Jessica Ryan: Redhead With A Big Rack

Captain Jack interviews Jessica Ryan

Jessica has two things that are becoming rare in porn, sexy red hair and a big natural rack. Jessica has both of those going for her! She is a very good performer who is starting to work in some bigger projects. I talk to her about her career and where she’s headed!

Jessica Ryan

Captain Jack: Tell me about Jessica Ryan.

Jessica Ryan: I happen to be in my home state right now, I grew up in Arizona. For schools, I was all over the place. I went to a specialty high school where it was computer sciences and performing arts. I’ve kind of dabbled in both fields. I was a pretty good student and I took a lot of dance. I’m kind of a computer nerd so I was in the process of getting certified but it wasn’t really a career path I wanted to take. I had fun learning to make my own Ethernet cable and all that stuff. It’s interesting to learn but it gets redundant real quickly. I couldn’t really fathom doing that from 18 years old on.

CJ: How old are you?

Jessica: I’m 28.

CJ: You’re almost a MILF!

Jessica: Which is hilarious because people never guess my age. One of the things with the industry that drives me insane is age. Look at what we fashion ourselves after and that would be Hollywood. And how often do they portray an age vs. they are an age. And in porn we have to be spot on with it.

CJ: How long have you been in the industry?

Jessica: March will be my two year pornoversary.

CJ: Being a little bit older when you entered, did you have regular jobs beforehand?

Jessica: Yes, definitely. I have gone through a couple of different majors. The very first major I played around with was anthropology. I realized that I may be a pretty die hard hippie at heart but that type of working environment wasn’t my thing. While I do have compassion, I don’t put myself out there for everybody, it’s just not worth it. I had a couple of different degrees that I worked on and I finally came down to getting certified for doing massage therapy. I was actually going to school to get into physical therapy. Then I kind of got into porn when I had my mid-20s crisis. (laughs)

CJ: There are two things that are striking about you. The first is your great red hair. This might be a stupid question but are you a natural redhead?

Jessica: Yes I am. I exaggerated it when I first got into the industry and now it’s my natural tone. So it’s not quite as striking as it is now when it’s a brunette-auburn. I went crazy with my hair and it worked for me. I love it. I hate dying my hair all the time.

CJ: You also have a very nice natural rack, what size are they?

Jessica: 34C. I know logically, I have great tits but I love big fake tits. It’s totally a fetish of mine. I’m pretty much guaranteed to motorboat a girl with big fake tits.

CJ: So when did they start growing? Did you drive all the boys wild in high school?

Jessica: Oh my God, I was totally an early bloomer. I had tits when I was in the 5th grade.

CJ: When did you lose your virginity?

Jessica: Not until I was 17. I don’t know why I was waiting for somebody I cared about or even loved because even at 17 I realized the chances are that the person would be a complete and total twat. So I had a friend and we did it in the back of his red Jetta. Conveniently for me, he had a smaller dick so it totally didn’t hurt. (laughs)

Jessica Ryan

CJ: Were you with girls before the industry too?

Jessica: Only a couple of times. It’s funny, I kind of turn retarded when I’m around girls. I just don’t know how to hit on them, I don’t. It’s not like a guy where you can just touch them and fuck them because you can’t do that to a girl. They’re going to be like, ‘Whoah! Where’s the foreplay?’ So I stumble on myself around women.

CJ: Were you promiscuous after that?

Jessica: I was a little slut between 17 and 18. I drove my poor mom insane because she was always concerned because she wasn’t meeting any of the guys that I was “dating”. They just weren’t worth meeting. I had a very strict rule of two weeks and we were done, if that. Finally, I got tired of that and I ended up in an 8-year relationship. It was supposed to be no strings attached because he was enlisted and was going to be moving in 3 months. I thought, ‘Fantastic! He’s not even going to be living here anymore!’ 8 years later, I finally left him. (laughs)

CJ: Did you marry him?

Jessica: We got engaged but I did not marry him. It pretty much ended up pushing me in the direction of porn. Because at that point, I had been very, very sexually frustrated.

CJ: How many guys did you sleep with before porn?

Jessica: It’s funny because, remember, I didn’t lose my virginity until I was 17 and it wasn’t on my 17th birthday. I would say probably about a dozen.

CJ: At what age did you learn the power of the pussy?

Jessica: Oh God, that’s a double edged sword because I don’t like being a manipulative individual but it wouldn’t honestly be the power of the pussy, it’s the power of being a woman because even as a little kid, I could start crying and get what I wanted. It would obviously be useful for certain things, in desperation, but it slowly progressed into the power of the pussy.

CJ: So you were sexually frustrated, is that why you joined the industry?

Jessica: It was a multitude of reasons. I wanted to get back into experimenting. When I was 18, I was really turned on by the idea of stripping but I never followed through because I had a very vanilla and very Catholic boyfriend who wouldn’t stand for that. I was quite happy going through that route. When I left him, it kind of reignited those exhibitionist qualities in me. Especially since my sex life had gotten so dry. The most adventurous thing would be having sex with him before he went to class and it was very, very standard missionary. If we got crazy, we would go into doggie or something. It was very bland.

CJ: So what did you do, did you send your pictures out to agents?

Jessica: Actually what I had done is that I logged onto and with going to school full-time and working full-time, the majority of the stuff just wasn’t working for me. And then I finally got an offer to shoot for Reality Kings. They were very legitimate and came across very professional so I decided to take a day off from work and go up to LA to shoot. It was actually Halloween. It was a huge career change for me so I took a long time to decide to shoot it. One day, I dropped everything and said ‘Fuck it’ and went up to shoot. Then I packed up the UHaul and went up to LA.

CJ: So what was your first scene like? You were sexually experienced but it’s different with all these people around watching you fuck!

Jessica: Oh dear God. It was a dorm room type of thing and I was shooting with another girl and two other guys. We were supposed to be these college girls who were entering a contest for money so they could fund their spring break. We went to the room with these two guys, Logan Pierce and Xander Corvus, and we destroyed the room. It was done all reality style. We sit them down and blindfold them and do this lapdance for them. By the way, I’m totally not a stripper and this other girl was ‘Oh, it’s perfect!’ So I was all awkward and she was doing a proper lapdance. Meanwhile, there were 12 extras who were standing around. The way we won this contest was by being wild and crazy and fucking these guys. It was quite a whirlwind but I realized that I am totally ok in being butt ass naked and fucking in front of people with a complete stranger. I left unscathed. I think I can do this.

CJ: You weren’t nervous at all?

Jessica: Oh yeah, I was nervous. Fortunately with Reality Kings, it’s shot like amateur and I told them I didn’t know how they wanted me to be in that sex position. I’ve honestly never seen it and it’s Reality Kings and I don’t even know if it’s out.

Jessica Ryan

CJ: What’s your favorite position?

Jessica: It really depends on the dick. If it’s an upper curved dick, I love doggie. If it curves off to the side, sometimes it can be spoon and sometimes it can be variations of mish. But my absolutely favorite thing is spontaneous sex.

CJ: Do you have any favorite scenes?

Jessica: Oh, I have so many. I honestly like all my Naughty America scenes. The first one was a little awkward because I was brand new but it was still good. I shot with Johnny Castle and thank God he was amazing in positioning and helping me figure that shit out. (laughs) I didn’t know what the fuck was happening! It’s so hard because I don’t always watch my scenes afterwards.

CJ: I just reviewed you this week in James Deen’s Sex Tapes: Off-Set Sex 2 …you were awesome in it!

Jessica: I actually haven’t seen that one! That was so much fun and probably the easiest shoot I have done to this day. He came over to the little studio apartment I had in North Hollywood. He asked if there’s anything I wanted to do and I told him I planned on going to a comic book store so we went down there and chatted for a bit and came back to my place. It was more like hanging out than actually shooting. It was probably the easiest sex I had with a dick that size and he clearly knows what he’s doing. It’s not like jabbing and just by his size, it was a really easy scene to shoot and really fucking fun.

CJ: You are also a supreme cocksucker. You were great in Sloppy Cocksuckers 1 and 2 and Sloppy Head 6. You give good head.

Jessica: Do I? I enjoy giving head.

CJ: I don’t know first hand obviously but…

Jessica: Well, (laughs) I truly enjoy sucking dick and that’s one of the things I might have been missing when I was engaged. I didn’t enjoy sucking his dick that much and the inner slut came out when I left him and it was like I found a new found passion.

CJ: Have you always been sloppy?

Jessica: I’ve always been sloppy like that. It’s just easier. Why do you need to swallow it? It’s just your spit, just make it sloppy.

CJ: A lot of the guys in porn are older. Does it ever bother you to work with older men?

Jessica: Oh dear God no. I totally have an older guy fetish.

CJ: What’s the oldest guy you’ve been with off-camera?

Jessica: That’s a very good question. (laughs) I’d say probably late 60s.

CJ: What do you like sexually? What gets Jessica wet?

Jessica: It’s a mixture because you can get desensitized to either or very easily. And, oftentimes, even with fucking in that moment, I like it to switch up. I’m a power play type of person. Being that I’m a switch, I like to have control and I like to have control taken from me. It varies from there. It doesn’t have to be within the BDSM type of extremes; it can be in the forms of passionate love making to animalistic fucking. The more the merrier.

CJ: How often do you cum on camera?

Jessica: Oh dear God. It’s really stupid how easily I cum. I don’t count.

Jessica Ryan

CJ: How often do you masturbate?

Jessica: (laughs) To be honest, like 3 times a day or so. It depends on whether I’ve been laid or not. If I haven’t been laid, then chances are, it’s a lot.

CJ: I take it you don’t have a boyfriend or a husband?

Jessica: I have a couple boyfriends.

CJ: Favorite method? Hands? Toys? Hitachi?

Jessica: All of the above. The Hitachi is a lot for me to take but I actually like it. I like to desensitize myself with it because it makes it easier for me to shoot scenes. I desensitize myself just a little bit because otherwise if I cum too hard and too often, it can be fucking exhausting to shoot.

CJ: When a guy pops, where do you prefer it?

Jessica: It’s so hard to say. I love creampies. I love eating cum. To be honest, I don’t want to enjoy anyone’s fantasies but I don’t like facials. It’s my weird little quirk, I don’t even like water on my face. I would rather swallow a load or have it on my tits or I would especially love a creampie.

CJ: Are you going to do anal?

Jessica: Yes, I’m actually in talks to shoot one.

CJ: A popular genre in porn is like the stepdaughter getting with a stepdad and stuff like that. Have you ever been in an inappropriate sexual relationship?

Jessica: No I haven’t and I would love it but I’ve never been improper. I have all sorts of filthy things in my head. (laughs)

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

Jessica: Personality. That’s the biggest turnon and the biggest turnoff for me.

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

Jessica: That I’m a filthy little slut. (laughs)

CJ: What are you like off-camera? What are your hobbies and interests?

Jessica: I like a lot of things actually. I really want to get back into mountain biking. Ever since I moved to California, I haven’t found an area that I like. I also paint. I am picking up a camera and learning how to shoot. Painting can be kind of tedious. I do a lot of random shit. I’m kind of a comic book nerd if you haven’t picked that up. (laughs) I have quite the plate of random things I do.

CJ: What kind of music do you like?

Jessica: It’s a pretty eclectic thing. It depends on my mood. I range from anything from Classical, Jazz, Lounge…not like Classic Jazz, that makes me want to shoot myself in the head. (laughs) Then I go into classic rock, some rap and hip hop, especially old school. I also like EDM and a little bit of country. I also like bluegrass but that’s typically when I’m drinking. (laughs)

CJ: What’s your favorite movie?

Jessica: I would say my all-time favorite is The Fifth Element. Tank Girl is pretty awesome then I like sappy shit like PS, I Love You and Avatar was pretty kick ass. I also like film noire’ stuff.

CJ: What’s your favorite TV shows?

Jessica: Of course, Game of Thrones. Honestly, I like a lot of the HBO series.

CJ: What’s your favorite food?

Jessica: Sometimes it’s Thai food and sometimes it’s just a good burger. Unfortunately I’m gluten free and dairy free because I’m allergic to cow’s milk. My love of food has been diverted.

CJ: What’s the kinkiest thing you’ve ever done?

Jessica: That would have been my 21-man gang bang. I have not done a gang bang on-camera but I have done one off-camera.

CJ: OK, if a chick calls me up and says she wants me to fuck her along with 20 other guys, I might have a problem, how did you get 21 guys?

Jessica: Oh, there’s a lot of guys who like fucking with their friends like that. It’s easy.

CJ: What does the future hold? Where do you see yourself in 5 years?

Jessica: I’m hoping to be wrapping up my psych major, I’m picking that back up again. And I’m going to be going down the route of sex therapy because we have horribly fucked up our minds by not making sex ok. Since I’ve gotten into porn, I’ve realized just how screwed up people are that they’ve been told that you can’t enjoy yourself.

CJ: Any upcoming scenes that your fans can look forward to?

Jessica: Hustler’s about to release A Family Affair. That was a really fun movie to shoot.

CJ: And how can the fans get ahold of you?

Jessica: On Twitter, Instagram I’m @JessicaRyanXXX and my website is

Jessica Ryan and Dahlia Sky

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Jessica Ryan Movies, Photos

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