May Wilson (1905-1986) was an American artist and figure in the 1960s to 1990s New York City avant-garde art world. A pioneer of the feminist and mail art movement, she is best known for her Surrealist junk assemblages and her "Ridiculous Portrait" photocollages.

Wilson was born in Baltimore, Maryland. When she turned 20, she married a young lawyer, William S. Wilson, Jr., and give birth to her first child. She continued to work until the birth of her second child, after which she devoted her energies primarily to mothering and homemaking. In 1942, the couple had prospered enough to move to Towson, Maryland, where she began to take correspondence courses in art and art history from several schools, including the University of Chicago.

In 1956, her son, the writer Williams S. Wilson, gave to Ray Johnson, the founder of the New York Correspondence School, his mother's address. This began a friendship and artistic collaboration between Johnson and Wilson, which would last the remainder of her life. Wilson became an integral part of Johnson's mail art circle and was initiated into the New York avant-garde through letters and small works that she exchanged with Robert Watts, George Brecht, Ad Reinhardt, Leonard Cohen, Arman, and John Willenbecher.

When her marriage dissolved, she moved to New York City in the spring of 1966, aged 61, taking up residence first in the Chelsea Hotel and then in a studio next door, where she threw legendary soirées and became known as the "Grandma Moses of the Underground". By the time she arrived, Wilson was already working with photomontage techniques. Encouraged by Johnson, who had sent her magazines through the mail, she scissored patterns into images of pin-up girls and muscle men until they resembled doilies or snowflakes, as Wilson called them. Around this time, she also began her series of "Ridiculous Portraits", for which she would ride the subway to Times Square, where she made exaggerated faces in photo booths. She then would cut and paste her photo-booth face onto postcards, along with Old Master reproductions, fashion shoots, and softcore magazine pornography. Her collages and humorous self-portraits were made as gifts and mail-art items for her friends and were not widely known until after her death. She was also an innovator of junk art assemblages that incorporated real objects, such as high-heel shoes, bed sheets, sauce pans, toasters, liquor bottles, ice trays, and wrapped baby dolls. She died of pneumonia on Sunday, October 19, 1986 and was survived by her children, William S. Wilson, III, and Mrs. Betty Jane Butler as well as six grandchildren, and a great-granddaughter.