About Cynthia Maddox
Born 1941. Cynthia Maddox is an American model.
Cynthia Maddox (born 1940) is an American model who is best known for appearing on the cover of Playboy magazine five times in the early to mid-1960s, though she was never a playmate.
Initially a receptionist and secretary at Playboy's headquarters in Chicago, Illinois, Maddox rose to the position of assistant cartoon editor at the magazine. She dated Hugh Hefner in the early 1960s but left him when he wouldn't marry her.
Maddox attended Wright Junior College for at least one semester. She went on to attend the University of Chicago.
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Important facts
People in Cynthia Maddox's life
Named in this biography and alive at the same time
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Contemporaries
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Frequently asked questions
Who is Cynthia Maddox?
American model
When was Cynthia Maddox born?
Cynthia Maddox was born in 1941.
What is Cynthia Maddox's occupation?
Cynthia Maddox is a model.
What nationality is Cynthia Maddox?
Cynthia Maddox is American.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Cynthia Maddox. https://biography.guide/cynthia-maddox/
MLA: "Cynthia Maddox." Biography.guide, https://biography.guide/cynthia-maddox/.
Chicago: "Cynthia Maddox." Biography.guide. https://biography.guide/cynthia-maddox/.
Data last updated: 2026-09-20 · Spot an error? Report a correction.
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