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Latest HUSTLER Magazine cover issue
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October 2022

Kenzie Anne
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Photo courtesy of Wendy Williams
Featured Article

Wendy Williams: XXX Trailblazer

In adult entertainment, it takes a lot to stand out and become a household name. Over a groundbreaking 20-year career, trailblazing trans performer Wendy Williams has done just that, breaking down barriers, changing the status quo for the XXX industry and giving her fans two decades of orgasms. 

We had the pleasure of interviewing this tour de force about her storied career, struggles and future plans. Sit down, get comfortable and prepare to celebrate this iconic performer!

HUSTLERMagazine.com: You’re coming up on 20 years in the adult industry—congratulations! When you started out, did you see yourself being in the biz for this long?

Wendy Williams: I had no idea I would last a few months, let alone 20 years. I started dabbling in the adult industry in the late ’90s when there was [a] very limited [number of] trans women appearing in the industry.  After moving to Ft. Lauderdale for an AOL relationship (yes I said AOL), I needed money to move and start my transition, so I reached out to one of the only trans companies (Grooby) and got booked for a site that was called ShemaleYum then. It was so long ago that video [format] hadn’t really taken off for companies, and I was paid to do three photo sets that went live in June of 2002. I had always been so awkward about my body and sexuality as a guy that once I started dressing and living as Wendy full-time it became empowering that people found me attractive, and I could finally embrace my sexuality.

Photo courtesy of Wendy Williams

What do you feel has led to you having such a long and prosperous adult career?

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