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Kelly started out as a stripper at the Baby Dolls in Ontario, California, first performing at age fifteen (although she lied and said she was 18). After she broke up with her then-boyfriend, he called the club up and informed them of her true age, which prompted the club to fire her. Later, when Kelly turned 18 she returned to the club; in her words "they didn't even recognize me."
She later did live sex shows with Tiffany Million at the O'Farrell Theatre in San Francisco, and the two took a trip to Las Vegas to see the AVN Awards show in 1993. She met Cal Jammer in 1993 at the above-noted CES convention (who had briefly dated Tiffany Million some years prior) and married him a month later.
Kelly started her own production company in October 1998. In April 2006, Penthouse Magazine acquired the assets of Jill Kelly Productions, which had filed for bankruptcy. Penthouse paid $1.765 million for the entire JKP back catalogue and nearly 60 as of yet unreleased features.