To say Dee Williams has a naughty side is an understatement the size of her home state of Texas. "I mostly fantasize about things I cannot, have not, or should not do," she once said. She's taken that open-minded sensibility and turned it into an award-winning career as one of porn's go-to MILFs. A late bloomer, Williams did not even experiment with masturbation until her later teen years. When she lost her virginity during her freshman year in college, she began to embrace her sexual side. "It was a very good experience and we dated for a few weeks, just enough to get the job done," she later joked in an interview with Adult DVD Talk. After college, Williams became a teacher, but she soon realized saucier passions might prove more lucrative and satisfying (in every sense of the term). After moving to Los Angeles, she became involved in the BDSM scene. Initially, she was simply exploring her kinky side at a dungeon. "I was in it just for the spankings. It was great for me to have some BDSM play, but then I realized that I was making as much in a week there as I was teaching," she said. She soon took the plunge into the adult industry, where she shot initial work in kink and fetish scenarios. She expanded her footprint with mainline boy/girl a few years later, although she admitted the transition caused some anxiety. "I was very nervous about it for the first six or eight months or so and then kind of found my stride and just felt a lot more normalized in what I was supposed to be doing and how to be how to be the one who's choreographing everything," she told HotMovies in 2019. By the early 2020s, she was routinely scoring MILF Performer of the Year nominations at major award shows like AVN and XBIZ. A notable performance in MILFY's high-profile The Older Woman helped power her to Adult Empire's 2024 MILF Performer of the Year prize. Her ability to adapt is key to her longevity, according to her HotMovies interview. "I've been blessed to be able to kind of work through several different genres over the years. So it's been nice that my career has been able to evolve, and now I get to do a whole bunch of different things," she said.