Prompted by a friend, she attended Playboy's 50th Anniversary Playmate Search in 2002 held in Farmingdale New York and was on the cover of Playboy's Special Editions May/June 2004 Voluptuous Vixens. She has appeared on the covers of 3 Special Editions issues and appeared in a total of 14. In 2004 she also was a phone sex operator. In 2005 and 2006, Lynn was one of the top 20 finalists for the Playboy Special Editions Model of the Year competition. In 2005, she wrote the column "Ask Mandy" for Voluptuous Vixens, addressing questions of a sexual nature.