How might the text and performance of sleepyhead, Cupid, have resonated with male audiences who were accustomed to thinking of women singers frequently as being courtesans?

Answer: Male audiences might have found it ironic for a supposed courtesan to use love as the main theme.

Explanation:

Barbara Strozzi's Amor dormiglione (Sleepyhead, Cupid!) is a lighthearted aria for soprano and lute that invokes the God of love.

Strozzi focused most of her works in secular music, especially arias with the theme of love.

Women Composers in Baroque Italy were not publicly recognized, because them showing off their talent was thought inappropriate.

Even though it has been implied that Barbara Strozzi was a courtesan, it hasn't actually been confirmed.