It is one of the great clichés: a painter has to wear a beret, preferably black and oversized.
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at a later age, white bearded and wearing glasses.
Post-impressionist French painter Paul Cézanne (1839-1906)
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painted numerous self portraits with beret as well:
Then there are lesser known painters who shared the love for the beret, like Bernard Safran with his fantastic "self portrait in red" (1953):
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Or Henry Sugimoto:
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Henri Rousseau:
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Quentin Crisp: 
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and all those other great artists, who have found temporary immortality on this beret:
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