Mary Warren Dated Hefner: In the mid 1960s Occupation: Model Carol Imhof Born: March 13, 1948 Dated Hefner: 1970 Occupation: Model; Worked at the Playboy Club in Chicago Miscellaneous Information: She was Playmate of the Month in December 1970. Suze Randall Born: May 18, 1946 Dated Hefner: In the 1970s Occupation: Photographer, pornographer Miscellaneous Information: She worked for Playboy magazine in the 1970s and is still an active pornographer.Barbie Benton Born: January 28, 1950 Dated Hefner: 1971 to 1974 Occupation: Model, actress, singer Miscellaneous Information: Barbie Benton was never Playmate of the Month, though some people think she was at some point because she appeared on the cover of the magazine several times.
Going back to Kimberley Conrad, the wife he married in 1989, even she was 36 years younger than he.
Heather Waite Dated Hefner: 1978 Occupation: Former Playboy mansion secretary Candy Loving Born: September 4, 1956 Dated Hefner: 1978 Occupation: Model Miscellaneous Information: Loving was Playmate of the Month in January 1979. Terri Welles Born: November 21, 1956 Dated Hefner: 1980 to 1981 Occupation: Actress, model Miscellaneous Information: She was Playmate of the Year in 1981.
Shannon Tweed Born: March 9, 1957 Dated Hefner: 1981 to 1983 Occupation: Canadian actress, model Miscellaneous Information: Tweed was Playmate of the Month in November 1981 and was Playmate of the Year in 1982.
Carrie Leigh Born: August 25, 1963 Dated Hefner: 1983 to 1987 Occupation: Former model, founder of magazine (2007) Marina Baker Born: December 8, 1967 Dated Hefner: 1987 to 1988 Occupation: Former model and actress; currently a journalist and children’s book author; also a politician in England Miscellaneous Information: Marina was Playmate of the Month in March 1987.
She now goes by the name Marine Pepper in her journalism, author, and political days.