Here are a few of the celebrities and notable women that have done pictorials in Playboy.
Marilyn Monroe (December 1953) (Never actually posed for Playboy itself)
Jayne Mansfield (February 1955)
Mara Corday (October 1958)
Ursula Andress (June 1965)
Carol Lynley (March 1965)
Kim Basinger (February 1983)
Janet Jones (March 1987)
Drew Barrymore (January 1995)
Daryl Hannah (November 2003)
Denise Richards (December 2004)
Music:
LaToya Jackson (March 1989/Nov 1991)
Fem2fem (December 1993)
Nancy Sinatra (May 1995)
Samantha Fox (October 1996)
Linda Brava (April 1998)
Belinda Carlisle (August 2001)
Tiffany (April 2002)
Carnie Wilson (August 2003)
Deborah Gibson (March 2005)
Willa Ford (March 2006)
Sport:
Svetlana Khorkina (November 1997 Russian edition)
Katarina Witt (December 1998)
Tanja Szewczenko (April 1999 German Edition)
Joanie Laurer (November 2000 and January 2002)
Gabrielle Reece (January 2001)
Kiana Tom (May 2002)
Torrie Wilson (May 2003 and March 2004 [the latter with Sable])
Amy Acuff (September 2004)
Amanda Beard (July 2007)
Ashley Harkleroad (August 2008)[49]
Television:
Linda Evans (July 1971)
Suzanne Somers (February 1980 and December 1984)
Dana Plato (June 1989)
Shannen Doherty (March 1994 and December 2003)
Farrah Fawcett (December 1995 and July 1997)
Women of Baywatch (June 1998)
Claudia Christian (October 1999)
Shari Belafonte (September 2000)
Brooke Burke (May 2001 and November 2004)
Susie Feldman (August 2008)
Sally Struthers said in an interview that during All in the Family she was offered a fortune to do a Playboy spread. (I don’t remember the amount- I want to say 1 million but it may not have been that much, though I'm sure it would be well over that in 2011 .) She said not doing it is the decision she regrets the most: in addition to the fortune that money could have made her if she’d invested it (example: imagine what a house you bought for $200,000 in L.A. in 1974 would be worth today- well, okay, probably about $150,000, but there was probably a window when you’d have been able to sell it for well over $1 million plus you wouldn’t have a mortgage) she’d have a memento of when she looked good naked.
A couple others that could be added are Suzanne Somers and Denise Crosby.
Denise first appeared in 1979 when she was billed as Bing’s granddaughter and resurfaced nine years later when Star Trek: TNG went on the air.
Somers had photos from several years earlier appear in 1980 and four years later did a photo shoot. Her career went about as successful as you could hope for someone who first came to prominence as a dumb big breasted blonde.