Strictly Anonymous Confessions - 333 - Brad Broke Quarantine to Hook Up with a Transgender Female

Episode Date: April 27, 2020

Brad broke quarantine and hooked up with a transgender female and he calls in to talk all about that as well as his open relationship with his bisexual girlfriend and a lot of other alternative experiences he's had over the years. What exactly went down during his recent quarantine rendezvous? When did he first start hooking up with trannys and where did he go to meet them? Where does he meet them now and what does he like to do with them when they meet up? Does his girlfriend know and how does she feel about it? Tune in to find out plus hear all about why he's a top and why he doesn't enjoy being a bottom, when he first found out his girlfriend was bisexual and wanted to hook up with other girls, the threesome they had with his friends with benefits, the swingers party in NYC he attends and how you can attend it too plus a whole lot more. Bonus: at the end of the show he also recommends two sex toys for guys who are quarantined alone. Here are a couple affiliate links so you can try them out as well: Fleshlight: https://amzn.to/2x8pAxo https://amzn.to/2VEka6A   Vibrating egg: https://amzn.to/2Y6fZT1 https://amzn.to/2SodSq3 **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. Strictly anonymous podcast. Conversations with online strangers. We place ads online. The Craigslist is definitely like the gift that keeps on giving. Real people respond. You go to Singapore or Thailand. You can't not do it.

The temptation is just too much. It's real problems. Do your friend know that you're banging her or no? No, he has no idea. And anything goes. Motto of the show, let your freak flag fly. Probably the only good advice I'll ever give you is to rehire. your wips and chain. Here is your host, Kathy.

Hey, welcome to the Strictly Anonymous podcast with Kathy. If you want to follow the strictly anonymous podcast on Instagram or Twitter, follow the show at Strict Anonymous. If you want to be on the show, this is a call and advice show where I talk to total strangers about all kinds of things. I really like to give advice. So if you have a problem, any kind of problem, even if it doesn't have to do with SCX, I would love to help you with your problem. I always say I give unprofessional advice. So if you want to be on the show, because you have a problem, send me an email at strictly anonymous podcast.com or go to my website, strictly anonymous podcast.com and click on

be on the show. Oh, wait, I just wanted to talk about one other thing. And if you want to call in and talk to me because you have a problem or because you just want to talk about your secret private life for the first time while remaining anonymous, but you don't want me to air it. I offer that as a service. It's like a consulting fee. I charge $200.

Send me an email at the same email. strictly anonymous podcast at jemol.com and I'll set that up. Today, I'm having a guy named Brad. It turns out that he lives here. He sent it an email and just said that he was into all kinds of things and wanted to talk about it. And it turns out that he's a New York City guy who lives here and talks all about the crazy sexual experience he had in the beginning of quarantine.

We talk about how he's been handling being quarantined away from his very open-minded bisexual girlfriend. They have, we talk all about. how they're keeping it together, like what they're doing, sort of being a part. We also talk a lot about their relationship because she's like super bye

and they bring women into their relationships. We talk about the fact that he's very into trans genders and how when he started hooking up with them, how many times he's hooked up what he does with them. I think that's who he talks about hooking up with one at the beginning of this quarantine, like I said. And then at the end of the podcast,

just by accident, we start talking about a couple toys that he's going to buy now that he's been that he's because he's stuck in quarantine alone. And I think that it's super interesting the two things that he recommends. Because I personally always think like I feel sorry for guys because there's not many sex toys out there for them to play with. But he mentions too. He talks about like exactly what he does with them.

So he gives like some good instructions on how to use them for your enjoyment and your pleasure. So I'm going to link to those in my description. and he talks all about them as well. Like I said, towards the end of the podcast, he's also, he's a school teacher. I mean, he tells me these kinds of things, which I normally don't need to know, but it's kind of interesting

because he's a school teacher. And he does like to be dominated sometimes because he says he's totally, that's who he is in his job. And then he likes to switch it when he's, you know, having sex. We talk about that too. So anyway, I'm going to be right back on with Brad.

How are you today? I'll quarantine wherever you are. I'm very good. Thank you. You're very good. That's good. So you wrote into the show, and I guess you've heard my previous episodes because you didn't give me much information, which is how I, is, that's what I actually prefer.

I love nothing more than to get on the phone with a total stranger and then pick apart their lives. I'm assuming, I think you said you were like sexually frisky, and so I'm assuming you have some sort of maybe alternative lifestyle that you lead that you want to talk about? Well, yeah, I do. Sure. By day, I'm a New York City public school teacher. For real?

I teach in the... Yeah. Okay. What grade? Can you tell me? Yeah, I teach in ninth grade. Okay. And I teach in Manhattan at a public school.

Uh-huh. And so all day long, I'm in control of people. So sometimes when I'm frisky, I like to go the other way around and let people take control of me, although I can switch. Yeah, I've heard that. a lot, right? That typically is the way that it goes, though, and I've told some guys who, like, have wanted their wives to dominate them and they don't think that they would be into it because they, you know, the flip wouldn't work.

But I've heard also, like what you just said, whereas, like, most of the time, you're one way, right? But you can get down with maybe switching a little bit, right? So maybe you're like 90% sub, 10% down. I'm 50-50, though. Oh, really? When I can sub, I'm extremely excited about it because, again, like I said, all day long I have to be controlled people and tell people what to do and make sure that

they're the right place. So it's great to release and just let other people take over. I can indulge in not having a responsibility or a care. Right. Okay. Now, do you go to dungeons? Like, do you meet up with Dominatrix? Like, how far into it have you gone? No. I more or less, I just cultivate relationships. I have a girlfriend right now that is gay, buy, whatever you want to call it. And so she invites people into our circle and together, you know, we cultivate it. Alone, I cultivate it. Sometimes I get on, I used to get on Craigslist for a while for the personal there.

And occasionally I'll get on one of the apps and, you know, see who's out there. So he was interested in having some fun. Do stuff online or meet with them in person or both? I don't really get off on the online stuff. I'm more into in person. Right. Okay. So as an example, three weeks ago, at the height of the COVID shutdown, I disregarded everything and indulged in my, I guess, my deep-seated suicidal consciousness. By having an orgy?

Well, no, I ended up bringing in a young lady, 21 years old. I'm in my 40s and she's just discovering that she is trans so she's a lady boy if you will and I went all in. We had unprotected

anal sex. It was incredible. Oh my goodness. We did the 69 and gag and throated and crazy bareback nastiness It was for fucking fun.

Well, you know, that's what all that matters. I mean, I always talk a lot about it on my show about how most people don't use condoms. I think just people who are like hypochondriacs don't because I was always like really good with condoms. But that's because I'm a hypochondriac, right? But most people, I think, who aren't always worrying about dying are, you know, kind of throw caution out to the wind. Especially when you're in the heat of the passion, you're so fucking horny. And condoms kind of suck, right? It does feel better to not use them.

have you done that before in your past? Or was that the first? Have I done what? Like just, well, to bear back and not care. Do you ever use condoms when you're with all these people? I've done it before. Bearback. I've done it.

And I have my own, what do you call that, justification. You know, I feel like my radar is pretty good. I ask a lot of questions to the person. If I don't know them that well, I listen to their voice. I look at their body and their language. And, you know, if they look like they've been out, horning it up, then I either won't even be with them or I definitely use a condom. But this person I had kind of vetted over a number of phone calls and she was just starting

to date as a woman. So I realized, oh, wow, this is a young girl who is experimenting. She's not been out there hoaring around, trying to, you know, make money in the sex worker industry. I'm wrong with that, but that's why I gauged how close and intimate I could be with her, even to the point of just letting her into my own home. Yeah, yeah, yeah. And your girlfriend, I'm assuming, was in on it? No, my girlfriend and I are quarantined, so we made this little rule. What she does is what she does, and what I do is what I do.

She lives in Brooklyn. I live in. Oh, you're not quarantined together. No. Oh, okay. But she knows that you hook up with other people, I'm assuming. Yeah. Yeah.

So do you go back to her? heard now like because I've I've really been wanting to do like a quarantine episode like to fuck or not to fuck I was like would be really good entitled but like or that wouldn't be with you but like it's really interesting to me like what people are doing now during quarantine especially people like you who are pretty open sexually and used to having multiple partners right so you threw caution to the wind had somebody come in I'm surprised you didn't why wouldn't you quarantine with your girl we have very different obligations she has a son yeah oh okay okay so we've got different very different you know she's got her own apartment so yeah yeah yeah and so do I neither one of us is gonna you know kind of just be our apartment to be with the other right right okay that makes sense so you had that now do you go back and tell her about that experience and then does she get off on that like how do you guys do you share do you share what you do yeah especially now because it's over the phone yeah

she's jacking off while I'm explaining to her what what we did and vice versa do you like to know about her with guys? No, I don't. I like to know about her with girls. Oh, interesting. Okay. But not with guys. No, I still have a, she's not even interested in guys. So I haven't even come up. She's, she's by, she's by slash J. And she basically told me, you made it under the radar. You're the last dick I ever want in my life. All right. So if you see me out there, I'm not really, I'm not searching for guys. I'm sick of guys. They discussed me. Somehow your grandfathered in. I'm only really looking for women. So, you know, we went on a trip to Mexico about two years ago and partying all night.

I get in the cab with her, and I didn't know, but there she is. She had a girl with her. She picked somebody up and brought her home. So we had some fun together, the three of us. Right. And that's all she's ever done. And now, how long you been dating her for? Two and a half years.

Okay. And were you guys straight up with each other about this kind of stuff right from the beginning? No, it didn't happen until about a year in. I knew she was by and then about a year in a year into it. She's just the whole me too thing disgusted her. And she said, I'm sick of these men. I'm sick of these men. Again, you made it in.

You're the lucky one. But I got to start dating women again too. Do you mind? I'm like, no, I don't mind. So she has a couple of girlfriends that she, you know, sees sexually or also just for just to go out with. And I got no problem with it. One of them we share sometimes.

So it's all good. Yeah, no, that sounds great. What about for, like, when did you tell her that you're into guys, I'm assuming, or are you just into, like, transgender? I'm only, I'm not into guys. I'm into transgender. Yeah, yeah, yeah. I asked gays. I asked trannies what that means.

And they said, you're gender fluid. Yeah, yeah, yeah, all these terms, right? I hear them all. Am I by or not? You know, I'm not, I'm just, I'm not afraid dick. I just don't like it on a guy, on a chick. I'm fine with it. Yeah, I've heard a lot of that on my show.

And it was, some people. have been able to explain it better because I was I was like confusing to me at first right but it really is like when they're but and then there's also some guys that like they just want to be with a guy when they're maybe dressed up as a girl when it makes them feel like feminine you know but for you it's like you want to be the guy and they're the girl and they could have a dick yeah yeah I like the feminine the dominant feminine qualities the genitalia are exciting either way uh-huh but I'm you know there's just for whatever reasons, nothing turns me on about touching a hairy-chested guy or a guy with

a beard or a guy's masculine body. I can appreciate it. I have no problem saying what's beautiful. I've been with a couple guys. And that's kind of how I know. Right. And they've done that. It's not for me, per se.

Yeah. So let's go back and like, I mean, because you said you're in your 40s now, right? Like when did you start realizing that you were into all these things and then how long ago do you start experimenting? I've always been a freaking pervert. Yeah. And so when I moved into the city, at one point I spent, I lived six months in Chelsea, and this was around 1989, 1990. And Chelsea was filled with trannies, just filled with trannies then on the streets, day and night.

And then there was a club called Club Edelweiss that wasn't too far from my house. And if you look it up, Club Edelweiss is a famous troub. And I read the most. beautiful to go there secretly and still pretty not open about that. Uh-huh. Like apparently a heterosexual guy. Right, except for your girlfriend knows, right? Uh-huh. Yeah.

And then I picked up a girl in club Edelvice. I was like, I got to try this. And part of me, part of it was experiment. It was just like, I want to know if I'm gay or if I have gay tendencies or if I like male sex. So I took her home and she was cute, young, gentle. I was young at the time as well. And she basically did me from behind. She fucked me in the ass and it was so painful.

And we tried again. And it was so painful. It just never was fun. So I realized it didn't disgust me. It just didn't turn me on and it actually hurt too much to even have fun with. So you're not a bottom to this day? I'm not a bottom. Okay.

So when you played, recently with three weeks ago you were you did the you did the the the girl that was at your house right I mean you fucked her in the ass absolutely right okay cool so you're your top yes uh-huh yeah and then so no one you never got caught nobody ever found out any of that stuff like that that that that that you're into trannies no no there's a few no there's a few personal friends close friends of that I've shared that with, you know, certain friends that you know will keep your confidence and whatnot. So there's a few that know that know that.

Right, that you're Chloe. But generally, no. Generally, I'm just a straight dude. Right, exactly. But now you have this girlfriend and you were straight up about being into trannies and stuff like that with her. Did that come out? Like when she told you she was into girls or like,

or did it come out in the beginning? Like, when did you explain to her also that? No, okay. I didn't come out in the beginning because I know a lot of, women don't like that. There's so many different prejudices around everything from diseases and lifestyle and germs and gay down low. Are you going to cheat on me? You're going to have a mistress, all that stuff.

So it can come out until she basically said, look, I'm by. I got to tell you. And so I'm so, you know, I love trannies. I love, and I know tranny is a old school word. Yeah, yeah, yeah. I don't know whether you're allowed to say that or not. A lot of people get offended by that. Yeah.

I don't get offended by it. And I have friends who are transsexuals, transgender. So it's the quickest, easiest way for me to say. But anyway, I told you that. And she was like, okay, that's interesting. I'm not interested in it with you. But that's something you're interested in. I'm not going to demonize you for it.

Right, right. But before her, right, because you've just been with her a couple of years, were you always open in your relationships? Or did you keep it as a secret for a long time until you got older? Always kept it as a secret. Oh, is this the first girl that you've been open? open with? Yeah. Interesting. Have you ever been married? Yeah. For how long were you married for? Ten years. And now with her, did you, were you cheating on her like behind her back? No. No. No, I wasn't

cheating on her. When I have a girlfriend that's monogamous in committed, I don't do that. I don't cheat on them. I don't go and have illicit affairs or anything like that. Or one-nighters. The worst thing I've ever done was gotten a massage with a happy ending. Yeah, yeah. But other than that, I don't. No, I don't, I don't, because I'm with somebody because I'm into somebody, and that's where my focus and my energy is. Right. So when you're with your wife, even though you have this sexual urges to be with trannies sometimes, right? Like you didn't have to do that for 10 years. No. And plus there's so much delicious pornography out there. But I could satisfy myself other ways.

Right. And now when did you realize that you were into trannies or was it just that you were always so curious about all kinds of things? And then when you went to that club, you realized that's what you liked because you said you were young, like even younger when you were like in high school and stuff. Did you realize that you were, quote unquote, a pervert like you said? No. I mean, I knew I was a pervert, but I wasn't into trannies in high school. I came from a suburb. So it was all very much like taboo. And even the whole gay thing took, you know, years for me to come to terms with.

So no, I was never into. them I got to New York and started to see it a lot more. Also when I first was visiting New York, the sex booths had lots of transsexuals and that's always to go there and just explore. You know, it's fun and exciting. And sometimes it's like going to get a good meal or a bag of chips, a snack, you know? It's just like, let's indulge. Let's go for it. Right. And you're just like trying it out and you realized you liked it. Yeah. When did you get in? Yeah, go on. Go ahead. No, you go. No, you go.

No, I was just going to say, like, that's when I realized I was not into being a bottom to receiving because it just didn't feel good. If it felt good, I probably would have, it would have been great. And actually, I wish it felt good because then I could have a lot more kinds of different sex, but it just fucking hurts. Right, but let me ask you this, because I was always a three-in-put girls. And I just think, like, it could really hurt if somebody just shoves their dick inside your ass, right? Like, it's not a good experience, right?

And it could really hurt for me, but it could also really feel amazing. too if it's done the right way. So did you ever try it again after that experience or you've never tried it ever again? No, I did. I tried it a couple more times. I've been with people who are gentle. We tried, you know, massaging and the point in oceans and all that stuff and relaxation and stuff. Yeah, yeah.

It's just never like it's gotten to the point when we do that. It's just uncomfortable. It's not painful so much, but it's more uncomfortable. And it's, again, I'm like, that's not pleasurable. Right. interesting because I always think like all assholes are kind of made the same and there's so many nerve endings in there. So like if I think it feels really good, why wouldn't somebody else? And I just always think like some people can't fucking relax.

Maybe because that first experience really traumatized you that it's hard to get past it. Now the first experience also was gentle and thoughtful. It wasn't like one that hurt. Right. And I had told the person that, you know, hey, I've never done this before. And she was like, oh, all right. So she took time and was considerate and whatnot. And I'm not, I love rimming, getting rimmed.

I'm not afraid of that. You know, it's nothing mental. Yeah, what about a finger? Occasionally a finger. Even a finger is just kind of like, eh, occasionally a finger. You know. Yeah. But it's never, it just doesn't feel, even when I masturbate, sometimes when I'm masturbating,

I'll play with my butt. But if I put a finger in my butt, it's, again, it just doesn't feel good. It doesn't do it for you. interesting because I mean like what's what's what's interesting about you is that like I feel like there's a lot of people out there that would say that and they would just say I would never be into it because they're just against it totally you know what I mean you're somebody that would love it right like and you're super open-minded so like you know I maybe all assholes aren't made the same I don't know you know you're here to prove my theory wrong because like you said you

would love it to like it right it would be another whole thing to do and and And you've tried it many times. It's not like it was just that first time and you stayed away. You've tried it with yourself. You tried it with other people. And it just doesn't do it. Interesting. Maybe all bodies are made different.

You know what I mean? I mean, listen, all bodies are, right? So maybe some people don't, can experience it the same way that other people can. I don't know. But when did you get into the BDSM? What about BDSM? Sorry. Well, I'm assuming that you're into that, right?

You said like you like to be dominated, right? I mean, do you call it that? I'm not into it in the sense of like I've got a closet and I'm collecting devices. Yeah. Things like that. I'm not into it like that at all. But if I'm with somebody in there, like I've been with women who have said, I like to be dominated. And then I'm like, okay, let's go then.

Yeah. Let's do it. Uh-huh. And so I've had lots of fun experiences with humiliation and degradation. Right. And yeah. But when did you realize that you like to be, like, was it with just this girlfriend? Because you said you've had women in your life.

You've never gone to like a dungeon per se, right? When have you? And like how far did you take it? Like I, because listen, I never realized this. And I never watched that stupid movie. What did that gray, 10 things of gray, whatever. But I, from doing my show, I've learned that a lot of times with BDSM, it's like, It's not even a lot about the sex.

It's a lot about like all this other stuff, right? There's a lot of interesting things that go on that have nothing to do with sex with, like, writing things down. And, you know, it's pretty in-depth and hardcore. I'm assuming you're not into that, right? You just like sexually to be dominated sometimes, right? Me, yeah, it's more physical and mental. It's not about the lacutcheon and stuff. It's about, for me, it's just, okay, now I get to be and go.

I don't want to say role play because that even separates to me. And I get to indulge in the parts of myself that are dominating, aggressive, potentially even mean, downright mean. And this person is into it. So I'm not harming them. I'm not overstepping a boundary. I'm actually giving them what they want, even though it may appear to be hurtful, but that's what they want.

So I'm in. I'm all in. Right. And then you like that to be, you like to flip and have. have that done to you. Yeah. Yeah, absolutely.

Yeah. And then it depends. You know, it's like on any given night or day, if my lover comes to me or I find a lover and she says, look, I want to be dominant and I want to dominate you. I'm like, oh, great, let's go. I'm just open for the exploration on a creative level, sexual level, visceral level like that. Mm-hmm.

That's around that. So if somebody wants to dominate me, great. I'll turn into a, I'll lower my confidence level. I'll lower them, I'll become inferior, so to speak, and let them rock and roll. Yeah. And you said, though, that you enjoy that because in your professional life, you're sort of that person to, right, to your classroom. Yeah.

To uphold all the responsibility to organize and to be in control. Right. And then when you just said before, too, when you're the Dom and you get out a little bit of your meanness, like maybe you're letting release. some of that tension in your classroom too. You know how you really would like to be to those fucking kids, right? Yeah, without the sexual parts. Yeah, I don't look at them sexually at all.

Yeah, no. And I mean, because ninth grade is like, I mean, they're kind of like at an age where that could happen. I just think, you know, you always hear about these teachers. That's a whole other story. I think teachers should probably be more along the lines of your age than 25-year-olds. You know what I mean? Like maybe if you were 25, you would feel differently about a ninth grader, I don't know, or 22, you know? When did you start teaching?

When I was about late 20th, 28, 29. Right. And you always taught ninth grade? No. It's always, you know, it switches around. It's been three years with ninth grade now. Right. Now, do you, so do you and your girl, when you are together, do you ever, like, because

I have some friends in the city that have been on my show that go to, like, swinger clubs and, like, alternative lifestyle kind of places that are out there in New York City. And since you're so curious and frisky and you like to try different things, have you gotten involved in that world at all? A little bit, but not with her. When I was single, I was in that world a little bit. There was a, I don't know if you ever heard of One Leg Up? No, uh-uh. What's that?

Oh, you got to check out One Leg Up, NYC. It's a really upscale, wonderful swingers party that happens in New York. So I've been to that a few times because my friend organized it. So a couple times I helped her And then a couple times I just went And then I had a... Wait, let's just talk about that for a second Because it's funny

Because somebody actually emailed me recently And said, oh, can you recommend a couple Swing Clubs for me? And I asked my one friend And he gave me two places. I don't know if I don't remember one leg up. I think one would he just gave me an address And another one he gave me a name of a place.

Is this just like a party that like goes to different places Every month that she does them or like what? And what goes down? parties because people would be interested in that kind of information. Oh, yeah. Okay. So it's privately run. She's amazing.

She basically vets everybody. So you have a questionnaire. You have to be, you know, she looks at your photographs. So it's never a room full of overweight, middle-aged men from New Jersey. Right. People do fly in from around the country because it does cost a big. the money, but it's worth it because basically she rents out a penthouse at the Soho grant or she rents out a penthouse at some other luxurious hotel.

And then you, you know, you pay your money. How much about it? Pardon me? How much does it cost for a couple? Do you have to be a couple? Per couple, it's about 400 per couple. I think single women can come. Okay, right.

That's how it typically is. Yeah. Okay, go on. Yep. So she rented the. apartment, the penthouse? Yeah, so she runs the penthouse and you show up. She's got security at the front

door. You checks your name. It's great. You come in. She's got a bartender. Everybody's a B-Y-O-B. She'll start with a couple bottles, but everybody brings their own liquor. You walk in. There's probably two or three monitors, television or a computer

with porno on it. There's condoms everywhere on every tabletop, the night table, whatever. So there's tons of condoms. You can look left or right, grab one. Yeah. She sometimes has a sexy girl going around with little drums, bongos,

kind of get to create a little tribal energy going and some rhythm. And it's really, it's fun, relaxed. It looks like the first half hour looks like a normal cocktail party. People just, you know, standing around, drinking, talking, music is playing, and then she starts going around and just whispering into people's ears, just take off one piece of clothing. Or actually, I think it's to take off everything except one piece of clothing. Oh, interesting.

Little by little, organically, everybody starts to disrobe a little bit. And then she will maybe go around. And, you know, there's some people there that are probably regulars or very much veterans in the scene. So they'll start making out. Her rules are as soon as anyone. If anyone says no, no is no. Right. That's it.

That's good. You can approach anybody at any time And if they're into it They'll of course just keep They'll accept it If not And they say no Boom you move on

Right And so within 45 mil Actually probably about an hour and a half It's now not the normal looking cocktail party The lights have been dimmed a little bit There's good music playing Yeah And in the bedroom

Like one time in the bedroom It was like the greatest New York City dance floor I ever saw because it was probably like 12 people on one bed in every possible position fucking sucking and doing everything right and these are attractive people right like i mean because she's vetting them they're all attractive because she's vetted them yep and what age range would you say you tip you've seen at these parties is it everything from 20 to 40 20 to 45 yeah yeah if there's anybody over 45 they're they're definitely fit you know right now now have you ever

recognized like bumped into anyone that you knew that didn't know that you know you know you mean was it ever did you ever yeah i did um i bumped into somebody that i was so i sort of knew from um you was a an assistant director of film in films and so i saw him on a set a couple of times and so um because i was doing extra work at one point and so he he just pulled me aside said please don't tell anybody who saw me here right of course not don't worry about it of course not how many people though could she fit in that pen out like is there a cap on how many people show up to these events? I would say two dozen max.

Oh, really? Okay, so it's not a large group. No, it's not a huge group. It's a nice, small, exclusive group. And it's, yeah, so it's not like a big free-for-all. And how do people find out is all word of mouth? Like, you know, I'm assuming that it's just something maybe that is word of mouth. Like, you have to know someone that knows someone to figure, you know, to be invited.

Oh, what's the website? site one leg up i think it's one leg up n yc if you can put one leg up n yc you'll get the proper and that's the party that goes down and does she do it monthly we like do you know the um she does uh what does she do well i don't think she's i don't know if she's been doing anything now because of what's going on but yeah um she was doing two to a month to a month but it's oh yeah it's a lot of work for her so she can't do really more than that you know yeah no and that's i'm sure that that's plenty. Considering that she only lets a small handful of people come in, she's probably able to book them up fast and keep it going. And, you know, listen, I used to put together events.

I know how hard it is to do. You know, she's got the whole thing down. And, you know, what about with that guy, you've been stuck in your house for like three weeks, right? You said like three weeks ago, you met up, right? That's when you had your first experience. Have you done anything since then? I mean, what are people doing in quarantine for SCX? I'm assuming that most people now are not having people come in. I don't know. I'm not sure. I mean, I've gone on a few apps and have like a one on Grindr to find some more transgender.

But then I chickened out. I don't know. I just like, wait a minute. This is kind of stupid. Who the hell is going? How do I trust somebody? who will say yes. You know, I mean, unless they come over here and agree to letting me swab them down and rubbing alcohol in a bath to start.

Yeah, yeah, yeah. I haven't, I have no idea what people are doing. I wish I had hooked up my friends with benefits before this whole thing went down so we could have a nice, you know, assured, you know, rendezvous from time to time, but I don't. So do you have friends with benefits besides your girlfriend? friends? No. Okay. I have one in North Carolina, but she's not flying up here. Right, right, right. Right. So, yeah, I would assume that older people, maybe younger people, listen, I remember when I was in my 20s and earlier than that, like, you just don't, you just think you're invincible, right? So you have a different mentality about things. So, like, I think maybe you wouldn't be thinking things through. And, you know, I used to drive drunk. Like, I mean, like, you know, a lot of times when my friends now have kids that are, you know, older doing crazy things. I'm like, so, you know, you remember when you were their age you know what i mean like it's just it's a very different mindset you know so uh i would think probably if i was talking to somebody in 23 they're maybe letting people in you know their doors and stuff you did you were a little uh crazy you did do it right right in the

beginning you threw caution to the wind oh it's crazy no i threw caution to the wind i knew what i was doing i was like some part of me was crazy and said oh you know what not only can you fuck this girl bear back in the ass. You're doing it during a quarantine pandemic. Right. It's like Rush and roulette. Yeah, yeah, yeah. You're really upping.

Yeah, exactly. And you've been fine. I mean, you never got sick or anything, right? No. I personally think in all this data is coming out now, they say, like I was watching yesterday, they're saying like probably one in every five people in New York already have had it. I think that's going to be even more once they do more testing because I was deathly ill.

with something that I thought was the flu. I never went to the doctor because I just couldn't even get out of bed. I was so sick for like I would say good 10 days. And then it took a long time for me to feel 100% better. So I think I had it then a January. I look at my tax and it was January 10th is when it was finally I was able to like start talking to people. See, I in January 7th, I had a cold sweats, fever and whatnot.

Yeah. And then I, um, January 8th, the same thing. Uh-huh. And then for the next eight days, I had that dry cough and I was laying in bed absolutely exhausted. And I knew, wait a minute. I'm not, I don't have a running nose. I don't have a cold.

You didn't have like all like a, like a mucusy chest thing. It wasn't like that. Yep. Fucked up dry cough that wouldn't go away. Wasn't that painful? And yep. And my energy was sapped. And I just thought, you know, I can get up and do some things.

But if I do, I have a feeling that something's going to take me down from inside. So I just laid in bed for eight days. Yeah. That's what I did. I slept as much as I could because I just knew that one day in the middle I had that time where I felt better and I'm like you know because I have a four year old right I have to walk him to school I have to do things I had nobody one week and I was like solo and one day I thought I'm getting better okay I'm gonna walk him to school I think I could do it and I mean he lives he goes to school around the block and by time I got back I was so winded I was like oh I am not better and then by that night I had a fever again and then the cough it was like a whole new sickness like all these new things came. on it and I was down for the count for another like five days I was like what the fuck is this I like I said I thought it was the flu I was coughing up a storm like if I was coughing like that now they people would look at me like I had AIDS in 1987 do you know what I would the way I would the looks I would get yet I remember going to CVS hacking my brains out looking for something because I'm like

I could not stop coughing in it's really hard to explain unless you've had it of how it's painful because your the constriction and the coughing inside your chest and it doesn't stop it was like every second on the second like I was like coughing it it would it wasn't going away and then that lingered for a really long time so I mean I don't know how we got onto that COVID corona thing but it's hard not to talk about it I've been wanting to do uh like I said a whole episode on it I have other people that are going to come on I have one woman who owns a swingers club in Florida that's like you're allowed to masturbate this is going to ask you about that um at that Swingers party.

Are you allowed to, like, jerk off and watch people? Because I've heard that there are rules like that where they don't allow for stuff like that at other places. Is that a true thing? I don't know if there's a rule. Do you normally go to those parties with your girlfriend now or with other people in the past? I've gone with, excuse me, my friends.

My friend would benefit from North Carolina. So she and I did that. I didn't do the girlfriend. And for no reason other than we just didn't do it. And then my North Carolina girl and I did this other sketchy, really sketchy one that was a trans swingers thing. And that was here in New York? Yeah, that was, yeah. The 30s on the west side and some really funky loft, dark.

It was one of those like, it was just sketchy. It was sketchy as hell. Right. Did you hook up with anyone or do you guys just stay alone? Yeah, no, we ravaged this Asian female girl. You ravaged. Do you end the girl? Yeah.

Yeah. How did you ravage her? Like what exactly went down if you don't mind me asking? We both went down on her first and then I got behind her and with a condom and fucked her from behind while my FWB jerked her. jerked her off and played with her in her titties and stuff. She kind of got treated to the full, for the full treatment. Right. Now this, the transgender person that you hooked up with in the beginning of this,

have you been in contact? Like, is that somebody that you do again? Yeah, it would. And I was like, come on back down. She was up in the Bronx. Come on down. But again, it just hadn't worked out with the timing. And the longer we go without it, The more I'm thinking, yeah, I don't think it's a smart idea. Right. The longer you've been quarantine, right, the more you just want to be safe. Because you're like, you already know you've been three weeks, so you didn't get anything from her, right?

You know that now. So why would you take your chances again? You kind of like we're lucky, right? Yeah. Do you have a type when it comes to transgender? Like, is there something that you specifically like, or are you sort of down and open to anything? Natural. The more natural to better.

I hate fake tips on a transgender or real. Um, cis woman. So the more natural, the better. How do they have real tits? Because they take hormones or something? Hormones or just flat, just totally flat chested. I don't mind that. Oh, okay.

Just that somebody with plastic implants. It just doesn't get me. Oh, okay, cool. And then also my type would be, you know, um, not the strong out, um, desperate druggy type girl, but the one that is a little more put together. and even more so the younger ones who are just exploring not because they're broke and they need money and they're hooking, but they are, you know, potentially in stable living environment that their parents or their sisters and brothers support their transition.

So they're just, they just don't have drug problems. So again, I would say attracted to those without a history or a, predication to drugs or prostitution. Right. You don't like damage goods. You like this. I want a little bit more clean cut. And do you find, and I'm assuming the answer to this would be yes, but maybe not,

like do you find since you've been in this world and been hooking up with transgender since the 80s, right, that it's definitely changed because it's so much more accepted? Oh, totally. Yeah. Like back then, 15, 20 years ago, that it was hard to find somebody who was fairly. saying. Right. And not on drugs. Right. Yeah. If you did, they were more drag queens, which is just a guy doing the performance. They're not really transgender for the most part. So that's not really a turn-on

for me because that's just a guy doing an incredible person. It's more like a caricature of what you're a two. Yeah. So the difference though has been what we just pointed out, which is back then there was a lot more drug issues and desperation because it wasn't so acceptable. Yeah. Now that it's acceptable. there are way more people in transition that are living, I guess you would say, a healthier lifestyle or a more accepted lifestyle. So they're not as, again, desperate, doing desperate things. Right, because they have like their self-esteem.

I mean, it just, it's, you know, society is more accepting of them. I'm sure their families are more accepting of them. So, you know, those poor people back in those days, you would turn to drugs and alcohol because they had so many emotional issues because of what was being put on them because of who they really were. Now, people could just be that way. I'm sure you see people in your classroom, right, who are expressing themselves differently than you probably did back then, right, when you started. Totally. Yeah.

What about the last thing I want to talk to me is like, you said your girlfriend has a girlfriend, right, that you play with, that she plays with? Is that what you said? Like, there's a third person. Are you guys like polyamorous or do you guys are just in love with each other and then you just have sex with other people? Do you consider yourself polyamorous where she has an actual relationship with another girl? I don't consider myself polyamorous or non-monogamous. She and I have a relationship. Yeah. If she has a girlfriend and I know about it or I don't know about it, it's cool, it's fine with me.

It doesn't interfere with her love for me or desire for me. we don't go around hunting for people to be together with. We satisfied with each other. But if it comes up or it's more spontaneous, you know, it's more like, hey, look, I said, I got my friends before I knew, before we were dating, I had my SWB down in North Carolina in about a year into the relationship once she's really let me know that she's really gay. I was like, well, hey, why don't we bring my SWB up?

I never mentioned her, but let's bring her up in North Carolina. And she was like, great. So that became our, you know, our threesome. We got a couple of great weekends together. So it just comes up organically. It's not like, you know, like when we went on our vacation in Mexico and I turn around and she's smiling at me because she's got this girl in the car that she picked up. Right. You know, so it's just, it's always been kind of spontaneous and organic and not like we need a third person in our lives, you know, anything like that.

Right. And now are there any rules or regular? that you guys have with each other, like when you hooked up with your friends of benefit, right, from North Carolina, were you allowed to be with her too fully? Or, like, did you have any kind of boundaries that you guys talked about beforehand? No, no, no boundaries other than just, you know, if you're feeling uncomfortable at any point, just make sure you tell me and I'll do the same. Otherwise, no, no, it was fun.

So she's down for you to be with that girl. Oh, yeah. Yeah, and at one point, those two were. in bed and I'm sitting in a chair in the bedroom watching them. I have a beer in one hand, a joint and the other. They're going furiously at it and she, my girlfriend looks up at me and goes, you're okay?

I feel like you might be jealous. I'm like, I am more than okay. I'm fine. Slugging a beer and smoking a joint watching you two get off. I'm great. Right. And how hot are the two of them? Like what's their age and I don't know, paint the picture for some guys that are listening? Those two were in their mid late 30s, mid-late 30s.

Both women of color, both just natural, gorgeous women. Right. And now they're friends, I'm assuming. And has she ever hooked up with your friends of benefit on her own? No, no, no. Just those few times that she came here, yeah. Well, you guys must be dying for this quarantine to be over so you guys could hook up again. I mean...

Absolutely. Right? Absolutely. Yeah. Well, hopefully we'll be out of quarantine soon. I don't know. But thanks so much for calling in and explaining all your whole story. Oh, you're welcome.

Thanks for having me. Thanks for letting me. Yeah, no problem. Is there anything else you want to add? I don't even, I don't know if they're missing anything because I don't know much about you. No, I mean, no, I mean, uh, I mean, you seem like you've done it all. Like you've been into the bondage thing or I don't know if you even call it bondage.

You have. It's not really, yeah. I haven't been into the bondage thing. Like, again, like I said, there's no special drawer in my house or closet with devices and things. You know, I don't collect those and work those all the time. It just comes up. You know, somebody I'm with, hey, what's your kink?

What's one of your kinks? Oh, I love my toes. Great. Oh, I love to be slapped in the face and call the N-word. Oh, right, right. You know. Yeah. But wait, you said you had a kid.

Does your son live with you? Do you have a son or a daughter or whatever? Do you have a child that lives with you? And are they what or in your house? I have a daughter and she is with her mom right now because of the quarantine. Oh, okay. Cool. So you're by yourself.

We're divorced and she's with her. Yeah. Yeah. I think, you know, I think to myself like who's faring the best like during a quarantine. And I think somebody who's solo at home is probably. the lucky ones, right? Because I was like, okay, the people with roommates are fucked, because most of the time you don't like your roommate, right? The people with long-term partners are kind of fucked because you're just going to get sick of anyone. The people with children

are ultra-fucked, right? Because you're just like, I mean, my son is like a bossy. He's like got my personality. So it's like, forget about it. You know, it's difficult. But I think people being alone, I think those are the people that are faring, okay. I'm assuming you're doing okay being alone. You sound like a creative person, right? You could create, you could do all kinds of things. And I ordered my sleeve from Babes in Toyland.

So that's been very helpful. What's a sleeve? You know those silicone sleeves for jerking off with. No, I don't know. I always talk about like how there's so many stuff for women but there's not much for men. It's called a flesh light.

Like instead of a flashlight. flesh light. Does it work? Is it good? Oh, it's great. I mean, considering that, you know, Rosie Palmer, five sisters get a little bit boring and rough after a while. Yeah, yeah, yeah. It's nice to something different, smoother and kinder than the palm of a hand. Yeah. I just started an Amazon affiliate thing that I want to put links to in my thing. So I'm going to link to one of these things. Is there one that you recommend? What, like, have you used them before? I'm assuming you have and you're just, you're just getting a new one. A long time ago, though, and I ever thought I would again, but considering where we are,

I'm like, you know what? I'm going to do something. Yeah, something to make it fun. And what, does it feel like you're inside a pussy or is it just like it just, like, what does it feel like? Or is it feels sort of like that. There's nothing like that, of course. Right.

Nothing that'll ever compare to that. Yeah. Yeah, it feels it's softer and it's smoother and it's just, it's just a much nice are feeling, you know, instead of just your hand, your own hand. Now, are they all made alike? Like, if I told my listeners to, if I directed them to one on Amazon, are they all sort of the same or is there something that they should look for? No, there's all different versions.

Right. There's all different versions. Right. Bades and Toyland is great, or Toys and Babe Land, whatever it is. And they have all different ones. Some of them are really inexpensive. And then some go up to over 150 bucks because you can warm them up or they vibrate. You know, there's all different kinds of.

But do the lower end ones work for people if they wanted to get it? Are they good? Have you tried those? Is that the one you're ordering? I ordered the $70 version, so it's solid. There's ones that are 40 and 50. It just means to me, it just means that they have, they're very no bells and whistles, and they probably don't last as long. That's all.

Right. But if you're quarantined, you know, it's something to try. If you're a guy, I always feel like as a woman, there's so many things for us to to buy, right, when it comes to sex toys. not as much for guys. I've never had someone on here talk about a flesh. It's called a fleshlight. Fleshlight, yeah. And the other thing that I've found is fun is the egg, which women use all the time, right?

Yeah. The silver bullet. But what do you do with that for a guy? No, you put that right on the, you put that on the underside of your cock or the top side of the end of your cock and just hold it there and let it vibrate and just be patient and watch with wonder. and feel with wonder how that consistent vibration really can trigger some amazing feelings. I think guys are so used to, one, being ashamed or shy about jacking off. And two, part of what happens is we jack off, we calm, boom, we zip up, we clean up, we're done. As opposed to when, for me anyway, I make, if I'm making love with my girl and I have my orgasm, I'm still, I love.

I love afterplay. I call it after play. It's like it's just as fun and maybe even more than for play. So after I ejaculate, I still want to be played with. I still want to be sucked. I still want to stroke. Even if I'm going soft, it still feels great. So I feel like men, though, are not trained that way.

We're trained to blow the load. And, you know, if we're with somebody, kindness, gentleness, hopefully. Or get up, zip up, clean up, get out. Yeah. And even with, especially with masturbation. So if you think about it, This is a figure that I'm making up, but I'm pretty – I think it's pretty accurate. Every guy in this town jacks off, especially during this quarantine, twice a day.

Uh-huh. So it's right now in the 10 seconds that I'm speaking to in this exact moment, there's probably 5,000 loads that have been blown in New York City right now. Yeah. There goes another 5,000. Yeah, yeah, yeah, for sure. So what happens, though, is every one of us, almost every one of us, Once we're done, it's clean up, zip up, we're done. Yeah.

So there's no, so we're trained ourselves to not think about after we come what intimacy still remains, what sensuality still remains, what good vibes and feelings still remains. And so I've been training myself trying not to do that. And not that I'm even at the point of training myself anymore, I just realized I do enjoy it. So after I have my orgasm, whether I'm alone or with somebody else, I'm still in the moment, still wanting more action. Mm-hmm. And, and, um. That's where that, but is that where that egg comes in? Because that's what I feel like you started that to talk about that.

So that's when you use that. Yeah, that's where the egg comes in. we're not, we're, again, we're not patient enough as guys to think, we're all thinking about stroke, stroke, stroke, and that's what makes us come. Yeah. But I ask any of the guys listening to this right now, go ahead. Get yourself in front of your porn. Get yourself with your girl, whatever. Get yourself hard and excited. And then take that egg. let it vibrate under the bottom side of the tip of your cop and be patient and just hold it there, squeeze it there for five, ten minutes. You'll go to blow a load. It's incredible. It's a slow motion orgasm.

It's awesome. I took a plane to India once and I bought the egg with me on the plane because I knew it was an 18-hour flight. I turned it on the beginning of the flight once I got settled in. I had it, I had positioned it right on the tip of my cock. and it vibrated me for about three hours and it was fucking heaven and then I finally came on the plane. Nobody knew. And you didn't even have to touch yourself. It was just that egg.

No. Exactly. Oh, I'm going to link to that too. Look at my comments. I'm going to link to the fleshlight and an egg because I bet you there's so many guys out there that have never heard of that or tried it. Yeah. But would love to, especially now being stuck at home. but at any time, right?

I mean, everyone's horny all the time anyway. But yeah, that's a great idea. The other good thing about it is if somebody happens to come over your house and they see it, there's not and there's no embarrassment factor like, what? You've got this fleshlight, this goofy little thing with glycerin in it. Ew. Oh, you've got an egg. Oh.

Right. Well, look, you walked on a plane with it, not afraid if someone opened up your bag and saw it, right? Or like it was there. No, not at all. Yeah, this was about 10 years ago. go sell enough long ago. Yeah. Right. You could have in your draw next to your bed and even if your cleaning lady saw it. Like they wouldn't. Exactly where I have it. Right. They wouldn't have any idea. All right. That's great. And so all those are made alike. Right. I'm going to link to

that and I'm going to link to a fleshline. I want people to write in and tell me what they think of those experience, somebody who's going to try it. I think people will try it. Why not? You know, because I think a lot of guys don't know about that stuff. I had my girlfriend just take that egg and run it up and down my balls, my ass, around my ass, my shaft, you know, on my nipples. Right. So couples could try it. Yeah. Right.

You got to be somebody that wants to sort of savor things, right? Isn't not that. And I think now, like maybe there's a lot of guys out there that are the one and duns, you know, but now being stuck at home. And if they are sort of by themselves, maybe they'd be more likely to take a little bit more time. And then they'll realize, like, hey, taking a little bit more time all the time is probably a good idea. yeah, right, then to just be so quick about it. Yeah. Maybe it'll help.

Well, I'm glad I asked you if there was any last thoughts because those two things they think will be a good addition to and something that people could have learned. So thanks, Brad. Thanks so much for calling in and giving you those tips. Let me know when it goes live. I will for sure. I'll keep you posted. Okay.

Thanks. Bye. Bye, bye. Okay. I just want to tell you before you go that my book, it's called strictly anonymous confession, secret sex lies of total strangers is now available not only in paperback and e-book, 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 cuck story. There's a gang being girl's 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 top 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, or two and then skip around. You could read the whole book. It's available in eback format,

paperback format, and finally, the audio book 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 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. 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 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 Podcasts at gmail.com. That's Strictly Anonymous Podcasts at gmail.com. And I will send you the link to Discord. So anyway, thanks so much for tuning in. This is the Strictly Anonymous Podcast.