With her unforgettable smile, infectious vibe, and that absolutely legendary ass, Penelope Woods has been on our radar since day one. Repped by East Coast Talent and leveling up fast, Woods is finally getting the spotlight she deserves. So it only makes sense that our latest installment of Jackin’ Around kicks off with a no-holds-barred sit-down between Woods and industry icon Captain Jack — the undisputed king of the Q-and-A. Dive in and enjoy.

*This interview was conducted in person at PornCrush Media Day

Captain Jack (CJ): Tell me about Penelope Woods.

Penelope Woods: I’m actually from LA I’m a Cali girl. My parents are from Mexico, so I’m Mexican, but was born here in LA. I’ve been a fan of porn for a very long time so I’m a big porn fanatic so I’m very honored to be here.

CJ: How long have you been shooting now?

Penelope: Almost 5 years.

CJ: How old are you?

Penelope: I’m 27 so I started when I was 22, 23.

CJ: Were you a very sexual person before you entered the industry?

Penelope: A bit, yeah. I was very open, for sure. I was very promiscuous. I always wanted to try different things. I would go on Tinder and hook up on there.

CJ: Were you with girls before porn?

Penelope: A little bit. It wasn’t too much, maybe one or two encounters. It wasn’t anything crazy. When I got into porn, that’s when I really had full-on girl/girl sex.

CJ: Do you have a count of how many people you were with before porn?

Penelope: I would say maybe 12 or 15. It was very low. It was a lot of repetitive sex. (laughs)

CJ: Why did you decide to get into professional porn?

Penelope: It came down to the pandemic. When COVID hit, I got furloughed from my job. I had always wanted to join the industry since I was 18, actually, but I was in relationships. So, I was on furlough and didn’t know what to do, and I didn’t really have a path. I decided to do it for a month to see if I liked it, and I wanted to save money. I ended up really loving I,t and now here we are!

CJ: What were you doing when you got furloughed?

Penelope: I was working at a retail outlet. I worked at Tory Burch. (laughs)

CJ: Did you go onto school after high school?

Penelope: I have my certificate for phlebotomy, which is blood draw. But then I realized it didn’t pay too much.

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

Penelope: I don’t know, actually. I was actually Kylie for my first scene, but I figured it was a little too basic. I decided to go for ‘Penelope’ because I thought of Penelope Cru,z the actress. I didn’t know what last name to put with it, so I just came up with ‘Woods’ because my agent at the time had a chimney and it was right there when I was signing the contract.

CJ: So, what was your first scene like? You were sexually experienced, but it’s different with all these people around. Were you intimidated? Nervous? Turned on?

Penelope: My very first scene was for Exploited College Girls, I think it was. I learned right away that it’s a lot of work. It’s a lot of working out, it’s an exercise. My legs were burning but I loved it. I fell in love with it. I had to work on my stamina. I didn’t really get freaked out being naked in front of the camera, it was just really tiring. It was more that I was trying to impress and seeing if I had what it takes. The sizes were a bit tricky at first because I wasn’t used to that.

CJ: What’s your favorite position?

Penelope: Doggie, for sure.

CJ: Being in it for 5 years, do you have a favorite scene?

Penelope: A lot of my fans love my gonzo scenes like with Mike Adriano, True Anal or Anal Only. I’m trying to do more Evil Angel. Jules Jordan also has a couple of my firsts: my first DP and my first air-tight as well. Those are my favorites. I just feel I can be my true porn self.

CJ: Have you ever been in an inappropriate sexual relationship?

Penelope: Not really, but whenever I was really young, I was in inappropriate relationships with much older men, which I don’t condone now. I would say that was a little bit immoral on my part. I haven’t done anything much scarier than that.

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

Penelope: 65, maybe even 70. It was a sugar daddy, so that was probably the oldest one. As long as you’re clean and you’re kind, I don’t really have an age preference.

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

Penelope: Romance. Cuddling, I’m a very affectionate person. I do a lot of hardcore scenes, so I feel like when I don’t do the hardcore scenes, I really appreciate the passion.

CJ: Are you submissive or dominant?

Penelope: I started out being super submissive, but I’m starting to take on the more dominant role as I get older, so I’m going to try to turn into a switch very soon.

CJ: Have you ever given or received a golden shower?

Penelope: I have received one. I have never fully given a proper golden shower, but I would love to be a part of one. I feel hopefully in the future.

CJ: How often do you masturbate?

Penelope: I try to do it once a day, but if I don’t get to it, maybe at least 4 times a week. (laughs)

CJ: Favorite method?

Penelope: Hitachi. (laughs) Hitachi always!

CJ: You said you were a porn fan when you were younger, what was your favorite genre?

Penelope: I loved gangbangs. I loved the Kink scenes, like bondage and BDSM. I loved anal scenes because it was very foreign to me. I never loved anal growing up when I started sex. But now, I take on a lot of those roles in porn so I can say that I’m very happy to be a part of it now. (laughs) I grew up watching Riley Reid, Abella Danger, and Asa Akira. Those women were so powerful to me. They were Goddesses.

CJ: You’ve done a lot of anal but have you ever been gangbanged?

Penelope: Yes. I’ve done three only. I’ve done a couple of DPs. I did my first DP last year. It was very fun, I really enjoyed it.

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

Penelope: I prefer creampies. A lot of my fans know that I don’t like to get my makeup messed up. (laughs) Especially if I’m with my regular partner in my personal life, if we’re having a good time and we’re really connected, I prefer a creampie.

CJ: Are you a swallower?

Penelope: I will swallow, but recently, I’ve been having stomach problems, so not too much. (laughs)

CJ: Are you a size queen?

Penelope: Honestly, not too much. I don’t have a size preference. I don’t believe in it. I believe I can enjoy myself with whoever as long as they’re sweet and kind.

CJ: We’ve talked about your anal scenes and your ass IS incredible, you’re an Anal Queen. Do you think you’ll ever do a double anal or a double vag?

Penelope: Thank you. Honestly, I would consider myself an Anal Princess. As much as I love anal, I’m not too much of a size queen, I’ll still take all kinds of sizes in my butt. That being said, I would not be opposed to doing a double or triple anal. You just have to train for it. I really have to work up to it, and I’ll hopefully be doing it one day.

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

Penelope: I’ve been wanting to do a CNC scene, which means Consensual Non-Consent. I’ve done a lot of crazy scenes, I just haven’t done that, so I want to cover it someday.

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

Penelope: Just kindness, funny, respectful of my boundaries, tested, and attractive.

CJ: You weren’t with girls until you got into the industry. Do you have sex with girls off-camera now?

Penelope: Honestly, I’ve been getting into a lot of off-camera orgies. I love being with girls, but I also love men, so I switch off a lot. (laughs)

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

Penelope: I’ve been going to a lot of raves recently, and I go shopping a lot. I’m a very girly girl. I go to the gym a lot. I’m honestly kind of an introvert. I keep to myself a lot, and I love to enjoy all types of food. I would say I’m just adventurous.

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

Penelope: That’s a good one! I had sex on a jet ski on the lake. We were in a secluded area, and we stalled there. It was pretty hot though! (laughs)

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

Penelope: On X, I’m @PenelopeWoodsX. My Instagram is @PenelopeWoods3x. And OnlyFans is PenelopeWoodsxxx.