Dee Williams Talks with Captain Jack
Dee has been in the industry since 2004 and she’s only getting better! This legendary performer started in the fetish world and is now doing anything on everything on-camera! Dee and myself have always chatted on Twitter but we never did an official interview! Until now! She is just a fantastic woman and she has had an incredible career. Luckily for us, it’s not close to being over!
Captain Jack: Tell me about Dee Williams.
Dee Williams: I grew up in Texas, I think that’s pretty well known. I started in porn when I was 25, something like that. I started in the BDSM side of things. So I got into all of this back when bondage and porno were almost completely separate industries. I did that exclusively for 5 or 6 years. I got involved with Kink.com as they were still a tiny company. As they started doing more hardcore shoots, I started to dabble in hardcore shoots along with them. Then about 4 or 5 years ago, I actually started doing more regular boy/girl porn. I had always done girl/girl and spanking and fetish and that sort of thing. Then about 4 years ago, I got an agent down in LA.
CJ: You started shooting fetish work were you in the kink community in your personal life?
Dee: Oh yes, absolutely. I was pretty active in my kink community in college and still when I graduated. I was in the community in Dallas and when I moved to LA, we were in a sort of where BDSM meets performance art. Some clubs had go-go dancers, I was in a troupe of people who were paid very minimally that went to BDSM clubs and put on shows of S&M scenes or bondage scenes. Also during that time, I worked at a dungeon in LA, not as a Mistress but as a professional submissive. It was kind of how I got my intro to all of this. One of the Mistress’ that worked there also produced spanking videos on the side. I got to know her and she hired me for a video and it snowballed from there. So that was how I got my start; from spanking videos to bondage to broader things.
CJ: Are you naturally submissive?
Dee: These days, I call myself a switch. For years and years and years, I called myself almost exclusively a bottom or a submissive depending on the person and the role. That’s where I found my happy place. Lately, it tends for me to cut along age lines for me. With younger men and almost always younger women, I like to take charge. Typically, with older guys, I would rather submit to them but that depends person-to-person. That first 3 or 4 minutes of meeting someone, particularly if they’re meeting someone kinky, it’s a fun little game of playing your dominance out and seeing where it’s going to lie. With different people, it’s different things.
CJ: You told me the other night that you had 34 Double D’s at 15?
Dee: Yes, I developed pretty early.
CJ: Did the girls hate you and the guys love you?
Dee: Yeah, it definitely changed. It literally happened over a summer. I left 8th grade looking like any other pre-girl; when I came back for 9th grade, fully stacked. It definitely changed. My brain wasn’t quite ready to process it. It definitely set me on a different track socially.
CJ: You also told me that you lost your virginity the first day at college and out of your parent’s house! Were you just ready or did some guy sleep you off your feet?
Dee: It was a combo of I was very eager to get out of my parents’ house and grow up and be independent. And, also, I was very ready. I had grown up in the south where promise rungs were a big thing and true love waits was a thing. ‘Only lose your virginity to the man you are going to marry!’ There was a lot of odd pressure put on to that. It almost works counter to me. What I don’t want is to be building up this one experience to be my be-all, end-all and feel a lot of pressure in life. I’d just rather do it in a no-pressure way. I wasn’t planning on going to college and losing it immediately but I met a very nice guy there. We got along great and things progressed and things moved faster than I would have anticipated them to but it was absolutely wonderful and I was in control of the whole thing. It was a very good experience and we dated for a few weeks, just enough to get the job done. But, yes, it ended up being the first day of college. I think I gave him a blowjob the first night so it was the second night.
CJ: When was your first time with a girl? Before or after that?
Dee: After that! Like I said, I grew up in Texas, a very Southern Baptist kind of area. So I didn’t get my own head straightened out until about 3 or 4 months into college. And that’s when I started experimenting with girls. Pretty quickly after that, it became a very regular part of my sexual life. As soon as I had my own actual apartment, I also started dating girls and having girlfriends and having more consistent relationships with women also.
CJ: Did you graduate from college and have any regular jobs?
Dee: Oh, yes! I graduated from college with a degree in mathematics and then taught school for 5 years. I had a whole separate career before porn. I taught middle schoolers. I was not nearly this fun when I was a middle school teacher, I was a very serious human being. It was absolutely wonderful, I love that kind of brain. I love being able to teach people math in a way that is not scary to them. To change people’s brains, to see them gain that confidence is really cool. But I basically left as I got more comfortable with the job, I started looking around. These last 10-15 years, teaching has really changed for the worse. It’s become a hard career, at least here in the U.S. A lot of the independence that teachers had to make a difference, they can’t do anymore. Everyone has to be very, very strictly doing this lesson on this day and no deviations. It’s become much less of an art form. So after a few years of doing that and realizing nobody likes dealing with administration, while I loved the kids, I wasn’t so fond of the job itself. So I moved on from that. And now I’m here and I can’t exactly go back now, can I? (laughs)
CJ: You got into the fetish shooting and then gradually did more and more. Was there a certain point where you felt that this is going to be your career?
Dee: Right around when I decided to call it quits with teaching, one of the reasons I did all that was that over the summer I had moonlighted at the dungeon and 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. And that was 16 hours at the dungeon as compared to crazy hours teaching. So it made it very easy to not go back. So almost immediately, once I started working there, it was almost instantly that I realized I was going to do this for a while. Then, after about 2 or 3 years, slowly transitioning from exclusively that to more video work to where I was almost exclusively doing video work. Producers were flying me across the country and I thought that I might be doing this for a long time! As Kink started to grow up in San Francisco, that was the same time that I realized that ‘Oh, not only am I going to be doing this for a while but I’ve already been doing this for a while and I’ve been doing it for as long as some of these other girls. So I just might be a lifer!’ I have been very lucky with the way that my life has turned out and the fact that the industry has grown up around me. When I started, it was very rare for any woman to be in porn past 29. That would be old back in the early 2000s. I feel like just recently, the industry has found a place for women in their 30s and 40s. It’s been kind of nice that way. I was pretty sure that I’d be in for about 2 or 3 years and it’s been good to me all the way through.
CJ: Then you started shooting boy/girl scenes but you didn’t just shoot vanilla scenes, you went hardcore with Legal Porno shooting double anal and the like!
Dee: To me, Legal Porno is on about the same intensity level as I was doing in BDSM. To me, I was already doing extreme sexual things with getting tied up and getting cattle prods…all of the intense BDSM play. Very soon after I got an agent, maybe a year, I went to Prague to do double anal. To me, I approach it a lot in the same way that I do my BDSM shoots. It’s going to be an intense day, it’s going to be hard to handle at times but when you get to the euphoric parts, it’s wonderfully intense. I come out of those days very happy.
CJ: For fans that are new to you, what are some of your favorite scenes that you could recommend?
Dee: Oh, goodness. That’s a hard question to answer because I have been blessed to have done so many different facets. You mention Legal Porno and, here in the States, Evil Angel, has done a great job of having some intense DP and double anal scenes with me. To me, that’s one of the things that I enjoy the most and it’s where I’m happiest with how the scenes have turned out. I start out all beautiful and, over the course of the scene, the sex just wears me down until I’m a disheveled happy mess at the end. I have a lot of those at Legal Prono and I did 5 or 6 gangbangs for Kink. That’s one way I could answer but also I have just as many fans who like to see my girl/girl. That has a completely different vibe to it but it also carries some of the same intensity. And then I have a lot of other fans who love to see me work with Trans women. It’s hard to pick one or two scenes because I just don’t know what to recommend. Whatever your genre is, I’m probably in there giving my best spin on it. I guess my suggestion is to just look around and find whatever appeals to you.
CJ: Do you like working with guys in your age range or younger studs?
Dee: That’s a good question! I like working with men who have intensity and confidence. So, mostly, that tends to be men on the older side of things. Not always though. There have been a couple of great young whippersnapper go-getter boys that have been very fun to fuck. But I also feel that I have lucked into working with some of the greats of the screen like Sean Michaels and Steve Holmes. It’s wonderful to work with a gentleman who has enough experience in porn to know how to fuck you in a way that the camera appreciates and makes us both look really good and also gives me orgasms. The things that these gentlemen do are just outstanding.
CJ: I received this question from a woman fan who wants to know if you’ve ever had a mind-blowing orgasm that you forgot the camera was even there?
Dee: Absolutely. Oh my God, yes. (laughs) I have definitely had orgasms that were so intense and situations that were so intense that I’m not performing as much as I’m just having the experience that the camera happens to be there documenting. That’s a lot of the way that a lot of BDSM is and was shot was to capture that sort of moment. So, I, in particular, back when a lot of my scenes were just me solo on-screen tied up with vibrators and clamps and whips and that sort of thing. I definitely had some orgasms that left me out of my brain entirely; screaming and carrying on and thrashing about. I’m not sure how pretty they looked but, wow, did they feel good from the outside. Similarly, I’ve gotten the chance to recreate some of those outside of BDSM just with pure sex. A lot of my Legal Porno days, there will be some moments where I come out of an orgasm and only at the count of 5 or 10 after that, do I realize, ‘Oh, right! We’re filming! I need to look pretty! I need to sound pretty!’ Sometimes you can tell I’m not faking orgasms because no mortal human would choose to sound like I choose when I’m cumming really hard! (laughs) It sounds a little like I’m possessed. It’s really good sex and from my internal reporting, it’s fabulous. You wish you could have orgasms as nice as I’m having. They don’t always looks pretty but they feel really good and I hope that resonates with people.
CJ: What have you learned about yourself sexually since joining porn?
Dee: Absolutely. One of the things that is lovely about porn is that it’s just a smorgasbord. You can pick the things you’re into and likely, you can get somebody to pay you to have that experience. When you approach it like that, you get a chance to do all kinds of things at a high level with skilled humans that might not be available to the average citizen out there in the world. I was not into anal at all when I started porn. So that has been a whole journey in and of itself. It took me years to get comfortable with my own body enough to wear it felt good. And then once it felt good, it felt great. Once I started doing anal and started enjoying anal, boy do I love anal! In some ways, I prefer it to vaginal sex. And similarly, double anal and triple anal are things that I never even thought that I would get a chance to do. Then I had a lot of things with BDSM that I can’t imagine I would have got a chance to do otherwise. I’ve gotten tied up to sink in quicksand, I’ve had all kinds of crazy suspension and machines built around me specifically for the purpose of fucking me into oblivion. It’s been a whole wide range of really cool things. I’ve had a lot of experiences with Trans women through porn and I’ve also had plenty of experiences with Trans women not through porn. That was having the access of knowing there were quality people out there and how easy it was to arrange a scene. That was my first chance to make love to a Trans woman. I don’t know if I would have had the guts to find someone to date had I not had that experience. Porn brought me a lot of good things.
CJ: Do you ever get recognized in public?
Dee: Yes. Actually, it was a funny thing. I had been recognized but it’s not terribly common. When I take off my makeup, I don’t look like the on-screen me, I look like a toned-down version. Some girls look more like themselves all the time and some girls really change when they take their makeup off and I think I’m one of the latter kind. I’ve definitely had, particularly when I’ve been on public transit or something else where someone else is staring at me, I’ve definitely had times where people have recognized me and sit across from me and try to place me. Oddly, I don’t what it is, but since quarantine, since we’ve all started putting these masks on, I’ve had probably twice as many people recognize me from just my eyes and the top of my face as I had at any point before that. But everybody who has come up to say ‘hi’ to me has been lovely and I’m always glad to meet people. And everybody has been super respectful and wonderful. To me, that’s a big advantage. I love knowing people connect with what I do.
CJ: And how can the fans follow you on social media?
Dee: On Twitter, I’m @DeeWIlliamsXXX. Instagram is @Real_Dee_Williams. I’m not terribly active on it because Instagram is Instagram. And OnlyFans is Dee Williams.
Dee Williams Movies, Photos, Talk
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