Cummings was born in Reno, Nevada, where she danced at a topless bar after leaving high school. Cummings later began working as a stripper in San Francisco, doing live sex shows at the Mitchell Brothers O'Farrell Theatre. In San Francisco, she became interested in fetish pornography, spanking, and BDSM. Cummings has been performing in fetish and BDSM films since her first starring film "Take-out Torture", released by Dungeon Video International in 1990. Cummings is also noted for her non-adult cameo appearance in Paul Thomas Anderson's 1997 film, Boogie Nights which she appears with her former adult stage partner Skye Blue. Cummings and Blue performed together for a number of years as part of a large breast nude review called "SkyeBlue". They formed an online partnership that reflected their two stage names and acted together in many adult films. They have since ceased their adult partnership, with both now owning and operating their own pornographic companies. Cummings latest productions has been the "Fetish Fairy Tails" series, released through Starr Productions, which depict traditional fairy tales given a sexual fetish twist.