The Evolution of Jessica Ryan

Jessica Ryan Talks with Captain Jack

Jessica entered the industry 10 years ago (with a little hiatus included). And, like most people, she has grown and developed as a person over the years. This is the third time we’ve chatted. The first was back in 2015 and the second was after her hiatus last year. One of the great things about being in my position is that the more you talk to people, the more you become friends with them. I love talking to Jessica. She is so insightful and a great person inside and out!

Jessica Ryan

Captain Jack: You made your return to porn a little over a year ago. How is your return going?

Jessica Ryan: It’s been such an interesting journey. Super cool but super challenging. The industry is really focused on all of the new meat. I can appreciate it because now that porn is more “accepted” than before, they’re always trying to sample new things. The MILF thing was kind of a thing when I started. I remember I had a couple movies where I was shooting with another girl but, now, I’m feeling like the industry is MILF was synonymous with incest. I love kink and I love catering to fetishes but to have something just because you are in a particular age range, it’s a strange dynamic. It seems to be potentially dying down which I would love. Also, because there are so many performers now, they feel like they have to categorize them. Vicky Vette got in at 36 and they can still be highlighted but now, once you get to a particular age, you’re a MILF and you’re put on the side. However, there is a Female Performer category which, in generally, they’re all female performers. I’m not particularly fond of the classification. It’s really uncalled for the newbies to be getting all the highlights. If you think about Cherie DeVille and some of these fucking knockout performers. Like Brandi Love, she’s fucking legendary! You have them being put on the wayside because they’ve been around. And they’re by far better performers. A lot of people put MILF up there. If you look at the statistics, MILF is near the top. Thank God, stepmom is starting to go down. And teen is not in that range. But there are bookings that I won’t be booked for because I’m 35 years old but people will tell me that I don’t look old enough to be a MILF. At the same time, they’re classifying me with women that are older. That’s why the classifications suck.

CJ: Is there anything you’ve done in this go-round that you’ve never done before?

Jessica: A lot of incest porn which I’m not super keen on. (laughs) No, because I’ve shot anal before I took a break. I’ve been getting back into that. I’ve been considering doing my first DP but, no, I haven’t.

CJ: You said you missed porn dick. Do you even date off-camera?

Jessica: I’m picky. I used to date only civilians and not date within porn. That was a blind spot. Why would I not date a performer and I, myself, am a performer. It’s interesting that there are different prejudices in the industry that we all have. I started dating somebody in the industry. And I like it! It’s challenging. They’re a little bit older and they have a little bit more of an old school perspective on things. They don’t really want to talk about my work because it’s like a territorial thing. I imagine as men are raised, there’s always that concept of, ‘this is your partner in a possessive sort of way.’ That, for me, bridges on the unhealthy range. So, psychologically, that has an impact on people where it can be pretty difficult. But I loke older men so it’s interesting! We had a moment where I was shooting content because I don’t talk work with him. That’s fine, out of sight, out of mind. Whatever makes him comfortable. He saw that I shot content with somebody and it was without a camera guy obviously. It was just amateurishly shot. And he was super weird for a couple of weeks and I had to say, ‘OK, what the fuck is going on with you?’ And he said he’s comfortable if I’m shooting content with a camera person but not otherwise. Men are so challenging but we are a culmination of our experiences; how we were raised and all those things.

Jessica Ryan

CJ: You also mentioned that you might get your delicious natural tits even bigger. Is that going to happen?

Jessica: I keep on vacillating back and forth on that! I love my boobs! I love them! But I am here to make money. I don’t want my pocketbook to be the martyr. It’s just, in porn, especially as a MILF, there’s not really a clear classification for natural tits. There are the big and bustys if they have big ol’ titties but I like to stay fit so that doesn’t go in my favor. Then, there are big, busty MILFs, if you have augmentation. I don’t know! I’ve gotten by so far having natural boobs. I’ve never had surgery before, which kind of freaks me out. There are risks but I like my boobs! I’ve seen bad boob jobs! I want to do my research and try to hunt down a doctor because while I am shooting porn, I want to make money. I have fun doing this and why the fuck now?

CJ: Let’s talk about girls! If you were granted a lesbian showcase film, what four women would you want to be in it with you?

Jessica: That’s difficult! I really like shooting with Aiden Ashley. She’s always brought a really good energy. I just recently shot some content with Katy Jayne. She was a lot of fun. I shot for Girlfriends Films with her, Jasmine Wilde. I think that was my favorite girl/girl scene!  And Ashley Wolf! And Skylar Snow, I would shoot so much more with her!

CJ: Are you a fan of tribbing?

Jessica: Depending on how. I have found that with a Hitachi or some other vibrator, it’s better. I shot a scene with Skylar recently like that. There’s usually a gap in between there unless you’re a super flexible bitch, you put it there and you can grind on it together and cum really hard.

CJ: When you’re with a woman, do you like toys to be involved or do you just want it to be the two of you?

Jessica: I haven’t gotten to the point where I’ve had enough sex with toys with women where I feel like they’re another appendage of mine and so I know exactly what I’m doing. When I use my hands or my mouth, I know exactly what they’re feeling. Depending on the toy, especially if it’s a little more rigid, it always makes me a little bit nervous because I’ve had partners where they just jam things. It’s just so much easier using your digits.

Jessica Ryan

CJ: As I mentioned, you have a very sexy voice, do you have a Sextpanther!

Jessica: I do! I’m going to start doing it more often. I’m working on being more present for my fans. I have a lot of fun doing this and I have a lot of fun connecting with people.

CJ: How did you come up with your stage name?

Jessica: I wanted a name that I would respond to that I wouldn’t be, ‘Who?’ And I was using ‘Jessica’ as a bar name because it’s close enough to my real name. My agent at the time, the last name that I had chosen, they didn’t really like. They wanted to change it and I had no idea what to come up with. And they just came up with ‘Ryan’. I have no idea how they came about it, what kind of leg work they did but it works!

CJ: Did you watch porn before you got into the industry?

Jessica: I would sneakily watch it. When I was engaged, there was point where I had these bad allergies but I’ve always been a crazy, horny person. Sex could be uncomfortable at the time so that’s where I found out that I could masturbate and get myself off. I found gangbang porn and got obsessed with it. And because it was one of those dirty little secrets, it was behind closed doors. I never remembered any of the performers names and just watched it to get off real quick. It turned out that my fiance’ at the time did not like the fact that I was using a vibrator. He was one of those classic guys that was offended by toys. Sometimes you just want to get off! It’s a lot of energy to fuck another person!

CJ: Are you a size queen? Do you like huge cocks?

Jessica: In the real world, I would be considered a size queen. Even then, it’s such a relative thing. Dick is good for everything. I had a really good chemistry with this person and hooked up with them and he was smaller but it was the greatest size for sticking it in my ass! It wasn’t so massive that I had to be concerned about all the prep and the cleaning and all those things. He was right at that point where he could get that stretch and he could fuck my ass without destroying me and it was fucking phenomenal! But my g-spot can be a little difficult to get to if you’re less than average which is problematic. (laughs) But even guys that are even smaller are so good in other capacities that I’ve never been disappointed. So, I retract my statement! I am not a size queen! I just like good sex! If they can accommodate in other capacities, it’s all good!

CJ: Do you have any fantasies you would like to live out on camera?

Jessica: Yes! I have so many and they just get so elaborate. I’ve done DP’s in my personal life and I would love to do porn dick DP’s. Assgasms, I their own right, are just mindblowing. I cum very easily with my pussy. And I’ve done regular dicks, normal, civilian sized dicks for a DP and I just had to be a puppet because it was amazing. I don’t know, I might just be out of my mind if I did a DP! But that’s a very straightforward fantasy I think. I haven’t done a gangbang which is fucking crazy because that really is my preference. Group sex scenarios are delightful. I finally shot a group set scenario. Ana Foxxx brought me on for a think with Bellessa and it was so much fun! I remembered why I love group sex scenarios because my brain loves multitasking with all of the sex. Some of the storyline stuff I would really like to do. I’ve always been a nerd and I’ve been learning pronunciations for Old Norse and I have this role play fantasy with this guy that I’m dating and I want to do this whole Viking thing. It would just be a wet dream come true! It’ll happen at some point!

Jessica Ryan

CJ: You said you’ve done a couple of DP’s off-camera. Is it tough to set up with civilians?

Jessica: No. I think if you’re a perverse individual and open-minded that, typically speaking, you’ll naturally find like-minded individuals.

CJ: What do you look for in a guy off-camera?

Jessica: Somebody who takes care of themselves. It’s nice dating someone who doesn’t do drugs. Somebody who has interests and hobbies. It can be anything. I like other people having passion for things. And good with their hands, like being able to build things. I have dated people where I had to fix things around the house and it’s super annoying. (laughs) It’s a turn-on to have somebody else that is much more mechanically inclined.

CJ: What have you learned about yourself sexually since joining porn?

Jessica: I really like sex! It’s super funny, I love sex! (laughs) I am really, really picky. I have a very high standard and I think for a very long time, very few people meet that standard so I was just a big fucking slut. My libido is what it is; it’s super high. I realized as I’ve encountered more people that I’m into that, ‘Oh, I’m just a horny bitch!’ But if I go exactly with a ‘fuck yes’ then I wouldn’t be considered a slut in the slightest. I used to call myself a discerning slut and now, I’m just fucking picky.

CJ: If you weren’t in porn, what would you be doing right now?

Jessica: My life outside of porn has always been health and wellness. I was working on my Kinesiology major. I’ve been applying all that stuff to myself but lightly training other people.

CJ: Do you ever get recognized in public?

Jessica: I’m sure it’s possible. I’m not particularly a group kind of person like going out in crowds and everything. I keep to my own group.

CJ: What’s the kinkiest or wildest thing you’ve ever done off-camera?

Jessica: That’s a hard one! I had this friend whose fetish is a mutual fetish of mine. It coincides with my love of gangbangs but it’s where each of my partners cums in my pussy. He wanted to be underneath me when all of those happened. Then he would follow up and eat my pussy out and clean me up and then fuck me. I’d say that’s probably the kinkiest in a raunchy kind of category.

CJ: What can the fans expect out of Jessica Ryan in the next year or so?

Jessica: Oh God. More of me! I’m really working on my own stuff. I’m at this crossroads where I don’t know if I’m going to be directing for others. It’s a difficult world directing for others but then you have the resources to do so or if it’s just going to be I stick to producing my own stuff and let it crescendo from there. I definitely want to do my first DP. That is in the near future. I haven’t started shopping around for that but it will happen soon. I think more creative stuff coming from me. I’m learning more about the production side of things so I can mind fuck people more. Not just stimulate the more primal aspects of it but really dig in there, like role play.

CJ: And how can the fans follow you on social media?

Jessica: On Twitter, I’m @LoveJessicaRyan. And my website is CultofJess.com. Instagram is @LuvJessicaRyan.

Jessica Ryan

 

Jessica Ryan Movies, Photos, Talk


Pornstars, set up an interview with Captain Jack – message him through any of his forum posts (envelope icon,) or hit him up on Twitter.

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