Weinergate: Sydney Leathers Interview

Captain Jack interviews Sydney Leathers

Sydney is a girl who was caught up in a political scandal recently. She capitalized on her fame and made and adult movie. I thought she was outstanding in it and said so in my review. I caught up with her recently at Exxxotica in Chicago and found her to be a very intelligent, well-spoken, GORGEOUS woman. We talked for about a half hour and I found Sydney to be very engaging. We talked about the scandal that catapulted her into the spotlight but, mostly, we talked about sex and what’s next for her porn-wise.

Sydney Leathers

Captain Jack: Tell me about Sydney Leathers. What kind of girl were you growing up, family life, etc.

Sydney Leathers: I was always really popular in school but also really nerdy. I was in a huge scholastic bowl and stuff like that. I was never very athletic but I was always into intellectual kind of stuff. I’ve always been into politics. I have two older brothers. I’m super close to them and my dad. Always have been. I went to a private Christian school for a couple of years so that’s kind of funny.

CJ: You’re obviously very attractive, you were popular, when did you lose your virginity?

Sydney: I think I lost my virginity freshman year actually, or right before freshman year. There’s no good story behind it but a lot of rumors went on about me in high school. People thought I was far more promiscuous than I actually was and that’s part of being a pretty, popular girl in a small town. People talk and guys start rumors. I remember this one guy, I literally did nothing more than make out with him and if you ask anyone I went to high school with, they thought I fucked this guy. (laughs) I guess everyone kind of expected me to make a name for myself but no one expected it to happen as quickly as it did or in the way that it did. I definitely made a lot of people in my home town jealous.

CJ: When did you discover the power of the pussy?

Sydney: I think probably when I was 14 and I’m not even kidding. (laughs) That sounds terrible but I’m serious. (laughs) Puberty hit me when I was 12. So probably 2 years into  it, I realized, I can do something with this. (laughs)

CJ: Have you ever gotten something big because of it?

Sydney: Oh, definitely. I’ve had sugar daddies in the past and most of my sugar daddies were men I never had to do anything sexual with. It’s more about teasing them and making them think that I wanted them. I had one sugar daddy who was ok with me checking in with him occasionally. He just wanted to feel like I was a part of his life a little bit so I would occasionally tell him what was going on or talk about my relationship issues and he would pay my rent or anytime my car had problems, he would take care of that. So I would definitely let girls know that they don’t have to put out to have a sugar daddy. You can make that situation work with the right guy without having sex with him.

Sydney Leathers

CJ: For those people living under a rock, can you tell us how you came to fame?

Sydney: Anthony Weiner was a politician from New York who had a scandal that had nothing to do with me back in 2011. I was already a big political nerd. And I was a fan of his. I had him on this pedestal. But I was disappointed in him because he lied and tried to say he was hacked and all this crap. Then it turned out that he wasn’t hacked, that he had accidentally tweeted out a picture of his crotch. And he resigned from Congress. I sent him a Facebook message and told him he was my hero, I believed in him when he said he was hacked and I defended him and ended up looking like an idiot. That type of stuff, just to make him feel like an asshole. I was disappointed in him. He didn’t respond for 9 months but when he did, he poked me on Facebook and sent me a message that he was sorry he let me down and that kind of bullshit. (laughs) Pretty quickly, he started looking at my pictures and told me how gorgeous I was and buttered me up from there.

CJ: And then he texted you a picture?

Sydney: I’m not sure how it started but I think he asked for pictures of me first before I got the dick pictures from him. It didn’t even start out 100% sexual at first. He would send me messages asking me to send him pictures of what I was wearing because he wanted to be involved in my life. ‘I want to see what you look like today. I want to see what shoes you’re wearing.’ That was a big thing for him because he LOVED me in heels. So if I was wearing heels, he especially wanted to see pictures. I remember one time, he got mad because I posted a picture on Facebook a picture of my high heels before I sent it to him and he got jealous. (laughs) Just mild stuff like that at first. Then he would ask for racier stuff so I sent him pictures in lingerie and I would tease him and drag it out a little bit. I got at least one penis picture and then I sent him some nudes or me in see-thru lace panties and stuff like that to get him going. And we would have phone sex too.

CJ: How does it come out to the public?

Sydney: What happened was in April of 2013, that’s the last time Anthony reached out to me and he kind of spooked me. In hindsight, I’m certain he wishes he wouldn’t have done this. He ended up telling that his brother knew about us. First of all, I didn’t even know he had a brother and secondly, how in the hell does this brother that I never heard of know about our situation? So that kind of spooked me and I already knew he was running for mayor. So I have this idea in my head that they’re having these meetings to shut me up and I got kind of paranoid wondering who all knew about us? And also, I had an ex-boyfriend that I was trying to rekindle things with in April of 2013. And he saw on my phone, when you have a locked screen, it’ll show you have a text message or whatever and Anthony sent it from his personal account. My ex kind of held it over my head and threatened to tell people about us and it was a combination of those things. I decided to send stuff anonymously to a gossip blog. The owner of the blog actually did protect my anonymity and didn’t tell who I us but it was another website, Buzzfeed, that outed my identity and linked me to Anthony. In the beginning, I was getting ready to go back to school and, in my mind, I was thinking about school and I didn’t want my name or face associated with it because I thought it would ruin my life. I really didn’t want to be a part of it and I guess I was a little naïve that I could do that anonymously and not be outed. In a way, I’m glad that I was because it changed my life for a year AND I’m still going back to school. It just got derailed for a year.

Sydney Leathers

CJ: And you never actually met Anthony Weiner, right?

Sydnee: Well, sort of. On primary night, he obviously lost in the primary, which everyone knew he would. I actually crashed his party on primary night. And he ended up being late for his own party because the press and I were out front and he didn’t want to walk by me because he knew I was going to say some embarrassing shit to him. So they tried to take him through a McDonald’s back exit and we actually chased him. It was pretty hilarious. If you google it, it’s definitely on several websites. That was kind of our first meeting in person, I guess you would say. It was pretty awkward and funny. I just thought it was funny that I ended up stealing the spotlight and ended up getting all the press for his party. (laughs)

CJ: How did you make the job from the scandal to doing your first porn movie?

Sydney: What happened was that Vivid reached out to my manager and, at first, I was completely against the idea. I think my biggest hangup was that my family would hate me, which was completely irrational. I also felt like I was in a really overwhelming situation being linked to a scandal and I didn’t think I should add gasoline to the fire. Vivid did something really nice and they didn’t do this for any other girl, ever. They let me do a nude kind-of Playboy type photo shoot and then they filmed a behind the scenes video of the photo shoot. And that got me comfortable being naked in front of a crew. It made me realize that this is a professional thing and it’s not sketchy. I felt comfortable with my body and I liked the way everything turned out. After that, I decided I was ok with a movie. I had also had conversations with my family. They said I’m an adult and, obviously, everyone has sex. They said they’re not going to judge me for that and if I could live with it, then no one in my family was going to judge me. I got really lucky on that front. My family doesn’t think anything of it at all. My family’s been really supportive.

Sydney Leathers

CJ: That movie turned out to be Sydney Leathers: Weiner and Me. That came out late last year and I raved about you in it. One thing I like about you, as opposed to other reality stars that did porn or other people that became famous and did porn, was that you actually liked sex. You rocked the scene.

Sydney: Thank you. I had so much fun with it. I’m not lying when I say I didn’t have to bring anything; it all came naturally to me. I think it’s really weird when girls are in porn who maybe don’t love having sex or feel awkward in front of the camera, I feel like that shows. And I also feel like if you’re a natural at it, it also shows. Not to toot my own horn or anything, but I felt really comfortable in the situation. It was nothing weird or awkward.

CJ: Did it take practice, or a lot of cutting, to open up for the camera and stuff like that. Because shooting porn is different than having sex in real life.

Sydney: No. Honestly, I’ll give my co-star, Xander Corvus, and my director, Kimberly Kane, credit. They did a good job helping me with little things that I wouldn’t have thought of. Little angles and stuff like that. Honestly, there wasn’t a lot of starting and stopping or a whole lot of direction. For the most part, Xander and myself did what we wanted to do and it worked out perfectly. (laughs) I remember at one point, Kimberly and the photographer had left the room at one point and Xander and I continued on. (laughs)

CJ: Did you cum in the scene?

Sydney: Oh, yeah. I don’t know how many times. I am really lucky where if I’m having one orgasm, I can easily push myself into having multiples. So I honestly would have to watch it over again to count how many orgasms. But probably at least five. Even the solo scene, I felt like I got off a lot. (laughs)

CJ: And now you are in negotiations to continue your porn career?

Sydney: I’m in talks to shoot 3 more scenes before I start school.

CJ: Is it possible it could be more than 3?

Sydney: Yes, this is just what I plan on doing before my semester starts. But I definitely could see myself doing more. I’m not one of those that say ‘Oh, I’m only going to do this many films and I’m done with the industry.’ I love the industry. And the degree I’m pursuing is a radio-tv broadcasting degree but it’s not just for being in front of the camera, you also learn all the technical stuff behind the camera. I’m really hoping to produce or direct porn in the future, that’s a huge goal of mine for sure. I see myself in the adult world even if it’s not on camera for a very long time.

Sydney Leathers

CJ: So if you stay on camera, is anal a possibility?

Sydney: That’s something I thought about. Same with girl/girl sex; I would love to be with a girl; I’ve never been with a girl, so I would love for my first girl/girl and my first anal to be on camera. I think that would be really sexy. I love the idea.

CJ: What’s your favorite position?

Sydney: Doggie style, definitely.

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

Sydney: Hair pulling, a little choking, nothing that would make me pass out. Some spanking, I definitely like the rough sex, that totally turns me on.

CJ: How often do you masturbate?

Sydney: I would say I was a chronic masturbator until I got into a relationship but now that I’m I  someone that I can use and abuse whenever I want (laughs), it’s not as frequent. But still a few times a week even though I have a boyfriend.

CJ: Favorite method? Hands? Toys? Hitachi?

Sydney: I fucking love my Hitachi. I would like to marry my Hitachi. (laughs)

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

Sydney: It kind of depends. I don’t have a preference, whatever turns the guy on turns me one. I don’t mind a facial, I don’t mind a guy cumming on my tits, ass, whatever. I don’t really care. It’s all kind of hot. (laughs)

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

Sydney: Well, obviously, I’m really excited to be going back to school; I love to read; I like to paint. I do a lot of abstract art, kind of Jackson Pollock-looking like splatter paintings and stuff. It was actually one of my side jobs before all of this happened. I’m getting ready to sell my paintings on=line. I make jewelry; I’m a huge animal lover, I have cats. Actually, I’m a huge homebody, everyone expects me to be this wild party girl but, in actuality, I’d rather stay home and read or have a really nice night in because I don’t really drink. So, to me, there’s really no appeal in going out to nightclubs.

Sydney Leathers

CJ: What kind of music do you like?

Sydney: I like a lot of different kinds of music. Everyone would assume I like country music because of the area that I’m from but I don’t. I do like some rap but it’s not my favorite genre but I do like alternative rock.

CJ: What’s your favorite movie?

Sydney: That’s a tough one. Eternal Sunshine of the Spotless Mind is a good one. That definitely pops up in my head when I’m think about it. American History X is another good one.

CJ: What’s your favorite TV shows?

Sydney: I actually, this is probably embarrassing, but I watch too much television. It’s kind of one of my guilty pleasures. I like Masters of Sex. I enjoy that a lot. Last Week Tonight, Real Time With Bill Mahr, Daily Shoe, Colbert Report…anything with political humor I’m very much into.

CJ: Do you play video games?

Sydney: I’ve never actually played a video game in my life, isn’t that weird?  Especially having older brothers! (laughs)

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

Sydney: I actually let my boyfriend fuck me in a movie theatre. And not just in the theatre but in the doorway where everyone would be walking in. It would have been very, very easy to be caught( (laughs) But we both thought it was really, really hot. He was actually more nervous than I was. I just turned him on enough where he couldn’t resist. (laughs)

CJ: Well you could just drip the skirt or whatever, he had to tuck in so I can understand!

Sydnee: Exactly. I had a dress on and just to tease him, I popped my butt out a little and teasing him. I was showing him my ass. (laughs)

CJ: Also, just for the record, your breasts are spectacular, what size are they?

Sydney: Thank you. They are a 34 DD.

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

Sydney: On Twitter, I’m @SydneyElaineXO  My Instagram is Sydney_Leathers.. There are definitely fake profiles of me on all forms of social media but those are my only Instagram and my only Twitter.

CJ: Sidney Leahters is your real name, right?

Sydney: Yes it is. I keep joking to my parents that I was born for porn. (laughs)

Sydney Leathers

Sydney Leathers Movies


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

Leave a Reply