes venitiennes, Love in the Italian Theater, Love in the French Theater, "Voulez-vous triompher des belles?", Mezzetin and his last masterpiece, painted almost at his death-bed, the Shop-sign of Gersaint.
Watteau used to alarm his friends by the carelessness he displayed about his future and his financial security. He seemed to foresee that he wouldn't live for long. In 1720, becoming ill, he moved to England for a while, looking for a better climate, but returned in worse health. He died in 1721, at the age of 37.
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