Born in Denver, Colorado, Moore was adopted by a Colorado couple when she was two months old. The couple later adopted a boy, who is now Chessie's only brother. Her late father was a traveling salesperson, and her family lived variously in Wyoming, California, and Georgia. Moore has been married to husband Steve for more than twenty years, and has six children: three stepchildren, and three from a previous marriage. She studied practical nursing in Casper, Wyoming and became licensed, but left her nursing job after a year to pursue full-time work in the sex industry. Moore has had at least two breast augmentation surgeries, and has stated that she would never have gotten implants were it not for her naturally lopsided breasts.

During her adult video career spanning from 1989 to 2004, Chessie Moore performed in more than 200 adult videos; she also directed four videos during 1998. She claims her favorite male pornographic actors to be Peter North and Ray Victory.

Her first magazine spread was the cover feature of the April 1990 issue of Gent (an experience she reports disliking strongly). Although her first experience was negative, she subsequently appeared as a featured model in numerous magazines from 1990–1996, and fondly recalls her shoot for the July 1991 Hustler Erotic Video Guide, an issue that also featured a short article about her.

Moore still operates a personal phone sexservice and a paysite. Although she has made numerous appearances in American strip clubs and pornographic magazines, today she prefers private functions for fans, including the production of made-to-order private videos.

She and her husband had been living in Florida until 2005, when they moved to a small town near Leitchfield, Kentucky.

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