This exquisite and enigmatic portrait and its pendant (1975.1.86) are most likely the works by the Venetian painter and illuminator Jacometto, recorded by the connoisseur Marcantonio Michiel in the collection of a Venetian patrician in 1543. Michiel, who praised them as "a most perfect work," identified the man as Alvise Contarini and the woman as a "nun of San Secondo" (a Benedictine convent in Venice). The paired portraits and the allusion to fidelity on the verso of the male effigy (a roebuck chained beneath the Greek word AIEI, meaning “forever”) would normally suggest a married couple; however, her possible status as a nun makes it difficult to determine their relationship. If the garment is a habit, which seems doubtful given her bare shoulders, she may have led a secular life as a nun or entered the convent as a widow. The portrait may have been commissioned platonically (such cases are known). Alternatively, the wimple-like headdress may represent an entirely secular and contemporary fashion trend. Perhaps the portraits, which probably fit together in a boxlike frame, were designed to hide their clandestine relationship.Illustrating the influence of Netherlandish painting on Venetian portraiture, the portraits are striking for their meticulous detail, highly refined technique, and luminous, atmospheric landscape backgrounds.