A Guide To Her Pleasure Season 1, Episode 5

September Reign has agreed to participate in a candid interview about sexual wellness.

So first of all, thank you for coming down and being part of this. I was really really excited to interview you and to talk about this very important subject. Um but let’s start off with introducing you. Can you tell us a little bit about yourself and where you grew up originally? So, I grew up in Northern California. I was very close to San Francisco, the hippie town, love and life.

How did you start your yout yourney in the industry?

So, I started off at the Exotic Dancer and um I modeled in between the time and I took a job with a company that sold really micro mini bikinis and they were partnered with um one of the largest cam companies. So, I cambed her a couple of years, got nominated for ebony of the here in 2015 and then said fuck it. Let’s cross over.

What are yout first memories of masturbation?

So technically, I didn’t masturbate for the first time. Technically, I scissor for the first time. Obviously, that’s with another girl. And it was my best friend. And so it was kind of one of those things where I don’t know. I felt like I want I always wanted to kiss her. And I guess she felt the same and so we did one of those like little innocent kind of pecks. Um, and that kind of led to us kind of just touching each other’s body and like exploring like body language from one woman to another because it’s kind of um intimidating growing up like you have all this pressure when you hear about sex Ed and like, you know, dealing with the guy and so it was kind of one of those like moments where I kind of got to be free and exploratory without feeling like weird about it. And so we went from scissoring which was really complicated to do. We didn’t know where you’re doing. To end up being side by side and pleasuring each other at the same time, which is really cool. So, I definitely remember a difference. I don’t think I had an orgasm at that time. I feel like as you get older as a woman, like your body changes. And so therefore, what you may think would be an orgasm. Might have just been like a really good climax. I don’t know if I’m saying like the right terms for it, but not necessarily an orgasm. You are coming, but it’s It’s not like I feel like an orgasm is something that kind of takes over like mind, body and spirit at the whole like at the same time, which didn’t really come until later after me learning my own body. There was a lot of times where I would be like in the bathroom with the door lots, with the water running you know, distract you from the loud and touchy sounds and things like that. And then over time, I think because of adult, I think I started to just express more verbally like out loud like what are the things that I liked or the things that would turn me on or make my body twitch in a way and that kind of open the gates for me to explore even more. Because once you scratch one scratch then you open up another and another and another and you’re coming and that’s good.

What do you think are the biggers misconceptions about female sexuality?

So I am a total outside girl and there is this huge myth with the guys where they feel like every woman likes her clip overly stimulated and I think that’s That’s a myth that needs to be broken immediately because there’s so many different ways to please a woman. I myself a man out outside pleasure type of woman. Some girls can take being penetrated on the inside but maybe they need to be stimulated, you know, in another area at the same time. So I think that’s one of the biggest myths out there at least with men. I think also there’s a big myth that, you know, women have to be private about you know, pleasing themselves. It’s almost like it’s shunned upon. Like it’s something that like oh our dirty little secret me and myself. But I feel like as you become a grown woman and you’re getting married and you’re having children and you’re changing your life for your family. I feel like that’s the one thing your partner or partners would want to see you do is express yourself sexually in a really powerful way as a woman because it starts here. With the minute.

Can you describe the best way to please you?

So I have a really big pussy look. And I like them. I always say like kiss them like you would kiss a person’s face. Like make out with my lower regions, make love to it. Like look at me. I’m okay with the spitting. Anything on the outside, vibrations, wetness, cold, warm, edging, that’s kind of my thing as well. Um anything you can kind of explore on the outside prior to penetrating me. Once you penetrate me, it’s I’m automatically coming at that point because it’s like the overstimulation, especially with the edging. Um, it’ll take me a minute.

How did your sexuality evolve over time?

I think I love myself more.Honestly, I think over time I just became a lot more confident in what made me happy, especially as a performer. I think that’s incredibly important. Um, because you’re not always going to be placed with someone that you like or someone that you’re attracted to, at least in this profession. And so learning how you tick is super are important because if you can do that, the idea at least for adult is to make someone that’s watching feel as they’re watching. I know exactly what that feels like or I know exactly what it feels like to give someone that pleasure and so over time just doing it for work kind of gave me a strong appreciation for myself and a strong confidence for myself to say, “Hey, let’s do this more.”

Can you share how you prioritize sexual health in your own life?

Big one for me is testing. I do not care if you’re married, if you have children ever-in, if you’re lesbian, it doesn’t whatever doesn’t matter. Go and get tested. It’s extremely important because there’s a lot of things that affect women that don’t affect men or there’s a lot of sexually transmitted diseases and infections that men can be in carrier of, but it will contract to a woman. So I think that that’s incredibly important as women um to stay on top of your sexual health every morning.

How often do you masturbate these days?

It’s almost like the gym. Like the gym gives you endorphins and so does master masturbation. Like especially if you’re fucking yourself. It’s masturbation. Like some people have this idea like, “Oh, I need to climax every day and so, you know, they’re they’re going to rush to have like a partner so that they can have that. No, fuck yourself.” Cuz if you do that, you’re already happy and you’re happy with yourself. So can’t anyone else mess up your day because you already start to day great with yourself. That’s my fault. So, what are your what’s your go-to way to do it every morning? I am a hatchet girl for sure. in the morning cuz it’s like a quick little zing that, you know, wham bam, hello. Sometimes I’ll masturbate more times throughout the day, in which case I mix it up a little bit cuz I feel like our body’s going to get used to certain thing. And then over time you’ll get stuck in that stimulation and then you won’t be stimulated from that. So, I try to mix it up, but I do masturbate every day at least once a day. It’s like it’s a necessity. Okay, I have to ask what what’s your average time with a Hitachi. It depends on my mood. It really depends on my mood because sometimes I’m extremely horny and I won’t come. And the thing about the Hitachi at least the old school version, there’s only two settings. There’s only a little bit of vibration and a lot of vibration. So when you’re going back and forth it at the time it feels like edging, but if you’re not coming, it becomes very irritating. So, I think the longest of those 30 minutes with myself. Um, but on average maybe like 10 to 15. Sometimes I’m think some of y’all.

What advice would you give to other women regarding masturbation?

My best advice would be if you can’t please yourself and no one else can. Like it’s it’s super important as a woman to just be confident like because we are women. It starts here. It starts with us. Like this is what people go to of all sexuality in terms of like what’s It’s hot. It starts here. So if you don’t love yourself, no one else is going to love you. So take the time, whether it’s affirmations every day, whether it’s masturbation every day, to really, really get to know yourself and really love yourself because I promise in the future, you’ll be able to explore a level of sexuality that you haven’t been able to probably before.

Wonderful. All right. So, thank you September so much for coming down and speaking with us today. We really, really appreciate your insight. And, yeah, let’s go do the thing. Thank you. Thank you.

September is on her back, naked, one hand already at her breast. She licks her fingers, then splits the work: one hand rubbing, the other fingering herself. Eyes closed. The moan sits in her throat. Her free hand returns to a breast, nipple erected, rolling it while she keeps the pace below.

She licks her fingers again. The taste is fine. She goes back. The rhythm tightens. Her body starts to tremble. She opens her eyes and looks at the camera while the ecstasy moves through her, hips lifting, both hands still on herself until it passes.

Casey Calvert has agreed to participate in a candid study of masturbation.

I am Casey Calvert.

Tell us about the first time you remember masturbating.

So, when I was younger, I used to masturbate all the time. I was the person who got in trouble for masturbating in inappropriate places. It was not great. Um, but I also was just that person who was really interested in exploring my body and seeing what my body could do. Um, so I don’t know if I have a specific memory of when exactly. It’s kind of sort of always been a part of my life?

How often do you masturbate now?

Uh, it depends on my schedule and what I’m doing. And I also think it depends on what my hormones are doing. I go through periods where I’m just not that horny or where I am working a lot, performing a lot or uh having a lot of sex with my partners. And then I just don’t master appreciate that often, but I also go through periods where I’m just kind of insatiable. And then maybe I could, you know, a couple times a day, maybe, at least once a day when I’m in that phase, often I’ll be like wake up, masturbate, halfway through the day, masturbate. Go to bed, masturbate. You know.

What’s your favourite nickname for masturbation?

I guess I just use the word masturbation. I’m going to go masturbate. I will occasionally say jackoff. I like jackoff. But beyond that I guess I’m kind of clinical about it, kind of traditional.

Do you have memories for the first time you had an orgasm?

I wish I could remember I wish I had that memory in my brain, but I don’t I can’t I can’t even begin to remember my first orgasm. from masturbation or from kind of anything really. I could just kind of don’t have a memory of that. But what I can say is that I became sexually active pretty late. I was 21 and until I started orgasming with partners was when I realized that what I was doing when I was master breeding was orgasming. I I didn’t make the association of like, oh this this thing that is orgasm that I really associated with like ejaculation is what my body is doing.

What’s your approach when masturbating?

I’m very boring. I think I am in bed. I actually have to be in bed. I or on a flat surface laying down. I can’t masturbate in the shower. I can’t really masturbate on a sofa. I have to be flat. Um I just use my hand and often close my eyes and uh run through a fantasy in my head until I come.

Could you share some of your fantasies with us?

Yeah, so I have the best way I can describe it is that I have a roll of decks of fantasies in my head. And when I start to masturbate, I just kind of flip through them and just run through them and they’re the same fantasy that have been in my head for forever. Sometimes the roll of decks gets a new card, but the same ones have been around for a long time. I just flip through it and flip through it and flip through it and sometimes I land on one very quickly. Sometimes I don’t, sometimes it takes I don’t know, 10 or 15 minutes for my brain to lock into one. But these fantasies are everything from uh experiences uh that I’ve had in real life uh fantasy experiences, things I’ve picked up from TV shows or movies. Uh it’s just kind of everything it’s actually very hard to describe.

What advice could you give to women on how to build their confidence when pleasuring themself?

Yeah, the advice I would give is one that I get it we live in a society that often tells us tells women that you shouldn’t be comfortable with your body that you shouldn’t touch yourself that you shouldn’t explore. So, I get it. And then two I would say start slow. Uh, you don’t have to go for the biggest dildo they sell at the sex store for your first masturbation experience. Start with your fingers, start by gently touching yourself and just exploring what your skin down there feels like. Start by getting a hand mirror and looking in a mirror and seeing what it looks like and just kind of relaxing and letting your body tell you what feels good and learning about yourself that way.

Would you be willing to masturbate in front of our cameras?

I would love to. Let’s do it.

Awesome. Thank you.

Casey is lying comfortably on a bed, naked. She starts gently, caressing her breasts, unhurried. Both hands travel down. She moans. Rubbing first, a slow circle, then she licks her fingers and returns, wetter now. She gets wet fast. The climax comes quick, a short catch of breath, thighs tightening, hands staying where they are until it ebbs.