Maddy O’Reilly Talks with Captain Jack

Maddy is one of the all-time legendary performers, at least in my opinion she is. She is beautiful with a great body and her performing skills are incredible. She has been out of the industry for 4 years now but she’s back and better than ever! Maddy and myself have been friends for a while now and she is just a good soul. My first interview with Maddy was when she was only a couple of years into her career. Then, she started doing anal and we chatted again. Who knew that she would become an anal queen? The last time we talked on the record was when she started to direct in 2016. Through it all, we talked about her kinks and this one is no exception!

Maddy O'Reilly

Captain Jack: You’ve been away from porn for 4 years. Why are you coming back?

Maddy O’Reilly: I am coming back because as much as I enjoy being my own boss with OnlyFans, I really miss being on set. I also really miss doing conventions and this gives me the push to do more.

CJ: Why did you leave originally?

Maddy: I ended up moving back to North Carolina to be closer to my family right as the pandemic was starting. The world shut down and being on the other side of the country didn’t make it convenient to jump back in.

CJ: What were you doing while you were away?

Maddy: Doing OnlyFans, traveling and working on my body. The entire time I performed, I wasn’t very into fitness. It will feel good to come back as the hottest version of myself. I was doing all of that crazy stuff with no real endurance so now I am excited to see what Kinds of things I can pull off.

CJ: What did you miss most about the industry?

Maddy: The sets, the creativity of some of the projects I was honored to work on. I also just miss showing up on set and my only worry being performing well. When I shoot myown things, I have to worry about so many more details.

CJ: Did you ever keep in touch with people from the industry?

Maddy: I do! I have a few close friends that I still regularly talk to.

Maddy O'Reilly

CJ: You’re older now, is it going to be tough competing with a new generation of porn girls?

Maddy: I don’t really see other girls as my competition. I am still the same Maddy O’Reillybut now with a lot more confidence. I am excited to work with the newer generation. Maybe they can even teach me a thing or two.

CJ: Are you going to be the same slutty anal performer that you were?

Maddy: I feel like I would be a fraud if I wasn’t. My sex drive is soooo much higher now since I am in my 30’s so I think my best scenes have yet to be shot.

CJ: One thing fans are sure to notice about you is your body. You are really into weight training now. What’s your workout routine?

Maddy: I was really focused on just training for strength so training the big 3 lifts. Now that my return date is closer, I am mixing in HITT training and a bit more cardio I want to be a monster on camers. (laughs)

CJ: You’re tits also seem bigger. Did you get anything done? What size are they now?

Maddy: I am still all natural! No modifications to my body at all. I am currently a C cup. If I happen to lose them due to the cardio I am doing, I would probably consider implants.

Maddy O'Reilly

CJ: You grew up in the industry. Are you prepared for the MILF role now?

Maddy: YES!!!!! MILFs are so fucking hot! I can’t wait to shoot a whole new genre of scenes like that.

CJ: Do you prefer working with guys your own age or older or do you want to take the younger studs for a ride?

Maddy: I just want to work with people who can match my energy!!! If they can pull off a wild scene with me, that’s all that matters!

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

Maddy: Chemistry, eye contact and being submissive. However, I am also newly into being the dominant one, I hope I get to explore more of that side of me on camera!

CJ: It’s been 4 years since you performed and there’s a whole new generation of fans, let’s go over some of your fetishes. At one point, you wanted to set a new record for most blowbangs. I don’t know how  many you did, but do you still have a couple more in you?

Maddy: I REALLY WANT THAT FUCKING RECORD!!! I have to go back and check but I think I am at 6? I feel truly insatiable now. I have so much more in me!!

Maddy O'Reilly

CJ: You started a campaign a few years ago of #NoFacials, do you still love swallowing every time you have sex?

Maddy: I should start a new one. #facialsarewasteful There is nothing hotter than swallowing cum. I do understand the visual appeal of facials, though.

CJ: You were one of the first mainstream stars to declare her love of golden showers, is that still the case?

Maddy: OH FUCK YES!!! It doesn’t even feel that taboo to me because I do it so much!

CJ: Have you ever given one?

Maddy: Maybe once or twice. (laughs)

CJ: You also did 6 double anals in your career. Is that something you want to try again? (I originally told her 8 but, after checking, it’s 6.)

Maddy: Have I done 6??? I surprise myself some times when I sit back and think about all the crazy things I have done. I definitely would love to! I think I should attempt a triple in my MILF era!

Maddy O'Reilly

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

Maddy: A proper gangbang! People consider some of my Euro scenes gang bangs but it was always with another girl and only 3 or 4 guys. I want a huge gangbang. Maddy O’Reilly style!

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

Maddy: Probably trying to become a professional body builder or powerlifter. Something with fitness and rescuing animals.

CJ: What have you learned about yourself sexually since you started in the industry?

Maddy: I have learned that sexual tastes can change. In my 20s, I thought all of my thoughts on sex would never change. I would actively turn down shoots where I had to be dominant in the past and now I am in a place where I would like to explore that.

CJ: Do you ever get recognized in public?

Maddy: Yes!! Usually when I am not in a full face of makeup which makes me feel so good!

Maddy O'Reilly

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

Maddy: Humor, giant traps and an uncut cock.

CJ: What about girls?

Maddy: Titties!!! Just kidding. (laughs) I am a lot less picky with girls. I am completely captivated with women so as long as someone has a good attitude, it’s on!

CJ: What are you like off-camera? When you have free time, what do you do for fun?

Maddy: I am pretty silly off-camera around the people I am closest with. It takes a while to see that side of me because I am very shy. I have two big dogs so they take up a lot of my free time. I like to read, cook and, obviously, lift weights.

CJ: What’s the wildest or kinkiest thing you’ve ever done in your personal life?

Maddy: I don’t knos if I can say this on here? The first thing that comes to mind is fucking a guy while I blew his brother…under a Christmas tree! There was also a time I was fucking someone consistently in the office of a private airport.

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

Maddy: On Twitter, I’m @maddyoreillyxxx. Instagram is @xmaddyoreillyx. And OnlyFans is maddyoreillyofficial

Maddy O'Reilly

Maddy O’Reilly 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.

3 Comments
  1. Can’t wait!

  2. Wow Maddy is still looking stunning, can’t wait to see her in action again, bet she’s gonna put some bangers like in the past.

  3. Looking forward to some new Maddy vids!!! Sexy as always!!!

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