Strictly Anonymous Confessions - 130 - Jessica the Transgender Prostitute

Episode Date: June 13, 2016

Previous guest Jessica (episode 90) is a transgender female who recently started to prostitute herself out to guys, behind her wife's back. She explains why she became a prostitute, what she does as a prostitute, how much she charges as a prostitute, plus a whole lot more about her secret transgender life. Tune in for all the details. **To see anonymous pics of my female guests + hear anonymous confessions + get all the episodes early and AD FREE, join my Patreon! It's only $7 a month and you can cancel at any time. You can sign up here: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.patreon.com/StrictlyAnonymousPodcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and when you join, I'll throw in a complimentary link to my private Discord! MY BOOK IS NOW OUT FOR PRE-ORDER!!!! Strictly Anonymous Confessions: Secret Sex Lives of Total Strangers. A bunch of short, super sexy, TRUE stories. GET YOUR COPY NOW: https://amzn.to/4i7hBCd To Join SDC and get a FREE Trial! click here: https://www.sdc.com/?ref=37712 or go to SDC.com and use my code 37712 Want to be on the show? Email me at [e-mail] or go to http://www.strictlyanonymouspodcast.com and click on "Be on the Show" Have something quick you want to confesss while remaining anonymous? Call the CONFESSIONS hotline at 347-420-3579. You can call 24/7. All voices are changed. Sponsors: https://bluechew.com Get your first month FREE! https://butterwellness.com/ Try the Butter Wellness perineum massager and use code STRICTLY for 20% off your entire order Follow me! Instagram https://www.instagram.com/strictanonymous/ Twitter https://twitter.com/strictanonymous?lang=en Website http://www.strictlyanonymouspodcast.com/ Everything else https://linktr.ee/Strictlyanonymouspodcast Learn more about your ad choices. Visit megaphone.fm/adchoices

Welcome to the Strictly Anonymous Podcast. Conversations with online strangers. We place ads online. Craigslist is definitely the gift like you find giving. Real people respond. You go to Singapore or Thailand. You can't not do it. The temptation is just too much.

Real problem. Does your friend know that you're banging her? No, he has no idea. And anything goes. Motto of the show, let your reflect lie. Probably the only good advice I'll ever give you is to re-hide your whips and change. Here are your hosts, Kathy Kay and Tommy. Hey, welcome to strictly anonymous podcast, Kathy.

If you want to follow the strictly anonymous podcast on Twitter, follow the show at Strict Anonymous or follow me at Cartoon Therapy. If you want to be on the show, I'm always looking for callers. If you have a problem and your friends don't feel like listening to you anymore and you need some advice, you can be on my show. If you have a secret life that you want to talk about, you could be on my show. if you have just an interesting life that you want to talk about that you think people would be interested in, like you live like an alternative life that, you know, most people don't have that you think people would like to listen to. Does that make sense?

You could be on the show. Just send me an email at Strictly Anonymous Podcast at gmail.com. Today, actually last week I got like three different emails from three different previous guests, all saying they want to be on the show to give me an update. So the first one I'm airing today is Jessica. Jessica is a transgender female. Her episode, her first episode is number 90. So if you want to listen to her first episode, you can.

And she wrote me recently and said she started to prostitute herself out and she wanted to talk about it. So I was like, oh yeah, that's great. Let's have you back on the show. And so that's what this show is all about. Jessica, like I said, is a transgender female. She lives a very secret life. I mean, Jessica is a.

a secret wife that she lives. She's married with a wife and children, and yet she's this transgender female on the side for many, many years. And if you want to hear, like I said, if you want to hear the whole backstory on all of that stuff, you can listen to her first episode. We do get a lot, we do get into that a lot on this podcast too, because I just assume a lot of people don't listen to every single episode.

So we talk all about, you know, her being transgender, how that sort of happened and everything that goes into that, as well as, you know, her being a prostitute, you know, who solicits her, how she got into it, why she got into it, and how much she charges, which is the most fascinating to me. I loved her priceless. We get heavy duty into her priceless because it was like hilarious to me. But we talk about that. We talk about also like the, you know, the fact that or like the details about her, secret life and why she lives a secret life. We get into that on this podcast too, like why she

hasn't told her wife, whether she's ever going to come out of the closet or what's the deal. So anyway, I'm just going to be right back on with Jessica. Do you have a story, lifestyle, or situation you can't talk about to anyone, to anyone? Or do you just want to let your freak flag fly and be on the show? Well, strictly anonymous wants to hear from you. Send us an email, Strictly Anonymous Podcast at gmail.com with your story and your anonymous name. And remember, everything is strictly anonymous. Strictly anonymous. Hey, Jessica.

Welcome to Strictly Anonymous podcast. How are you doing? I'm doing well, thank you. How are you checking? I'm good. So, Jessica, this is your second time calling in. So I'm just going to have to, you know, make you give a little backstory. and we'll just talk about your situation

just in case people didn't hear your first podcast, which was Jessica is transgender? Is that maybe what we titled it? I don't remember. Do you remember? I believe that's what you had entitled. I basically, I started cross-dressing years ago, and I've never looked back.

Right, but there's a lot, there's backstory to that, because you're married and you have no intention of leaving your wife and, you know, coming out of the closet so to speak, right? Yet you do live a transgender life. It's like a total separate life you live, right? You're living like a double life. That is right. Right. And I mean, we talked a lot about it on the first podcast. Like, you just don't feel like, because you have kids and everything, right? You've been married a very long time. Like you don't want to hurt your family by coming out, right? Right. And so nobody knows, I don't remember. Does anybody know in your life?

that you know, I mean, besides people that you hook up with and stuff, because you totally hook up with people, but like, does anybody that you know, know about this whole other side of you? No. Nobody, except me and my listeners. Except you and your, God knows how many million listeners. Exactly. And the people that you hook up with.

Now, remind my listeners who you hook up with. Because you're a man who's a transgender, jazz. like so that means like you really see yourself as a woman. You go out dressed up as a woman named Jessica sometimes. And do you sleep with women or men? I remember. It's men, right? It is men, yes.

Right. Now, do you consider yourself, and I don't know if we talked about it in the first podcast, but let's talk about it again because I think it's interesting and I don't even remember, but do you consider yourself gay or do you consider yourself a straight woman because you hook up with guys? I consider myself 100% woman. I am female. So you consider yourself straight. Like you don't consider yourself like a, a by guy, right? Oh my gosh, no. All right. But what happens when you have sex with your wife? Like, are you into women when you're a man?

No. When I do that, I try, I try and enjoy it as Jessica. So I guess it's kind of, it's kind of weird because, Because I guess for that moment, I am gay, but not a man. Does that make sense? But not what? I guess when I'm having sex with my wife, you could consider me a gay woman. Right. Because I still think of myself as a woman, but I'm with another woman. So is that like weird or does that make sense?

Not really, but it's like it makes sense to you, right? And I'm sure it makes sense to other. because how would it make sense, right? Because in a weird way, you're kind of like two people, right? Because, I mean, maybe other transgender don't face this problem because maybe they come out and they, you know, maybe they're born a guy, right? But they always feel like a woman. Then they, you know, become transgender.

And then they live that way and then they don't ever go back, right? You have to still sort of be that guy, right, that you were born as because you have this wife and that you want to keep happy and this family and this whole other, you know, life that you need to keep up, right? That is correct. Like I told you the first time I had called in, it is not their fault that I feel this way. So why should they have to pay for it?

Why should I put them through that? So I choose to keep it to myself. I have my fun. You know, I consider myself female. I am Jessica. but to then I am always that guy. Mm-hmm. And but to your wife,

do you have a lot of sex with your wife or because you've married a really long time? Like, has that gone out the window so it's not really that big of a deal that, like, you're really not that into it? Yeah, it's not that big of a deal anymore. I don't have to worry too much about it. Okay, and does your wife, like, reached menopause

so she doesn't really give a shit about sex, so she doesn't really care, and she's happy that you don't really care, about having it with her? Kind of, yeah. Right. And she doesn't question, like, because I think we all know, like,

why women's sex drive goes out the window when they hit a certain age. What age are you again, Jessica? I forget. How old are you? I am 50. And your wife is 50 around that age, too? A little younger. A little younger, right.

So she's going through her changes, maybe, and so she's not that interested in sex, or maybe she's just been with you for so long, too, that she's not really that into it? It's possible. I mean, I know she doesn't show a whole lot of interest. Mm-hmm. And you go,

I don't know if at all I know she knows about me and she's having her own fun something. I don't, you know. I doubt it. But there's always a possibility. I doubt it. Because I do a good job of hiding. Mm-hmm.

Yeah, she definitely doesn't know. How, where do you hide your clothes in it? everything. And this whole, like, where do you get changed? Like, where do you become Jessica? If you live with, you know, a family, if you have a family and you're in that house, like, where do you, like, become Jessica? Well, if I'm with a guy, I'll do it at his place. Um, if it's, um, job related. And we can get into that here. Yeah. If it's job related at a hotel. Okay. But so the guy, it doesn't ruin it for the guy when you show up as, like, the guy. who you are like, does the guy have a name or no? No. It doesn't ruin it for them because they, I mean, they know obviously, you know, who and what I am.

But most of the guys, they'll just kind of like playing out in another room or whatever. They wouldn't even bother when I show up. They wouldn't even bother. They'll just tell me, hey, let yourself in when you get here. and, you know, do what you have to do. So they really don't get to see that other side. Right. They don't really pay attention to that. So you show up as a dude, then you go in and change.

Because, like, some transgender get the, you know, operation, right? And they, like, remove their genitalia and that kind of stuff. But you're not, you can't do that, obviously, and you're never going to do that. So how do you show up, like, how do you, besides putting on makeup and everything, you know, and the clothes, like, because you don't have tits, right? And you have a dick. Like, how do these guys imagine that you're a woman, or is it maybe that they're just wanting to be with

a guy that has, you know what do you do? What do you do? Do you pat a bra or something? Like, how do you get boobs? I have, over the years, I've taken very, let's just say that I don't have cooks, but I have slight

boobies. Oh, you have a man boobs? Yes. But wait, did you get them because you took some hormones? Yes. Wow, that was very ballsy of you, Jessica, consider. You know what I mean? Like because you're married, right?

And you didn't want to. Like, how did you know the right amount to take just to get a little boobage? Oh my gosh, a lot of research. Really? Lots and lots of research. Thank God for the internet. I know. Google makes everything possible.

Yes. We call it YouTube University or Google University. We all go. I'm like, I'm a member. So you just did a lot of research and figure out the way to get a little bit of boobs. So what would you say your cup size is now? A B cup? An A cup?

Do they look just like, you know, because listen, I've been with a lot of guys, right? So some guys that are heavy, right, have man boobs just naturally, right? Do yours, because you took hormones, do they grow differently or do they just look like you have like a little bit of weight in your chest area? Like, because, I mean, would your wife know? Um, she doesn't really notice. I mean, they're kind of perky. Um, well, thank God, right? Yeah, totally.

I'm like, probably a lot of women listening to this podcast want to know what the fuck you took so that they could take it too and perk up their boobs. But I guess they're just not big enough for someone to say, oh my gosh, you know, that guys got taste. Right. You know, they can see it as though, you know, it's another guy with man boobs. Yeah, totally. But if you shove them in a bra, right, and push them up with, you know, underwire and stuff like they take on a different life, right?

Don't, right? You could get them to look better. Totally. Yes, totally. Right. And so guys are into them. when you're with the guy, right? They're like grabbing your A cups like their fucking tits on a woman, right?

They're like into that. Absolutely. Right. But you have anal sex with them and they, I forget, are you, I'm sorry if I'm reiterating same shit. I don't think anyone's, if I don't remember and I had the whole conversation with you, even people that listen to your podcast don't remember. So we're going to go over a lot of things before we get into what you're doing now,

which is so fascinating. But are you a top and a bottom or like, what's your deal as far as when you're with guys? Do you like to be the bottom because you? you see yourself as a female? Totally bottom. Totally bottom, right? So you never do, like, do you ever fuck guys in the ass or no way?

Because that would be like something that the guy does, right? And since you're not a guy, you would never do that? Never. Never. So you blow them. So do they blow you? No. No.

Okay, so then how do you get off? Like what, so, so because you're a woman, right? Is it that, like, does your dick never touched by them at all? No. So you just jerk yourself off? Sometimes I do. I mean, to me, the excitement that I get is from watching them get all excited, and I know that it's because of me.

Right, but don't you come? Like, don't you have orgasms? I do. Right. So how does that happen by, if they're not touching? you or doing anything to you, right? And you're getting hard. You have to then sort of, how do you get the jizz out?

Let's say the guy is fucking me. Uh-huh. I can make myself come without him touching me. Oh, that's, uh-huh. So other guys can do that? I didn't know. I just assumed that you had to, like, I didn't know a guy could jerk off without his dick being touched or anything, right?

So, or is it that you're laying on a bed? So it's like there's some sort of thing, you know, there's some sort of friction or something or you could just literally have nothing, no kind of friction or anything and totally come. Either way. Really? Yeah. Is that a guy? Could other guys do that?

Or you had to, like, did you find that on Google too? Right. Because, I mean, because you were, like, listen, I guess most guys would never waste their time practicing that, right? because it's just so much easier to use their hand. But for you, using the hand is going to take away a lot from the situation, right? I'm assuming? Right. Okay.

So, and how long have you been hooking up with guys behind your wife's back? How many years, like three years, 10 years, 13 years? Oh, my gosh. 10 years? Okay. Or by or whatever. But these guys are like, no. You know, everyone has a different way of sort of rational.

things, you know, depending on what they're sort of into or like, you know, to make themselves feel okay, right? It's no different than what you do. And that's not, and that's like, there's no right or wrong with that kind of stuff. It's like you kind of make up your own rules as far as I'm concerned where those things are concerned, right? Kind of. Does that make sense? Yes, it does total. It makes total sense. And that's exactly how it is. Yeah. So these guys are don't see them. So it's, that's what's interesting to me. Like, they don't see themselves as gay. So they see themselves as into women, right? They're coming to you. But they're fucking you in the ass. It's just like a really interesting, to me, it's an interesting fetish, right? It's like a guy

because there are trannies, right? And that's like, you know, guys with dicks and tits and like, that's a whole other thing, right? Like, do you think that you see guys that are into that as well, or that's a totally separate thing than a guy that's with a transgender woman? I think it's kind of the same. Here's the same. Yeah. As far as the guy is concerned, let's say I get with a guy. Yeah.

And I'm all dressed up. I've got makeup on and everything on. And I'm giving him a blowjob. Uh-huh. I mean, you really think he's just fantasizing. As far, you know, in his eyes, I'm a girl, and, you know, he's getting a blow job from a girl. And, you know, someone's like in a dick, so he's happy. Exactly.

Mm-hmm. And same thing if it was a tranny, yeah. And if that same guy raised me down and, you know, he climbs on top of me, you know, once he's in me, you know, to him, it's no different. He's with a girl. He's pumping away. He's, you know, he's having his fun and he's doing his thing. And again, you know, I've got my makeup and wig and everything else. So I'm as girly as can be.

Uh-huh. So in his eyes, you know, he's with this girl, you know. Right. Totally. That's what I mean. So that's why they probably don't. consider themselves gay. And like you said, they don't even want to.

It's not like they're begging you to touch your, your cock or blow you or do anything. They don't want to. So I get why they would rationalize it in their mind that they're straight. I've had those kind of guys on. So now, okay, so you've been with guys for like 10 years. I remember last time you were on. You were very, like, open about the fact that, like,

you were like a very, you saw yourself as not only a woman. You saw yourself as a slutty woman. Like you were like a woman that was really into sex and you were totally promiscuous. Yes. And so what you did with that promiscuity is you decided to turn it into a little extra cash on the side. And you started prostituting yourself. I mean, that's what you told me. I don't know anything other than that's what you're doing right now.

So why don't you fill me in on the details of that? I started thinking, you know what? Why should I just do it? it for free. I mean, if they're really that much into me, you know, if there's that much of demand for Jessica, why shouldn't I make some money? So, um, I just

started prosecuting myself and, you know. But how? Okay, but just walk me through that. Like, first of all, do you need the money or did, is there something about taking money that's like an added turn on to slutty Jessica? Like, do you know what I mean? Like, was it more about the turn on

that you would be taking money from them? Or did you actually need the money? Or was there another reason why you decided to, like, add the money into the situation? You know, it just adds to the whole me feeling, you know, totally like a woman because, I mean, when you think about that, you think of a prosecutor. What do people think of automatically a woman? You don't think of a guy. I mean, even though there are guys that do that, most people think of a woman, correct? Totally, yeah.

Uh-huh. So I like the idea that, you know, I'm a prosecutor. No, that's why I asked the question, because I had a feeling it wasn't. about the money. There was a reason, like that, that just, so that just reinforces the whole, like, womanly thing for you. It makes you feel more womanly because that's, because you can't go the extra mile with the hormones and like the, you know, getting a vagina, right? Or any of those things, right? Like, so this is the only other way to sort of make you feel even more womanly besides the clothes and everything else, right? Exactly. So I like it. I really do. No, that's what I would

think I would think that there's like an added I would think that in a weird way that it just like makes you even hornier for the situation right I do it to me it's a turn on you know go to some guy's house or meet him at a hotel or whatever you know he reaches in grab some money and gives it to me I mean it's like yes you know that's so awesome right okay so let like walk me through the first time like first of all why would you so you so you decided like hey I might as well all these guys are totally into this and might as well turn it into like a gig, right? And so did you put an ad on Craigslist? Or like, where do you advertise or on like

Backpage? I did not play some ad at first because I was just worried that someone would find out. So some of the guys that I would get with, I sat down and talked to them, you know. And I started emailing them and say, hey, look, you know, I'm in a bind, I need some money, which of course for the life. Yeah, yeah, totally. Uh-huh.

I told me, I mean, you know, need of some money really, really bad. Would you be able to help me? You know, I'll do whatever you want, you know. We'll go and have some fun, this and that. So it starts like that. Oh, interesting. And so, like, would they just make up, so you didn't have, like,

a price list at that point, right? It was like you were just acting like you were a girl that needed some cash and then they just throw you a couple hundred bucks or something? Like, what did they give you? $20.30, someone with saying, here's $100. I hope it helps. And it started like that, and then after a while, I just, you know, when they said, hey, do you still need money? Is it free?

And I'm like, well, you know, I don't know if it's going to be free anymore. You know, and I told me, you know, shoes aren't cheap, you know. Pany's aren't cheap, you know, so, hey, they'll have to make a living. Right. Listen, isn't it a lot more expensive as a woman to buy clothes and take care of your hair and your makeup? up like you need that extra cash. Totally. Totally more expensive. Totally more expensive. Now don't you get, let me just, I'm just going to sidetrack for a second. I had a, I had a whole argument with a guy once on a pot, another podcast about how, um, because he took me out on a date

and I didn't like him and he told me because I didn't like him I should pay for half and not my whole thing and his whole thing was like, you know, he didn't believe that guy should always pay for girls on a date and I'm always like, listen, when a girl shows up, she's already put in a lot of money. She's put in equivalent to what you're going to pay for that meal and those drinks into like how she looks. You know what I mean? And all that stuff because it's more expensive, right? So that's why I think a guy should pay.

And don't you agree now that you've been both a guy? I agree. Totally. And most girls, they might go out and buy a new off of her shoes. They always do. They always do. You never go out. with regular clothes.

Not if you really like the guy. I mean, God, you're not going to wear something old. So you want something new. You know, you want to have your nails done. So we've already committed time and money.

Thank you. Yes. I wish you could say that as the man that you were. Because this was an argument with the guy and all the guys sided with him. But, like, you know, that's why it's so interesting for you

because you've seen both sides of things, right? You know, you were born a guy. lived as a man, right? But now that you live as a woman and you have to tend to yourself that way, you see that, like I said, when a girl shows up on a date, she's already spent a couple hundred dollars. So that couple hundred dollars you're going to pay for dinner and all that shit is like you're even at that point. You know what I mean? Don't ask the girl to put in money. Don't even ask her for a tip. It's disgusting. Anyway, okay, let's move on.

And they just don't know how expensive the shoes are and the outfits. You know, and just getting your nails done is expensive. you know and everything so they should pay yeah so where do you go so when you get you so you do do you get your nail like how would you get your nails done because like you'd have to go pay for them get them done and then like take them it off before you go home or do you what do you do with your nails and your toes i do i take them off unfortunately i hate that but it's the life i lead so do you just put like press on nails on because you don't get your regular nails painted right No, I get the very expensive press on. They're very, you know, the higher end ones that I can put away and then reuse.

Yeah, okay. So you put the, where do you keep all this shit? Most of it I keep at guys' houses. I have a couple of guys that are like very, we've been, you know, having fun for many years so I can trust them. and I keep most of my stuff there. Oh, okay. So do you have anything at your house? No.

No. No. No clothes, no nails, no nothing. Nothing. I don't keep anything here. Okay, great. And nothing in your car, right? No.

Okay, great. Okay, so let's get back to the whole hooker thing, escort, prostitute, whatever you want. What do you prefer? Which would you prefer now that you're doing it? a prostitute, escort, or a hooker? It doesn't really matter to me. Some guys prefer to refer to me as a hooker because they didn't turn on.

Now the guys like to say, whore, you know, or prosecute, whatever. You know, the money's green. It doesn't matter to me. Right. You like all of it. You don't have, like, a hang-up. Like, I mean, someone, listen, a lot.

Listen, I had a guy on recently that I think I said, oh, maybe you should get a hooker, and he's like, I would never get a hooker. Like, that's like a woman that's being taken advantage of, you know, and some people see women as victims, you know. But for you, this is not only as it empowering, it's an added turn on, and it's just helping you feel more womanly, right? So it's not like you're doing this against your will. Exactly. And as far as I'm concerned, whether it's, whether you use the term of hoar, hooker, prostitute, for escort, it all

boils down to the same thing, in my opinion. You are sleeping with guys for money. Right. So it doesn't matter. It's just the label. It doesn't matter for you can, you know, you can label, whatever you want to label this podcast. It doesn't

matter to me, Jessica, the hooker, the whore. You know, it don't matter. Yeah, whichever one just sounds better, I'll use, but because to me, right, it's the same thing. I'll just use whichever one sounds the most catchy. Okay, so eventually after you started like telling all these guys and you made it a rate like where did you go to like advert did you ever advertise it anywhere?

No, didn't have to because from all these years of being with guys, there's just so many guys that I know and then they tell maybe a friend or whatever. So I really didn't have to. Right. So you just started getting these guys in that now do you at this point, do you charge a certain amount or do you still just just? just take whatever they want to give you.

No, I do have a certain amount that I charge. So what is your rates? Like, give me the specifics. No, I mean, you know, we have an hour to fill and I want all the juicy details. Okay. I charge $30 for a blow job. That's a little cheap, Jessica. I think you should up it to 50 or 75.

Do you swallow? Do you swallow? I do. Right, of course. Okay, good. 30 is too cheap for a blowjob. Does it every girl? What?

No, no. Some girls don't. I've always swallowed, but I don't, and some girl, a lot of girls don't. It's always interesting to me that when you don't, it's like, what do you do? Like, run to the bathroom right out. I don't know, it's weird to me, but I swallow too. So listen to me, $30 is too cheap for a blowjob. Do you like giving blow jobs, Jessica?

I love it. You love it, right? Okay, so you go to town, right? Right. Right, totally, I get it. So you go to town and you take your time and you give them a really good head, I'm assuming, right? Because you're enjoying it, right? I do.

I've been told I'm extremely good. Right, which means that you're not trying to get it over with really fast, right? You like to really give a guy, right? So, I mean, sometimes you're spending a lot of time down there and you're doing a lot of work. I think $30 is way too cheap for a blow job. You got to up that. At least $50, but it should be like $50. Really?

At least $30? dollars, you can't get anything for $30 anymore. Nothing should be $30 on your menu, okay? $50. And I mean, I still think of a good blowjub should be more than that, but $50 is fine for a blowjob. $50 is too cheap. Well, I trust your girlfriend. Yeah, okay, so $50 for your blowjob right now currently.

Okay, and what else? I think it's $60 if they want to fuck me. What? Oh my God. $60. You only add 10 more dollars on if they want to. Let me ask you this. So say a guy wants you to blow them and he wants to fuck you.

So at that point he needs it's $60 and 30. So he's paying you 90 bucks for everything? Correct. Yes. That's too cheap. You know what it is? Because you don't need the money, right? So why I guess maybe you shouldn't raise it because what does it matter?

Right? You're not doing it for the money. You just like to get it. but I still think you're, I still think it's too cheap. 50 bucks for a blowjob, 100 bucks to fuck you. That's 150.

And then you should have some other kind of add-ons. Do you have other add-ons or is that it? No, just basically, the only add-on is if they want me to swallow. Oh, I thought, oh, so you charge more for that? Oh, a few dollars more. I mean, it just, it makes it more. And I had, in all the years,

everyone had one guy say no, he didn't want me to swallow. Well, maybe he was cheap. I mean, do you tell them beforehand, like, listen, this is the deal. This is how much it is. A blowjump is $30. If you want me to swallow, it's an extra $4. I mean, what do you say, a couple extra bucks? Like, what have you charged to swallow?

An extra $10. Okay, so you say to them, listen, if you want me to swallow, it's an extra $10. I bet you the guy that said, no, don't swallow. He just wanted to save himself $10. no he just he said that wasn't his thing that he said that he would rather just come on my face or come on my face oh right totally now do you should you should have charged 20 for that I'm serious to calm all over your face so many girls would never let a guy do that seriously that should be that should be so much more money than swallowing if you're charging 10 bucks to

swallow you should charge 20 dollars to jizz on your face I would so It was just everywhere And it just takes forever And if it gets in your hair What about in your eye? It burns Yeah

I know I know so Trust me It's so much better to swallow Please I'm not into people jizzing on my face I think it's fucking rude And I'm not The only reason why it's gone into my eyes

Is because I've had some A boyfriend once Who would jizz across the room So if he pulled out and he came It went across the room and you know all the way up and into my eye once because he just came you know his

it shot out really far but like I would never let someone jizzle over my face even though I know some guys are into that I think there's something degrading about it and I'm just not into that kind of sex it's not a turn on to me I don't like it I mean it only happened one time and I really didn't like it at all yeah

I don't like it either I it's not hot in the slightest the good news is not a lot of guys a lot of girls aren't into that not a lot guy. I've done a poll about that. It was a whole big thing. But anyway, you should charge a lot of money for that, okay? Like, that should, you get, you let that guy do that

for free? That one time, it only happened that one time. Right, you did. Yeah. I didn't like it. So, I really don't even give him that option. Right, yeah. Or you should charge him like like, you should double it up. Like if your blowjohn is $50, you just

save $50 if you want a jizzle on my face. Seriously. Okay, I'll consider that. Yeah, totally. I mean, because most people, he might not take it, but if he does, then, you know, you pocket the money and you buy yourself some more nails. Or like a, you know, a lipstick.

You go to Sephora, buy some nice makeup. Wait, so, so really the only thing is if you swallow a blowjob, an anal, nothing else is, is, and now, like, do some guys, like, do you charge, you should charge more for unprotected sex than protected. sex. Considering that those, sometimes you

let them fuck you without a condom and sometimes you let them fuck you without one, right? Like, I don't know. I think that, you know, people like unpersectic sex so much more than using a condom that you should charge extra for that too. Guys do for some reason. They just

don't like condoms. But unless I know them and I'm familiar with them, but they can prove it, then I'm sorry. No love, no love. I would hope so because listen, I mean, that I was a little horrified when you said before that sometimes if you like trust a guy or you don't let, you know, because you have a wife, right? It's like one thing if you're putting yourself at risk, right? And that's, and that's just you

and you go home to yourself and that's all you take care of and whatever. Do you know what I mean? But when you're living a double life and you're going behind somebody's back and you're cheating on them, I think it's really bad to have unprotected sex. I think it just really is because you just don't know what you're going to bring home. Now, like, if it's just you and you're taking that chance, then you suffer the consequences. Who gives a shit, right? Like, that's your choice. But when you're, you know, taking one for the team, right? And your wife has no idea. It's really unfair and not cool, right? Because God forbid, you get something and you bring it home. And there's a lot of things that people could have men, women that you would never know of. So I don't know. And you can never really

trust anybody. I'd just be more careful. That's just my little side note advice. Even though people show you something to ask or people you trust them, because listen, they're with you, you don't know who else they're with or what they're really doing. I wouldn't trust anybody if I were you. That's true support. Yeah. So anyway, so how long have you been doing the whole prostituting thing? I'm spoken with so. Oh, that's a while. That's like. That's like. couple of months, like a bunch of months, like maybe six months. Yeah, about seven months or so. Uh-huh.

And so have like your, have you, do you have a lot of repeat customers or all the guys that like you sort of started out with? Are they like now coming to like, do they come to on a weekly basis, a monthly basis? Like how many times do they use you? Um, I know so the guys are all repeat, a few new ones. Um, and typically, they'll at least once a week. they want to get this. Right.

Now, how do you, how do you allot for all this time with your wife? Like, where do you, when do you do this stuff with these guys? I won't get into detail, but I'm self-employed. Uh-huh. So I can make up a lot of time. Oh, okay, cool. So you do it during the day when you should be at work, quote, unquote? I'm sorry, what was that?

Like, something, not heard something online. Yeah. Okay. Do you, is it, so do you do it during the day when you're like at work, quote, unquote? Most of the time it's during the day. Sometimes it's early, early evening. Oh, okay. And then it's never in the evening because at that point you're home with your family and everything's good?

That's correct. Right. Now how, okay, I'm just going to say the truth. We're teeping, because I'm not doubting anything. We're taping at 9.30 in the evening. Like, where's your wife right now? Where are you taping this? Well, right now, today was easy.

That's why I said I could call in today or more anytime. Because she is out of, I'm not going to say where, but she's out of town. Right, right. I get it. Okay, cool. So, but typically at night you're with your wife. Your kids don't live with you anymore, right? They're older out of the house?

Correct. Okay, cool. They are all run up. Right. And so you don't feel like, we touched upon this a little bit early on. Like you, and you, and you, you. said maybe she knows about what I do, but like if you really had to take a guess, do you think that your wife has

any idea? I had to give such a say no. Right. And if she found out, would she be like shocked? Or do you, are there any signs that you have, that you are Jessica at all in your regular life? No. No? No. At least, here's the thing. That I know of, no.

but because Jessica is there's more of Jessica than there is you know the guy part of me so who knows maybe at times I slick you know and say something or do something that might seem like hey you know what there's something about him

right uh-huh but she never questions you never whatever right no right and do you and there's none no one that you're friends with right outside of like your wife, like family members, friends that know and that don't have any, that have never asked you anything or like had any kind of suspicions?

No. Right. No, none. And now do you ever get worried or because you keep it so secretive, like, because you, listen, prostitution, I'm assuming where you live is illegal, right? Do you keep it sort of, you know, on the down low? enough that you don't get worried that you'd get busted because that if you got busted

you'd be screwed totally screwed which is why I didn't do the ads and all that advertising and relied more on guys that I've already been with so I know you know I knew that I could trust them you know I knew there weren't cops or anything

so that's why I relied more on that and you know and then telling friends and so on than advertising because you just never know no you have to yeah you because it is very important for you. I know this because we talked a lot about it on the first podcast, for you never to come out,

like fully as Jessica. You want to keep this as a secret forever. Like, you really cannot get busted because not only will you be caught as Jessica, you'll be caught as a prostitute. Like, it will not be good. It would be even worse than if you told your wife you just like to dress up as a girl on the side.

Do you know what I mean? It would be horrible because not only and only would I be outed and everyone would know, but they're going to say not only was he being a she, but he was profiting. That's what I'm saying. It's like it's like probably the worst thing you could ever, you know what I mean? It's like it literally would like, it literally would be the worst thing imagine. 10 times worse than if you came out on your own and sort of explain that you're a transgender woman and this is who you are and this is how you identify yourself and this is who you want to be for your life. I don't think she'd ever understand that like you became a prostitute because it made you feel more womanly or that like, you know, so it would just, it would take the transgender thing and it would cheapen it, right, and make it seem just like sex.

because I don't think like a lot of transgender people it's just about sex it's a lot about more than that right but in your situation because you have to live this other life as a guy right? You really can only live just like the sex life right of the woman like it's a lot of it is

like when you're dressing up as Jessica like you're having sex like do you just go out sometimes as Jessica and just do girly things or is it is always about sex right? No it's oh it is And I was, yes, and I recall when I was on the show last time, I told you, in a perfect world, I'd probably have a steady boyfriend, you know, I have a nice cute boyfriend who treats me well and all that. And, you know, I'd be content with that because then I have a man there all the time.

Uh-huh. But that's not ever going to happen. So, and this is the analogy that I gave you the last time I called in. it's like, you know, a little kid never having candy, you know, and then once in a while you let him loose in the candy store. He's going to grab as much as he can, you know, for as long as he can. Right. But you've been screwing guys for like 10. Of course.

Yeah, no, this is something that you're like really into, right? And like, it's like you're totally, like, I wouldn't even can say, let's pretend that like you're a guy and a girl and you're not just Jessica, right? and like just because technically you were born as a man, right? And you slept with women your whole life. You're married. You have children. Now you're sleeping with guys. I mean, but now like this is what you fully like.

You're not having sex really at home. So like I don't even see it like you're just getting as much as you can. I just see it as you're living like a double life. Right. And you are, you know, having sex with men like because you still have a sex drive. And this is what you want to do. exactly you know and I think because your life the way that it's set up with your job whatever that is or your career you know like as you work for yourself you could sort of do that and it keeps you happy but like I just think because you sort of added this money thing and you have some new guys coming in you have to be careful because that adds something to it that makes it like you could get caught and I mean I would love it. if you got caught, no offense,

because that would make for a great podcast. I personally think... I could call you from jail. My one phone call. I want to call Kathy. I want to become a podcast. Totally, please. I'll accept that.

I'll accept that collect call. Okay, you call me collect from that jail. Please reverse the target. Totally. No, you have to call collect from jail. Like, I will take that call, okay? But, like, so I would love for you to get a call. A, because it would make for a great radio,

I mean, like great podcasts would be really interesting. I also personally think, I don't know, I think it's sad. I don't believe, like you, your whole thing is that your wife would be devastated and she couldn't handle it and she doesn't deserve it. I think that we, when people say things like that, I think that they're like discrediting the other person. I think that people could handle a lot more than you think. I think if you set your wife free from this relationship where she has,

is being deceived on a daily basis, not fucked by a guy who's not interested in her. Like, I think maybe she could find somebody, maybe she would be happier with somebody else. I just don't necessarily think it's, I think it's bad for you to keep it a secret, ultimately. And I also think it's bad for her. I think you're both not living full lives because of it. I think the truth would set you free and it would set her free. And I think ultimately it would be a good thing if this, came out. I personally think it would be much better if it came out with you allowing, you know,

being the person in control of that, but sometimes what happens is if you don't want to do that, but there's some part of you that wants to come out on some level. Like sometimes it just happens, right, in like a disastrous way because, you know, and then you're not in control of it. It's like the person that's like unhappy with their job, right? And they keep talking about. about how unhappy they are, but they never want to leave because they just can't, and then they get fired. And it's just like on some level, they brought that on themselves, right? So in a weird way, the more that you love guys and the more that you love being Jessica and the more that you commit to that life, the more power you give it, the more, I don't know, it's like the more chance

there is that that's going to come out on some level and the truth is going to be outed. And I think taking this step in the direction of like, you know, making it kind of illegal what you're doing and like adding that money. I know why you're doing it, but that that sort of opens a door for something to happen like you getting caught or something. I don't know. And I would be very careful. What? I don't understand why. If I meet up with a guy and I say, hey, you know, and I also give him a blowjob and I do it. And it's over. That's not illegal. But if you He hands me money, it's illegal. Yeah, it's just a lot.

You know, it just is. Listen, you could drive, you know, 50 miles an hour, but if you drive 65, you get a ticket. Like, I don't know. It's just a fucking law. Like, I don't, you know what I mean? It's stupid. Right, but, you know, you could tell the cop that when he busts you

and then he'll probably make you blow him in the back car and get let you off. Yes, I would do that and maybe he'd let me off. Totally. I bet, you know, we all know that shit goes down. you are you're an absolute trick you know what I'm saying you never know I'm just saying you should try that when you get busted if you do well at that point I have nothing to lose right yeah at that point you know listen you just

you just don't know so many cops are so corrupt that you know you get one with it's got that kind of fetish going on you know who knows I have so many people calling into my podcast or just so many different things you just never know so the odds that that that cop that if you ever do get busted you know, maybe he'll be into it and he'll let you off the hug. But I would be careful, Jessica. I mean, I'm assuming you're having a lot of fun, right? Yes.

And this is only added to, like, where do you go from here? I've given that from God. I really don't know. It's, to be honest, if you, where I go from here kind of scares me. Mm-hmm. Because the only thing left is for me to live as Jessica, to have a boyfriend, you know, and be the girlfriend, you know, and the whole life, you know, the whole nine yards.

Right. And obviously, we all know what would have to happen, you know, for that to happen, what I would have to do. Yeah, I wish you would do that eventually. I really hope so. You're only 50 years old. If you live till you're 89. Another podcast.

You have 39 years left. It's not going to, you're not going to stay. This is not going to be able to stay this way. It's going to have to change, and I'm telling you, Jessica, you're going to have two choices. You could either do it, you know, eventually, and you do it like, and you be in control of the news coming out, or it winds up coming out without you controlling it. And it's a lot more devastating that way and a lot more damaging and a lot worse for your wife, let me tell you. And for you. But if you're thinking about your wife, which you are over yourself right now, right?

right um you're you know yeah would she she would she be devastated that this whole thing goes down yeah she's going to lose everything like this man that she's that you know but it's the truth it's like right now what does she have she has a fucking lie she you know so i don't know i don't believe i don't believe in sort of sweeping things under the table like i believe that uh you know you have one life you're alive now like yeah like why not just change it all up and divorce your wife and live as Jessica and be true to yourself. And like your wife eventually will be happier too because she'll eventually meet somebody else. And, you know, you guys will probably get along.

That's what would happen like, you know, eight years later. I mean, it wouldn't be that way right in the beginning, you know. It would be terrible at first. But it'd be worth it eventually. I believe that. That's what I believe. Let me ask you this. Yeah.

Okay. And I guess we can end it on this, but I know it's been an hour. Yeah. If you were in my shoes, right, besides having fabulous shoes, right? Yeah. How would you, how would you even approach? How would you tell someone that?

You know, you, it's like, I don't even know. You have to. There's been, I'm sure there's people, okay, that have done it, okay? I think you have to sit somebody down. and you have to like, I think it's the hardest thing imaginable. It's like, how do you say something? It's like, you just have to tell them that. It's like, you know, I've never delivered horrific news, you know, like I haven't had to do that yet in my life.

Like, right? But I'm sure people have and people do it all the time and people, there's transgender people that have explained, people that are gay that come out of the closet and have to tell their families, you know, or their wives or their husbands, whatever, you know. I think that sometimes I think maybe you go to therapist and you have a mediator and you tell somebody

and maybe if you're seeing a therapist person they're sort of coaching you of how to sort of come out with this. I think that's a good idea. I think there's probably like a therapist out there in your area that works with people like you specializes in this kind of a thing. Even if it's not in your area

nowadays with Skype and everything, you could just find somebody that specializes in And there's probably somebody that could help you out with that and helps people out and is like acts as a mediator and holds your hand through it. Maybe is there present when you tell your family or whatever? I think that you would need help with that because I think it's a hard thing to do if you've never done it before. So, you know, I think you'd reach out to maybe support groups or other transgender people out there and find the resources to help you with that. I don't know because I've never had to do it. you'd have to talk to somebody who has done that.

And like I said, I believe that there's probably a lot of resources out there online that could give you that information. And you should use it. It would be amazing. It would be amazing every day to be able to live. Listen, I look at everything. Yeah, I look at everything from my deathbed perspective,

like when I'm making decisions in my life, especially the big ones and the hard ones, you know, and the stuff that maybe it's going to be. difficult, you know. I recently had a baby. I had a baby by myself, you know, and it's just like, I would think to myself, like, you know, when I'm on my deathbed, like, will I think to myself, like, oh, I, if I didn't have that baby and I didn't go through everything I went through, like, would I regret it? And if the answer is yes, then I don't do that. You know what I mean? The answer was

yes. Like, I would regret not having a baby. So I did everything I could have a baby and, you know, it was really difficult. But I don't want to live with regrets. Like I could think about that, like, you're just going to die one day, okay? Like, as much as we think everything's so fucking important, it's not. Like, you're just going to die and no one's going to remember you, and that's just the end, right? But you're here now. And so, like, and it's, like, really important now that you're alive. Like, when you're on your deathbed, are you going to think, like, oh, my God, I'm so glad

that I kept Jessica under wraps and I never told anybody and I kept that a secret? Or are you going to kind of think to yourself, like, why the fuck didn't I just, you know, let people know and come out and experience? what that would be like. You're doing me so much to think now about. Yeah, you need to think about it. In between all those blow jobs for 30 bucks, you know, and it's changing your price points and rethink this too.

I'm really serious. What's the first order of business? Changing the price or? Changing the price because we all know right now, Sluddy Jessica loves being a prostitute and that's not going to change anytime soon. So yeah, raise your prices. 50 and 100, okay? Don't let anyone jizz on your face.

I will email you and let you know how the first customer took that 1,500. Okay, but don't piss anybody up. You don't want the cops after you, Jessica, okay? Like, seriously. Well, you do because you want the podcast of the year. No, actually, I'd much, no, you know what I'd much rather have? I really swear to you in all seriousness. I'd much rather you actually get up.

the courage to tell your wife and I would love to see that play out. That's like, that's why I like reality TV. That would be like, that's the reality I would like to see and what my listeners would go through and how that plays out. That would be much more interesting. We all know how it would be if your wife finds out in a terrible way. Do you know what I mean? We all know that's just a tragic Jerry Springer shit, right? Like what I would be more interested in is the person that does it more. in the correct way and how that works out, you know, because that's more interesting. And that's what people need to see more because that's the kind of example that you want to lead by, right?

So I would prefer that on my podcast, actually. Yeah, I shall consider that. Okay, consider it up your prices. And can't wait to talk again, Jessica. Thanks so much for calling in and giving me the update. It's fascinating. Thank you so much. And I'll look forward to hearing this.

Yeah, totally. I'll let you know when it's up. All right. Thanks. Bye, Jessica. Bye. Bye. Okay, I just want to tell you before you go that my book, it's called Strictly

Anonymous Confession, Secret Sex Lives of Total Strangers, is now available not only in paperback and ebook, but you can pre-order the audiobook. It's still not going to be out until August 25th, but you can pre-order it. The book is basically 17 different stories taken. from my show. I kind of picked one story from each category that I talk about on my show. Like, there's a hot wife story. There's a cuck queen story. There's a cuck story. There's a gang being girl story. Like I said, 17 stories. And they're all told in the third person. And they're all true. I took the interview and rewrote it in the third person. And I wouldn't really call it like

a total erotica book. Think like Penthouse letters. It's more direct. It's not so over the like erotica. I don't really like that kind of vibe, right? But these are true stories. 17 of them. They're really short chapters, easy read. You could read, you know, one or two and then skip around. You could read the whole book. It's available in eback format, paperback format, and finally, the audiobook is available coming out August 25th. But you could pre-order it now. And if you buy my book in any format or pre-order it, I will throw in a complimentary link to my My Discord. My Discord does not disappoint. Okay. There's no way you get into my Discord any other way than getting the link from me. Okay. I give it to people who buy my book. There's tons of people in there. Everybody shares content with each other. And that's what you get to do there. You could post your own pictures and videos. There's tons of channels. We have lots of contests where you can win a lot of money. It's a super fun place to be. It's a total strictly anonymous community and you will love it. I will be giving anyone who buys my book, actually. access to my Discord. It's private, like I said. All you got to do is email me a screenshot of your

purchase, whether you did the audiobook, the ebook, or the paperback. Send it to me at Strictly Anonymous podcast at gmail.com. That's strictly anonymous podcast at gmail.com. And I will send you the link to Discord. So anyway, thanks so much for tuning in.