De Chirico painted several portraits of his second wife, Isabella, but, by and large, this genre was never particularly attracted to him. An exception to this rule was a series of self-portraits, in which the artist captured himself in various clothes and in different years of life. Most self-portraits are sustained in a realistic manner such, for example, a self-portrait written in 1945.
Probably, de Chirico tried to follow the example of Rembrandt, who created his own “chronicle in self-portraits.” In favor of this assumption, his experiments on trying on various masks – a robber-gypsy, an artist for an easel or, finally, a grandee in a 17th-century costume – also speak of him.