Strictly Anonymous Confessions - 458 - Captain Mark's Naughty Hook-ups at Sea

Episode Date: March 3, 2022

Captain Mark had a ton of naughty hook-ups at sea with crossdressers and he calls in to talk all about it. Where did he meet the people he hooked up with? Where did he hook up with them? And what exactly went down? Tune in for all the details which include his first experience with a crossdresser and how it satisfied the adrenaline junkie part of him, how he started going to clubs and then posted ads and responded to ads on Craigslist to meet people, how and why he was cheating on his wife and how he felt about it, how and why he eventually got up the courage to leave her, how he met the woman he is dating now and details about her sexy, crazy past, what exactly was his "type" when hooking up with crossdressers, what's the biggest turn on for him, is he a top or a bottom, a sub or a dom, the escorts he met and how much he paid, what exactly does he do as a captain of a sailboat, how does it differ from what they show on Below Deck and a whole lot more. **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 Sanford, Thailand. You can't not do it.

The temptation is just too much. It's real problems. Your friend know that you're banging her or no. No, he has no idea. And anything goes. The motto of the show, let your freak flag fly. Probably the only good advice I'll ever give you is to rehire. your whips 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 like a call-in show where most of the time people are calling in and talking about their naughty secret lives. You remain anonymous. That's why it's called Strictly Anonymous. I'm Anonymous, you're Anonymous. I change your name. I even change your voice. and you could call me from a block number. Like, I don't really need to know who the people are either that call into my show. But what I love to hear is your real story. And I give you that place here to call in.

Remain anonymous, but tell your story, all of it. A lot of times people are on the show or telling their stories for the first time to you guys, my listener. So if you want to be on the show, send me an email, strictly anonymous podcast at gmail.com. If you don't want to be on the show, but you have like a short little quick confession you want to tell me about or calling about. Call my hotline. Now, 347, 4203579. Again, 347, 4203579. The number will be in the description. That is a confessions line that I have. I have so many confessions now. I air them mostly on my Patreon, but I'm eventually going to be doing something with them. But if you have one, leave it there. Today I have on Captain Mark. I was very excited to talk to Captain Mark because I Watch below deck, okay? I have told you all before. I love reality TV. I don't care what anyone says. It's like my favorite thing to watch. So I watch below deck. And if you haven't seen that show, it's like, you know, a reality show of like, you know, captains. But it's more so they focus on the other people on the boat. This is like I'm focusing on the captain. And he's here to say that like, you know, he's done a lot of things while he's been a captain of a boat. And he talks about it. The thing that he was mostly into was hooking up with. cross-dressers.

You know, sissy boys. That was his thing. That's what he loved. And while he was working for a lot of years, I think he said like 15 years, that's what he did. He went on to Craigslist. He did the club scene a little bit. But when he would be sailing and stopping at different ports, he would hook up with

cross-dressers. He was very attracted to like very feminine cross-dressers. He's the dom. He's an adrenaline junkie. He talks about that. he talks about how, you know, these kinds of hookups, how and why they really got the, you know, were of interest to his adrenaline junkie part of his personality. He also talks about where he's at now.

I mean, he had two ex-wives as well as he has a new girlfriend who I'm trying to get on the show because she sounds super interesting. She has a really interesting backstory. He talks about her backstory. He talks about how he met her. He talks about what went down in his first two marriages. and how he cheated and why he decided to leave his first wife. Those stories are always interesting to me.

I love talking to somebody who's had a full life because it's like watching a biography. You could see different points of time, but you also see like where somebody wound up. But I love that because a lot of times I think people look at their life and they're like, they just look at where they are right now and they can't see what's going to happen, you know, 10 years down the line. And I always tell people like even if you're going through a tough time, watch someone's biography. Like most people go through bad times, difficult times, but things change, you know, but a lot of times you're not seeing the full landscape.

So I love when I talk to somebody like, Captain Mark, who's been there, done that. He's had two marriages. He's an older guy. He's been through a lot. And, you know, you hear about these times in his life that was 15 years. And now you hear where he's at now and he's not doing that anymore. Why did he stop? And, you know, but, and I love that kind of full view of somebody's life.

So anyway, I'm going to be right back on with Captain Mark. Welcome to the Strictly Anonymous podcast. Thank you. No, thank you. I've never had a captain on. I got to tell you, and I don't know if you watch a show, but there's a show. I love reality TV. There's a show called Below Deck, and they have Below Deck sailing and Below Deck, you know,

like when they're on yachted. I love those shows. So I'm like, I've never had a captain on my show. Well, I can tell you, those shows. I mean, I've been on, my boats I'm on usually smaller than that, but I've been on big boats like that. And there is a lot of drama for sure. That's what I mean. And that was what I was going to say.

Like, you know, I know that the drama and the SEX is going down with the crew and all that stuff. But, you know, the captain just always seems to be like on the DL. But, you know, and I'm always thinking that they're just not doing anything because they're just like hyper-focused on their job. But like, you're here to say that there was some stuff that you were doing when you were a captain. that wasn't shown on below deck. Right? That's for sure. That's for sure.

And I was, I've been very fortunate, and I actually still drive around boats today, or these days. But I've spent many years running up and down the coast on different boats and having some very interesting experiences. I love it. So tell me your story.

I'm a little excited. Yeah. So, I mean, I've done a bunch of different things. things, but there was a time when I was really into the young femme boy cross dressers. Mm-hmm. It was just really hot. And so using Craigslist when it was around, I would contact people and make arrangements to

meet them, tell them kind of when I would be in town. And, you know, it was a lot of work, for one thing. I mean, this whole cheating and all, I've listened to a lot of your podcasts. Mm-hmm. And, you know, it's a lot of work. Totally. You know what I mean? All on the sly, of course, but it's very hot, very hot.

But wait a second. I love that. You're just going right to it. But let me get a little backstory on you because I don't even think I know so much your backstory. Because you say, oh, it's like really difficult and it's a lot like this cheating thing. So should I assume that you were married through all of this time? So my, so I was married for 25 years.

been together for 30 and I started cheating on her, I don't know, but the last four or five years. Okay. And anyway, I'm not very proud of that, but that's just the way it is. Human nature, you know, I had very limited experience. We got married quite young and I just reached a point in my life. I just kind of went nuts with the whole thing. When did you realize that you were into the cross-dressers? Like, was that going on, like in your fantasies while you were married?

Is that something that you played around with before her or were you doing stuff online? I mean, like, how did that come in? And where was that within your relationship, like the timeline? So it kind of, the interest kind of did start online. But as I'm, you know, in these different places, like when you're down to Miami and I ended up gravitating towards, you know, the alternative bars, let's say. Yeah. And it was just so hot. I just became kind of consumed by it for a while.

You know, in some ways, it's guy the guy thing is easier. There's less emotional stuff, at least in the beginning, you know. And me, that might have been some small part of it, but, you know, it was really all about the cock. It was. But when, so when did you realize that you were into cock? I don't know, I don't know, maybe when I was in my late 40s. Right. I've always been obsessed with sex ever since my dad's first playboy, you know.

Mm-hmm. And, you know, I guess I can't say for sure where it came from, but it doesn't end up being a very powerful force. Right, right, right. Okay, so now you're sailing around, and when do you have your first experience? And is that something that you found over Craigslist? And it was the first time that you, you know, got into like this alternative lifestyle? Was it, was it like going to one of those clubs? Is that how it started?

So the clubs kind of started it for sure. And I was never a bar person, really, or picking people up. I never really did much of that. But I guess I just got curious enough. And, of course, the pictures and everything. And I'm just like, I had the opportunity and the time. And I'm like, let's try this. And once I had a little taste boy, it was.

very, very exciting. And I, like I said, I had opportunity. Right, because you're sailing around and you're, you're kind of like anonymous, right? You're far away from home. Totally anonymous by myself, you know, and that was before smartphones and stuff. So, you know, we had the Internet, of course, you have to stop and always trying to work. The connection is you're working for the town line. It was kind of crazy, really.

Right. You remember those days? But wait. So you go to your... first club or did you hook it up through Craigslist? I forget. Let's get to that first experience. Up in Craigslist, yeah. Okay. So what was your ad? Because listen, I used to, when I started my show, that's where I found people to be on my show. I went on to Craigslist, posted ads. I responded to people's ads. Like, if I would have come across your ad, what did your ad say?

Or were you responding to other people? I think a little bit of both. When I, I did try just locally. Yeah. in my local, you know, the city nearby, you know, just looking for a fanboy. And I did get a few responses. I honestly, I don't remember. It's a long time ago. Yeah. So I don't really remember.

But then when I was on the trips, I was just, you know, researching and looking and looking and looking and responding to ads. And, you know, there's a lot of flakes and a lot of no shows and all of that that happens to. but anyway so it was a challenge in that regard but once you did you know it's I stopped somewhere get the bull all cleaned up go get a room and then as I mentioned you know it's it's the waiting for the door to open and just the whole buildup to it is I'm kind of an adrenaline junkie anyway it's yeah yeah yeah anyway so and you know you open the door and and and Almost all the time the picture was true. Sometimes it wasn't.

But it was just, I don't know, it was very, very hot. And just the, you know, the look and the look of it, the voice, which I love that fanny voice. It was a huge turn on. And, you know, all shaved, all smooth. It was really hot. Let me ask you this because, you know, younger people really love labels and stuff. And I find, you know, the label thing. At first I was like, oh, my God, this is like ridiculous.

There's somebody that was. But the more I talk about it and the more people come on my show and talk about it, I feel like there is some, it is very helpful in a way because it does help you, you know, figure, like put yourself in a place where you don't feel like you're so out of the box, right? Because I feel like, you know, back in the day when there were no labels, if you were anything but, you know, the two things that existed, you felt like a freak, you know? I was like, and now you could kind of define it and say, okay, you know what?

I'm like, this is what I think I am. Do you have a label that you would put yourself in? Do you consider yourself bisexual? Do you consider yourself, you know, straight? Do you, how would you label yourself? So I certainly have been bisexual. So, yeah, I think that's fair. Right.

But it covers the whole spectrum. And I don't know, back when I was doing it and when I was much younger, You know, I lived out in the country, and it was all very kind of homophobic. So this has always been nobody has ever known anything about it. Yeah. Except I've told my girlfriend that I have now. Oh, interesting. Okay.

We'll get to that. Other than that, it was completely, like, taboo and then some. Yeah, for sure. It still is a little bit more, way more so than it is for a woman to be bisexual. You know, it still has a little. bit left over, but I think it's definitely changing. Thank God for guys. So now you have that first experience. Does it freak you out afterwards? Like, because you're just like the first time you've been with, you know, first of all, it's the first time you cheated, right? On your woman, on your, on your,

wife? No, I had, when I first started cheating of my first ex-wife. Yeah. It was what the other women. Okay. Yeah. And so I did some of that. I don't know. Like I say, it was, I guess I'm not really sure how to explain it, but it was so different. And it was like, you feel like you could do it without any real attachment. I guess that was part of it. Yeah. You know, I'm a, obviously I'm not a faithful guy, but I was, I was, we had a good marriage other than that.

So, and I'm, I completely fucked that up. But, you know, people of people. And I just reached a point in my life. I just, like I was all in. I'm a very, you know, all in kind of person. And I just went nuts with it for a while. Right. And you were into it.

So there was enough of a detachment that you didn't. You were able to compartmentalize it so you didn't really feel guilty or feel like maybe you were cheating because this was like something totally separate than what your wife could give you. I don't know. Speaking for you. I was so, yeah, I have always kind of had that ability. Like that's a completely separate box.

Completely separate, unattached to the rest of my life. Yeah, I think it's so hard for someone on the other end of things to understand that. But that I think there's always two sides to the story, right? And so I do think that a lot of people that do something like this or, you know, they do compartmentalize different or have that kind of attitude. So the intention is a little bit different than what the other person thinks the intention is. you know, whereas the other person just feels hurt. So, you know, but it's not, that wasn't really the intention.

And I mean, sometimes it's different. I think all cheaters are different and all cheating stories are different. And that's why you do need the whole story. Right. You know, you weren't having affairs. You, it was just sex. It was something that you couldn't get at home. And it was something because, like, you said, you're an adrenaline junkie and you're, like, all in.

And so now once you're there, it's like a free-for-all. So you start going to these clubs all the time now and all different. ports? No, no, not really. I just, you know, I got, I got exposed to it a little bit here and there. Yeah. And like I said, not really into the bar scene, but it just opened my eyes to that. And like I said, as I said, you know, I met some really interesting, smart, nice people. Yeah. More often than not. And, and I mean, I'm a broken record just saying it was hot, but just the experience of the intensity of it was. unlike anything ever. Explain it.

Yeah, go into that more if you want. That's what people are, other people like you are going to be listening is they're going to want to hear that. I'm always cock blocking the hot stories, but go for it. Well, I say when you're waiting for the door to open and you've seen the picture.

Yeah. And you're, you know, you're hoping that's what it is. And just, you know, you open the door and there, he,

she is in this beautiful dress and just the way that they move and, you know, you don't, in the very beginning, you're very slow to touch and, you know, of course I always had some wine going and the like, and just the way the intensity built. Yeah. Yeah. It was, when you have, when you disconnect the emotion from it, it's just all physical, it's different, you know. In what sense?

I guess it's like in that well in the beginning when you first meet someone let's say becomes your wife but in the beginning the sex is just like electric you know what I mean yeah and so I guess that's what I mean about it that it's a one off deal and you know you're there for for one thing and uh it's just fulfilling that fantasy which I guess we all do in different ways yeah now are you a top Are you your bottom? Do you do everything? I mean, what do you dig when you're, you know, full on in that experience? So I'm atop.

And I think as time went on, you know, the power dynamic, you know, I do kind of get off on the controlling and the power side of it. You know, not in a rough way. Yeah. Not in a rough way, but just, you know, taking command, which is kind of what I do, being a captain. Yeah. Yeah. It is interesting, though, I have to say, because a lot of times, and it's never across the board 100%, so I always love to talk to someone who's, you know, breaks sort of the stereotype. But I have heard a lot of times that people kind of switch, you know, with the CEO who's in charge of a million people tends to want to be submissive, you know, in his secret naughty life sometimes because it's sort of a release of what they typically experience.

But you're here to say, like, I mean, that was who you are in your regular life. you enjoyed being that person also intimately or when you were hooking up with people. For sure, for sure. And, you know, I'm an airy, so I'm a pretty kind of a control person. And, you know, pushing like when you focus on something, that's where we're going. Right. So that, and that was a big turn on too. And like I say, not in a rough way, but, you know, do this now, want you to do this.

and it's incredible. Right. And I mean, can you count on your one hand how many experiences you had or could you totally not count? I mean, was this something like, because you said you did it just every now and then for a couple of years.

I mean, did you hook up a lot? Yeah, I did hook up a lot because I would be, you know, I take a bunch of boats south in the winter and then I bring them back north in the spring, you know. Mm-hmm. And so I kind of got into, I had a regular group, but I knew where I could stop and I knew where it would kind of

typically work and I had my favorite places to go. And I had the luxury of the freedom to just be, like you say, completely anonymous. Yeah. And anyway. What were your favorite places to go? I love Charleston. Charleston is fantastic. Really fun.

Palm Beach, of course, is fun. I had some great experiences down there too. And then I regularly transit through Manhattan down the East River. Yeah. So that's kind of one of my, I go through there quite regularly. Let me ask you this. Where did you find the clubs and, you know, the places where you would meet like-minded people that were into what you were into? I mean, do you, can you name those places too?

Because I always just think that people who are listening might be, you know, into the same thing. So you could be helpful. Right. So I really my I went to a couple of clubs where I just got exposed to it. And after that I didn't really go to clubs at all. Oh, okay. Right. You said that 10 times.

Yeah. Via the phone and email and I would come into town and we would have our little session. Right. So typically it was in that hotel room, your hotel room. And this was stuff that you did through Craigslist. Right. Right. And now was it always a one and done thing?

or because you were traveling back and forth or maybe the same ports, you know, all the time? Like, did you see these people more than once? No, it was a one and done thing. And sometimes, too, you know, I would actually, the boats of a different size or whatever, so I'd actually bring them out of the boat. Boats are very sexy to me.

It's such a really hot environment. Yeah. And, of course, people love it with a big fancy yacht. So that was very fun too. So now would you do that when you were just doing like a crossing or something and you weren't with the whole crew? I mean, or did you brought these people on when no one was there, right? Correct, yeah. Right.

And most of the boats are, you know, 40 to 80 feet. So not on the big stuff you see on the below deck, the smaller boats. Yeah. Which I would often be by myself. You would. And what were you doing? Like, was like, well, were you just bringing the boat from one place to another for the, owner when you're doing a gig like that?

Oh, okay. So I'm bringing the boat, say, from like, Nantauka to the Hamptons down to Palm Beach or somewhere down south. That's kind of great. That's kind of, like, amazing. I mean, do you love when you get a gig like that? Because I'm assuming you do both, like charters with people and as well as ones like this where you're just moving the boat from one, but you're by yourself.

So I'm totally addicted to it. I've been in boats my whole life. Yeah. And I have run bigger boats. with crews and done charter work and stuff. But I've also done a lot of it now these days. I just move votes for private individuals. And I usually, the votes are big enough to have one person on board.

And I don't do it anymore. But, you know, hooking up with people, that was a phase of life. And it was incredible, fantastic. And it seems kind of unbelievable now. Yeah, that's interesting. How long did you do it for? I know, probably 15 years, kind of. Wow.

It's not all the time. Of course. A couple times in the spring or whatever. And I didn't all, I mean, the extreme was when I went from, you know, in 10 days I had five or six hookups going down the coast. Right. I did that maybe twice, but other than that, it was less. Right. And now, you told, you did mention that your girlfriend now, so you had more than one ex-wife.

You have two X-Ys, and then you're now. How long have you been with your girlfriend now? And when did you wind up telling her? I'm assuming you just told her it's like a past thing, right? So it's not like you guys engage with. Right. No, we're, so we've been together four years now. And fantastic, she is, she's arguable.

I think she's more interesting than I am. She's had quite an amazing life as well and sexually as well. And so we feel very fortunate of connecting. and we're enjoying immensely, not really, you know, just, I don't know, as you age, it's changes, you know, and the intimacy now is, I'm not going to say it's better than it's ever been,

but it's, you know, it's fantastic, and at this phase of life, I feel very fortunate, I'm lucky, because this kind of thing could completely screw up your whole life, and honestly, when I got divorced from my first wife, I kind of put myself through 10 years of hell and

what do you mean? I'm glad to be past that well I met another woman and got going and that was the best of the best and the worst and the worst

in five year period oh god right and I was cheating on her too and it was just a yeah how did you then transition out of that into meeting this woman

where did you meet her I actually met well through a business that I was doing and she's in a similar business. Yeah. Like, yeah,

that content, maybe we can help each other out a little bit. Yeah. That's how I first met her. And then, uh, she was teaching a course on how to, um,

how to present yourself in front of a camera. Because at the time I was starting to do some YouTube stuff for my business. Uh-huh. And it just developed very slowly. Uh, and it's, it's, no,

I like this. I like hearing about this relationship, too. Tell me about, um, tell me about how, Because you said she's like, you know, like more interesting than you and even sexually the stuff that she's done. Like when did, who started revealing their past first and like what has she done?

And then how did she react when you told her what you did? We weren't too far down the line when we started talking about a little bit. I mean, we've revealed some stuff to each other, but it's kind of like I don't really care and she doesn't really care what happened. And some of it maybe I don't want to know. So we know it's there. Yeah. But it's not, you know, like a, it's not something we get off on. Yeah.

I guess that's one way to put it. Yep. But I'll email you a link to her thing. And you can check her out. But she's like, she's quite an interesting person or so. What's her thing? Well, she was, lived at the, she became a model. She lived at the Plague Boy Mansion for three years.

She became kind of the in-house dominatrix. Lived in Manhattan for a bunch of years. Had a modeling company. Anyway, I'll say you to like. It's so funny. You're so interesting to me. Like you just keep wanting to like, oh, anyway, like we don't want to talk about it. I need a story from you.

So the more you talk, the better. It's all good. Wait a second. So I need her on my show. Do you think she'd come on and talk about her interesting life? Well, kind of what I was thinking about Yes, Kathy is that I would have her listen to Yours.

Yeah. And then, because I think she totally would. Yeah, yeah, yeah. I love stories. I think she totally would. Yeah, I love. And you know what's so interesting is like, I mean, I don't know if you guys are watching. I mean, I keep turning it back to TV.

I rarely talk about TV on my show, but like you remind me with Blow Deck. And then she, you know, right now, all that whole Playboy documentary is airing on TV. Has she been watching that? We've watched, I guess there was one on YouTube. You watched some parts of it. Yeah, uh-huh. Yeah, yeah, we watched one. And, you know, she is incredibly defensive of Hugh Hefner.

He was a wonderful guy. Right. You can't believe how much he looked after these women and took care of them. Yeah, that's interesting. Because that's very contradictory to, you know, what the picture that's being painted. on there. So it would be so interesting to talk to her. Yeah. Well, she's like I say, anyway, I'll cook you up with her. Anyway, anyway, you're so funny. Anyway, don't like, I don't know. Trust me, your stories are super interesting and like, you know,

the, like, you don't have to like brush through them, right? Because it's the details. You listen to my stories. It's like all the details that people listen to are interesting. So she doesn't do any of that stuff now. You guys are monogamous to each other with each other. Mm-hmm. Yeah. Yeah. And you're still a captain. You're not doing, right? I mean, you're not doing any of this stuff. Now, like, towards the end, what, what, what, what happened or what do you think, or were you just going through a shift in your life? I mean, why did it end? I think it was the, I didn't have much such sexual experience before. I got married.

Yeah. The first time. And we did have a good sex life, but I just kind of, I felt it was like unfinished business in a way. You know, often I hear you guys refer to, you know, if you're younger and you don't do that much, at some point in your life for a lot of people that comes out one way or another. Yeah. And so I just went completely nuts with it.

Yeah. Totally on the down low for, I don't know, quite a while. And I never, it's funny, I didn't really feel bad about it. And I feel like it's something I had to do. I mean, I just, I was driven to do it. And, you know, some people certainly got hurt. I'm not proud of some of it. But it was so fantastic.

I really don't regret it. Right. It's like that's sewing your wild oats. I mean, that's the saying comes from somewhere. Now, did one of your wives, like you said, some people got hurt? Anyone ever find out about what you were doing? Yeah, so my second ex-wife ended up caught me cheating with the woman, not directly, but found out about it. Right.

And yeah, that was not good. But did anyone ever find out about you hooking up with the, I mean, what's the cross-dressing, the femme, like, what are they called? I've never told anyone. and I still wouldn't to this day but I like to have been listened to your show and it's pretty interesting Yeah you're telling me You're telling me

But you did tell your girlfriend now right she knows Yeah yeah And well you know life changes When you get older you descend You know you get different Mindset as time goes on Your perspective changes Yeah for sure

Now I mean you're still Like once an adrenaline junkie Always an adrenaline junkie I mean where do you get your rocks off now Is it still you know sailing as well? well as like what what other kinds of things do you do i'd say really the biggest thing from well i do some art stuff but that i'd still i move quite a lot of boats yeah and i just i totally love it the

boats are fabulous and i love the ocean i love being on the ocean so anyway that's that's really it and other than that you know i i gave up motorcycling and and which was terrific too So when I, so I mean, I raced motorcycles for many years. Yeah. And it was the intensity there was not just similar to the intensity right before the door opens, you know? Right. Same thing. You mean like so that when the door opens when that guy should, when the, the, right.

What do you call them? Like a cross dresser. You were into cross dressers. I was into, yeah. But, you know, young kind of feme, you know, that was the other thing is, you know, I was really after a certain. look. What was the look that you were after? Well, young, slim, I guess was

the biggest part of it. Yeah, I guess that was it really young and slim. And like I said, it was also the voice, like that femme voice. I just got super turned on by that. And then we throw just a little bit of domination in and you get some response to it. I know, huge turnout for me.

And you were always the man in that situation, right? You never did any cross-dressing or anything like that yourself? Not real. Now, maybe just a little bit when I was young, but no. What do you mean when you were young? What did you do? Well, I mean, you know, putting on your mom's panties or whatever a little bit. Yeah.

Uh-huh. You know, that's when I was quite young. Right. And then, like I say, I kind of in my team. all the way through probably my 30s, I worked and was an environment that was just flat out homophobic, you know? Yeah. So I could never bring any of that up. And at the time I was, you know, having a wife. I mean, I didn't cheat for many, many years at my first wife, just raising the kids and all that, which is terrific too. Right, right. So you've lived many different

lives, which I think is, you know, is the way it should be and the way it is for a lot of people. I think a lot of times people think that you have to like choose one way to be and then you have to be that way forever. Like you look at it with celebrities like God forbid a celebrity like changes things up there like people get fucking horrified like when poor Angelina Jolie decide to be a mom like you can't like what she was before and be a mom. It's like no actually you can and that's actually to me more real and normal that people grow and change you know and get into different things. But so many people think that like you got to like you sign up for one thing and that's all you could be. And it's like no like why not be. five different things in your life.

Why not totally change it up? Yeah. That was a big thing in my first marriage. It literally took me five years to decide, okay, I want a divorce. And she never caught me cheating. Yeah. But I just got, we had been together for 25 years and I could see what the rest of my life looked like.

Yeah. And I'm just like, no, that's not what I want. I need more. I need something different. Yeah. You know, it's, it's a big. leap, you know. Totally. I think a lot of people don't make that leap, but feel that way, but they stay because of a lot of reasons, you know? I mean, right, for sure. Yeah, what gave you the courage to finally

leave? Because I think a lot of people don't do that. And what, you know, what was it that happened to you that made you finally say, you know what? This is what I want to do. And like, how did she take it? Did she feel like the rug was pulled from under her or was she on that same page? No, no, it was completely rugged from out from under, which, oh, wow. I wished that I had had the fucking courage and balls to tell her what was really going on, but I didn't. Right, while it was going on, right. Yeah. And, you know, nothing led me up to it at the time, or getting towards the end, I was out running bigger boats full time.

I was going all over the place, not all over the world, but half the world. Yeah. Just seeing all kinds of stuff, meeting all kinds of different people from different countries and everything. You know, it's a big world out there. Yeah. And you felt like when you went home that you were missing out maybe? Is that what it was? That made you feel like, oh, you wanted to move away from that because it was holding you back from that world?

Yes. Yeah. Yeah. I wanted more, which is kind of my thing anyway. Yeah. Well, you know, everyone's different. That's just a part of your personality. But so what did you, when you said it to her, like, I mean, were your kids older at that time?

I'm assuming you had kids. Like, were they? Yes. Because I think a lot of people do stay. a lot of times for the kids and they don't want to make that move. But, you know, I think a lot of times when the kids are finally grown up and out of the house, people who have been unhappy for a while sometimes make that move. So when you told your wife it was totally for her,

and like was your whole family and her family also equally shocked? Yeah, I think so. So the kids were out of the house. They were gone. Yeah. And we did some marriage counseling for a few months. Uh-huh. And that even kind of in a way solidified it more.

I'm just like, you know, trying to hold it together. But in the end, I'm like, I don't want it. I just don't want it. Right. You had made your decision. Right. Yeah. She was still trying to hold on.

Yeah. And, you know, she's a wonderful person. And I only wish her well and all that. But, you know, the bitterness was pretty extreme. Yeah, I was going to ask if you're like, because, you know, that's the, mother of your children, right? I mean, is now so many years later, is there any kind of relationship there or no?

She fucking hates me. Still? Yeah. It's interesting that people could, you know, hold on for so long, right? I don't, I don't get it. Maybe that's part of the mindset, too, just, you know, of wanting to get out into the bigger world.

I mean, we live out in the country and people can be kind of small-minded, you know? Yeah. You mean, she had, she was small, winded. Is that what you're saying? I would, well, maybe that's not the right word, but anyway. Yeah. I guess. Yeah, I always look at things as like, I don't know, like evolved or less evolved and kind

of like no one's right or wrong. It's sometimes I'm like, some people are a little bit more evolved, but it doesn't make them better than the person that's less evolved. And it's like, you know, it would be like someone in fifth grade saying someone in third grade is dumb. You know, no, they're not as smart as you. They're just not there yet, you know? So there's no comparison and there's no better. It's just where you're at. And so maybe she was less evolved, like I said,

but it doesn't make her less than. It's just, it's not where she's not where you're at and doesn't see things. No, for sure. For sure. Yeah. You know, but you meet, and maybe that was part of it through my yachting world. I mean, you meet people that are just plain interesting, you know,

I just do with all these different things and really open and that was not what I was living in at the time. Not that it was repressive, but it just wasn't enough. You will look, you wound up finding your way to this woman who you're with now. And this is someone that you say is like more, even more interesting than you and probably as equally as interesting or more interesting than all those people that you met. So it was like you had this. you know, it's kind of like a self-fulfilling prophecy. I mean, you kind of figured out what you wanted and you eventually wound up having it. There's nothing wrong with that.

And, you know, then there's no way I would be where I am now unless I went through all the stuff that I went through. So, you know, like everybody. And I'm in a great place now and very happy about it. Yeah, no, that's great. I want your girl on my show, okay? You do, yeah. Yeah, I'm trying to get you to talk more. but I feel like, you know, this is, but let your girl listen.

Yeah. What are you saying? Yeah. It's just funny that because obviously when I listen to the stories too, it's the hot stories that we're all in it for. And I, you know, I don't know. I guess I just don't have it in me right now or something. What, to tell those stories?

Yeah, I don't know. I guess I said my piece. That's okay. But if you want to tell some hot stories, like, listen, I think a lot of times I cock block those stories because I'm always like want to peel back the onion and I love the psychology behind everything and stuff you know but I know that people are here for that too for sure but I always hope that along the way they learn things and they hear different things you know and stuff because I love that bigger picture thing of like watching how your life changed

and what you know where you were and I love that kind of stuff but you know if you want to tell a couple hot stories that would be great if you don't you don't have to but if you could that'd be wonderful then I wouldn't have to pair this with anything else Right, right. So the one time I was going to fly down to Palm Beach to pick up a boat and bring it back up to the Hamptons. Yeah. And so, you know, you're online and try to make a connection, and I do make a connection. And you never know if it was going to work out, you know. So I get down there and I'm in a nice hotel, which is always a lot of fun. And I meet this person. I don't remember her name now.

And it was one of my earlier experiences and just was very gentle because I was really kind of first time exploring at that time. Yeah. And I just remember it was just super gentle and, and geez, I don't even know what to say about it. So I guess I don't have a story. No, you do. Like so super gentle. Like was she physically like what you were like? Explain what she looked like?

Explain what you guys did. So, right. So she's about, I don't know, five, six, I'm five, ten. And very thin, you know, long blonde hair, a little summer dress. And, you know, you would never guess, you know, that it was a trans. Yeah. And because I, I don't remember why. I met her in the lobby and we walked up.

And then just the sensation of, you know, can I touch you as a. okay and because I am a gentleman actually and then you know just kind of slowly peeling off your dress and the clothes and I don't know I guess

I'd have to think about it now when you say you're like do you give head yourself or do you just like to be on the receiving end of that kind of that I mean no I totally love just the smooth little cocker

Not always a little, but generally smaller. Yeah. Yeah, I love it. Just the feel of it in your mouth is absolutely fantastic. Right. Yeah. And did you swallow? Sorry.

I would ask my girlfriend that too. Yeah. Yeah. Right. It's the pulsing. It's really fantastic. Yeah, because there is some sort of like, there is like I feel like even if you're like a dumb, like a dick in your mouth is like you, you're in control of that.

You know, you're turning. that person on. So I feel like that is not so, it doesn't have to necessarily be like a submissive thing, right? I mean, you're in control, right? Yeah, yeah. And in a way, I mean, you're kind of almost, at times you're, you know, almost worshiping, you know, this beautiful little body.

Yeah. You know, that you could never get even close to, but there you are. Yeah. And like, say, the adrenaline and the skin's just, tingling and fantastic. Right. And so you savor every moment of the beginning, the lead up,

the build up. Absolutely. All the way through in, you know, like I'm a gentleman, very courteous and respectful. And that's what I found too. A couple of times,

the picture didn't match. Yeah. One time even close. Oh, really? And I probably should have said go away, but I didn't. Yeah. but it's you know in these you're in these different places and you know as I said you know

you're like in control of a kind of out of control situation yeah and there's a buzz to that too you know mm-hmm uh anyway very hot and so when that person showed up it was a she did not look like her pictures she was worse I'm assuming and but you still went through with it yeah yeah Yeah, actually. And I, like I say, maybe I was too nice about it. But, you know, it's how I also understood that, you know, this is a kid. This was before everything was so free as it is now. And the stigma was even way bigger back then.

Yeah. And so I tried to be very mindful of that as well. Right. You didn't want to insult anyone or you feel like you were coming from some sort of like phobic place either. No, no, for sure. Mm-hmm. Yeah. It's still fucked up.

I don't care who you are or what you label yourself. If you're just putting them fake pictures, it's bullshit. Right. You know what I mean? Yeah. But I get that you would be like, you know, you don't want to insult the person. They're there. Right.

Right in front of you. Well, another really fun place was in Atlantic City, right? So I'd pull in there and get a room. And then you're down. And I'm down at the different bars. And, you know, there's hookers all over the place. Yeah. And I was kind of looking for trying to find.

you know, a little trans. Yeah. And, you know, so it's a little bit of a guessing game there. So that was kind of really fun too. You know, the, should I go talk to this person or that? And you talk. So there's the voices involved in the way they move. And I know.

It's the mystery of it. It was pretty exciting as well. Oh, that's interesting. So would you, you'd have to try to figure out who was trans and who wasn't? Right. Yeah. Was it always that? Was it always easy or was it sometimes difficult?

I'd say generally it was easy. Easier. Not real, you know, a certain look and a certain kind of, you know, I like that little bit of trashy too, you know. Yeah, yeah, yeah. They're real bloody looking. Uh-huh. And so, I mean, that was, I don't know what the telltale signs are.

But for you, that's what you would look for and you would find it. And then you would also confirm with the voice because that was something. were really into, right? Yeah, very much so. Yeah, yeah, very much so. And how much would they charge when you did the hookers? Like, how much would, like, did you pay for that? I would say from, like, between 2 to 400, depending.

Yeah. And I have to tell you, it's like the best money I ever spent. You know, I had no trouble spending it. Yeah. You know, it's just, you know, it's not a bad thing in that way at all. You know, in a lot of ways it helped me for. a long time, stay in my first marriage. Mm-hmm.

Because I was getting that satisfaction out of it. Yeah. And, uh, were you doing that with, like, female escorts as well? Yes. Mm-hmm. Yeah. Yeah. It's just transactional, right?

I mean, everyone knows exactly what they're getting. Very much so. Yeah. Yeah. Very much so. Yeah. And, you know, it's nice when you, when they leave and you close the door, too, you're just like, oh, my God.

Totally. Everyone's paying for different things. I mean, I've had escorts on my show too, and they talk about it. I mean, some people are looking for that girlfriend experience. Right. Some people are, you know, looking for not that experience or the, you know, I mean, but it, you know, it serves a purpose. And like I said, it's transactional. And it seems like for you because most of all these times it was just like a one and done.

It was just a sex thing that would, you know, and it worked for you. You know, that would be the perfect situation. Yeah. Yeah. And because I really was earlier on really dedicated to my marriage, oddly enough. Yeah. And I, you know, so it, and if you're not out trying to develop something, it's just like, let's go, you know. Yeah.

And it's always the first time with anyone is really, really exciting. You know, that's a big part of the excitement that first time. So again, that's where the adrenaline thing comes in, you know. Yeah, I think that's where. women and men differ a little bit and it's never to say that this is 100% across the board right but most women the first

time isn't that adrenaline rush maybe there's a little bit of uncomfortableness you know and so it's and I think that's why you get less women you know there's less jigilos out there than there are escorts because it's not like women go look for that one and done thing as much as like a man can experience it because they don't get that same pleasure out of it

not to say that they can't fuck someone like listen, I could fuck a guy I don't like and very easily. Like I've had booty calls and stuff. But it's not like I would just see a guy from across the room and could do that. You know what I'm saying? Like it's like the feelings don't have to be there. But it's not like I'm wired that I just see physically someone and I could just go and have the greatest sex and be done with it. You know, that grows in time.

And it doesn't even have to have feelings attached. So I think, you know, there's there is that difference. I think men are a little bit, you know, in a way I would feel like, you know, you're more lucky that way. Like, I wish I could be more like that because I think sex is great and fun, you know? So why not? Absolutely. You know? And, you know, man, we're wired to fuck anything.

Yeah. For a while I did that, you know. Yeah. No, I remember a friend of mine saying, like, you know, Kathy, like a guy could be walking down the street and see a girl across the street. And, like, if her skirt just, like, breezes up and I see a little bit of her leg, like, I'll go home and jerk off to that girl. And I'm just like, oh, my God, living in New York. I'm like, how many guys have gone home and jerked off to her? me like you know I wonder because you know who I'm that girl on the other side of the street like I wonder

how many people have done that to me it's just so different but like there's no girl okay that's walking around the city of New York and sees like you see a guy and you're like oh I got to go home and jerk off to that stranger you know it just doesn't happen but guys do right yeah that's probably a good thing you know totally totally yes I think that there and lies the balance right Yeah, exactly. Mm-hmm. I mean, a lot of times I tell my guy friends, like, if you were gay, you'd be a lot happier. You know, they're just always complaining, like, this one won't do that, and I want this.

And I'm like, you'll be gay. Because then you're, like, just straight up with someone that's completely like-minded. But sometimes maybe, like, that's someone that's a little bit less than whatever winds up pulling you in. And then there's a little bit more of moderation on any, you know, that happens to be with anything. Yeah, for sure, for sure. Well, my girlfriend, she spent, she was a very, still is, but very attractive woman. Yeah. And so she spent a significant portion of her life deep in the gay world.

Yeah. Because she could be there without feeling like people were coming after all the time. And she felt a lot of safety in there. I'm sure. I mean, she lived on the east side for, I know, 28 years or something. Yeah. And it was really involved in that gay community in that, in that timeframe. Oh yeah. Okay, well, we're going to end it there. I hope she's listening. Okay, we'll make up a name for her. That's your girl. If you're listening, please come on the show. I'd love to talk to you. Because your guy has talked you up. You sound fascinating. I already. I already have questions for her questions for her. So make sure she listens to this. And if she wants to come on, you know, have her email. I'd love to have her on. I think she'd be wonderful. Thanks so much for calling in, Captain Mark. Do you watch Below Deck?

you. You know, not much because I'm in as a captain thing. Yeah. Those boats are multi, multi-million dollar pieces of equipment. Yeah. And there's a lot of stuff and machinery. Yeah, yeah, yeah. This whole young people complaining and fucking and everything else.

Yeah. Which interests obviously a lot of people. Yeah. It has nothing to do with keeping that boat going. Right. Being a boat captain, I mean, do they ever show the engineer on there? Have you ever met them? No, most of the time, no.

But they exist, which is always fascinating. You're like, what? There's another person there that we've never seen the whole season, you know? Like, if you ever seen the engine room? Right, right. And they're probably the most important person on that boat, right? Yes, they are. Right, yeah.

No, literally, like, they go to the captain, and typically they just show him, like, sitting, there in his bed, like on his iPad or, you know, they just, they really make it seem like the captain is, you know, on the sidelines, you know. Yeah, I know. Yeah, but that's not the case at all. Right. So it's hard for you to watch because that it, you really know what's going down and stuff. Yeah, yeah. Yeah, yeah. Okay, Mark, thanks so much for calling in. I love your story. Thanks for telling it. And now get me your girl. Okay. All right. Thanks, thanks, Mark. Thanks, Mark. Bye. Bye. Hey, everyone, thanks so much for tuning in to this week's episode. If you want to follow the show, follow me at Strict Anonymous on Instagram or Twitter. That's at Strict Anonymous. If you are on YouTube, make sure to subscribe. I love YouTube as a platform for my show because people comment there. And I try to reply back to every single person who post a comment. So even if you're not listening on YouTube and you want to talk about the show, go to my YouTube channel. subscribe, like, and share my videos,

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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 one 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. There's tons of people in there. Everybody shares content with each other. And that's what

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