May Wynn in The Caine Mutiny (1954)
Donna Lee Hickey|
January 8, 1929
New York City, New York, U.S.
Jack Kelly (1956–1964; divorced)|
Jack W. Custer (1968–1979; divorced)
Wynn, who grew up in Forest Hills, New York, is descended from a line of performers. She is the granddaughter of Bertie Black, a musician in vaudeville, and her father, Ray Hickey, was a song-and-dance performer in vaudeville. Her early jobs included modeling, working in a department store, and being a page at La Guardia Field. Outside of work, she won a variety of talent contests. She is of Irish descent. 
She began performing under her birth name at New York's Copacabana nightclub at 17. She was tested for the lead in From Here to Eternity, but Donna Reed won the role. In 1954, she adopted the stage name of May Wynn after she played a character of that name in The Caine Mutiny. Wynn later was cast as the lead actress in the 1956 feature films The Man Is Armed and The White Squaw, and in the Jack Webb-created NBC television series, Noah's Ark, in which she played opposite Paul Burke and Victor Rodman. In 1959, she guest-starred on Perry Mason as Donna Sherwood in "The Case of the Glittering Goldfish".
On October 14, 1956, in Quartzsite, Arizona, she and actor Jack Kelly, whom she played opposite in They Rode West, Taming Sutton's Gal and Hong Kong Affair, wed. They divorced in 1964. She was married, secondly, to Jack W. Custer, from 1968–1979. That union also ended in divorce. May Wynn has no children.
- "May Wynn – The Private Life and Times of May Wynn. May Wynn Pictures". Glamourgirlsofthesilverscreen.com. Retrieved August 10, 2017.
- "She'll Reign at Lensmen's Ball". The Daily News. New York, N.Y. 9 January 1950. Retrieved 19 September 2018 – via Newspapers.com.
- Adams, Marjory (9 June 1959). "Movie Question Box". The Boston Globe. Retrieved 19 September 2018 – via Newspapers.com.
- Alexander, Linda J. (2015). A Maverick Life - The Jack Kelly Story. BearManor Media. Retrieved 18 September 2018.
- Thomas, Bob (9 December 1953). "'Caine's' Female Star Changed Name, Luck". Miami News. Associated Press. Retrieved 19 September 2018 – via Newspapers.com.
- Lane, Lydia (March 3, 1957). "May Wynn's Discovery". Los Angeles Times.
- "Divorce Granted to May Wynn". Los Angeles Times. October 20, 1964.
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