The subject here is probably Maria Caterina Negri, a singer also represented in Antonio Maria Zanetti's album of caricatures in the Fondazione Cini, Venice: inv. 36418. Negri was an Italian contralto known for playing masculine roles en travesti, such as the tyrant king Arsace, or warrior women such as Bradamante in Orlando furioso, whom she played at the Teatro San Angelo, Venice, in November 1727.

This drawing belongs to an album of operatic caricatures mainly by Marco Ricci and Anton Maria Zanetti the Elder, an intact album from the library of Joseph Smith. Zanetti and another Venetian collector, Francesco Algarotti, owned similar albums, with many of the caricatures copied or traced, with identifying inscriptions. Zanetti's album is now in the Fondazione Giorgio Cini, Venice, and Algarotti's belongs to Albert Gellman and is in the Israel Museum, Jerusalem.

Opera was an important part of Venetian society and culture, and such caricatures were circulated among friends and collectors for light-hearted amusement. Joseph Smith was a keen opera lover who was married to the English opera singer Catherine Tofts and kept a box at the Teatro San Grisostomo in Venice. He collected operatic caricatures of the singers and performers of the day as well as artists and other well-known characters by Marco Ricci and others, and had them bound into this album. The drawings were shared and circulated among the three collectors and their circle as light-hearted amusement, but the artistic caricature was also a long established practice in Italian art.