Pittore graduated from Port Washington High School (1961), where he was active in the political and debating scenes.
It allowed him to begin studying with American feminist painter Joan Semmel at the Brooklyn Museum Art School.
[10] Pittore's works have been shown in such places as Italy, Belgium, Tokyo, Chicago, New York (Museum Modern Art, Getty Institute for Art History & The Humanities, New York City Public Library), Los Angeles, Spain, Norway; and now hang in private collections throughout the world.
Due to the devastation caused by the outbreak of HIV/AIDS in the 1980s, Pittore left the lower East Side of Manhattan and moved to Maine permanently.
[16] Pittore painted in the figurative and portraiture style; focusing mainly on the nude form of study.
He did not shy away from either voicing his opinion in letters to the editor or removing his exhibits from art galleries or public showings.
[7][17][18] The colors red and green (symbols of the Italian flag) were two essential components in Pittore's work that defined his belief and understanding of complementary palette application.
For this, he painted entirely in black and white due to the fact that the portraits were modeled after 19th-century photographs of Abraham Lincoln.