This work "Woman with Straw Hat" was done in 1949 by Allen J. Shapiro, known as A. Jay. He was one of the earliest and most prominent US gay illustrators and cartoonists of the 1960s, 1970s and 1980s. He was a pioneer in the genre, creating the first ongoing gay comic strip ever, called 'The Adventures of Harry Chess: The Man from A.U.N.T.I.E.' Art historian Michael Murphy links Drums decision to publish Shapiro's strip to a key shift in gay publications and gay politics. Al Shapiro was known for his work as the Art Editor of the gay magazine Drummer. Shapiro also gained notoriety for the erotic artwork he created for the infamous Cauldron Club and Slot Bathhouse in San Francisco, in addition to the posters for many other gay bathhouses. 

This is one of his earliest known works. It was purchased at his family's estate sale.  I have several other pieces of his artwork as a high school junior - senior. He was quite talented. Guaranteed authentic original art by the hand of A. Jay.  

A. Jay's Full name was Allen Jonas Shapiro.