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Inspired by her cousin's (Janine Lindemulder) established pornographic career, Kelly Madison and her younger graphic designer husband (see Personal life) started an internet pornographic business beginning with her personal website, overcoming initial concerns about her advanced age for starting in pornography, and her never posing nude before.
After the initial success of the website, they expanded into filming pornographic DVDs, starring other performers. Their company was called 413 Productions, after the street address of the warehouse they rented for filming. The PornFidelity web site and a matching DVD line grew out of some threesome scenes with the couple and women that Madison brought home. The couple divide their responsibilities, with Ryan in charge of running the production company, editing videos and photos, web site updating, programming, advertising, and traffic generation, while Kelly in charge of booking talents, arranging sets, company finances, and promotions.
Madison has started a series of pornographic web sites. KellyMadison.com focuses on her appearances. PornFidelity.com focuses on threesomes, swinging with her husband, and women that she brings home.