AN INTERVIEW WITH A CROSSDRESSER - "LIFE IS NEVER EASY" - podcast episode cover

AN INTERVIEW WITH A CROSSDRESSER - "LIFE IS NEVER EASY"

Sep 03, 202530 min
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Episode description

MIA AND WHITNEY SIT DOWN TO DISCUSS LIFE AS A CROSSDRESS AND THE ISSUES CAN CAUSE IN LIFE. IT'S NOT ALWAYS RAINBOWS AND BUTTERFLIES WHEN DECIDING ON BEING WHO YOU TRULY ARE OR BEING WHO YOUR FAMILY AND SOCIETY WANT YOU TO BE.

LISTEN TO HER STORY AND YOU LET US KNOW YOUR THOUGHTS.. LIFE OF A CROSSDRESSER IS NEVER EASY.

#CROSSDRESSER

#KEDS

#SUBMISSION


patreon.com/CALLMEMISTRESS

Transcript

Hi, welcome to the latest episode of Call Me Mistress. I'm your Hostess, Mistress Mia, and today I have a special guest with me. I have someone who has not yet been on the show, but we met years and years ago. So today I want to introduce you to Whitney. So Whitney, tell us how it all began. You're a cross dresser. Yes, ma'am.

And it started probably when I was younger and I was, you know, I would dress up summer trying different stuff and, you know, I never thought anything of it. And then as I got older, I started realizing I enjoyed wearing dresses and different shoes. And I really like kids. They're super cute. That's, that was when I was growing up. That's what all the girls wore too. And it just kind of made me realize that I like dressing this way. Like I prefer it. Like I don't really like having

to be a be a man. It's it's honestly kind of terrible. I'm sure a lot of people could relate to that. You know, you first came to see me and you were in college and you were quite the little handsome, sexy thing I must say when you were in, when college, when you were was this 19? Yeah, I think so. 19 or 20? Yeah, and so you came to see me in the dungeon for the first time, and of course you were your kids.

You bought me a pair of black kids and you came in, you told me you had the KED fetish, and I was like, now wait a minute. I think there's more to this than just kids. Yes, ma'am. And ultimately, we did this scene together, and I remember putting you in the swing and you were dressed up and we're doing all sorts of dirty things that you do in the dungeon. And I said, I bet you want a big black cock in your mouth. And you're like, no, no, I'm not gay. I'm not a fag.

Yes, I remember that. You remember that? I mean this has been probably 7 years ago. Yeah, probably. It might be a little bit longer. Yeah. And then you, you say this and you looked at me very perplexed, like I was the dumb one. And then ultimately, ultimately you said, well, how did you know? How do you know these things? Because you came back a year later and you're like, Mistress, you were right all along. Yep.

And it just honestly, it kind of took somebody forcing that out of me, you know, And it's and it's true. I do, I mean prefer penis now like predominantly like trans women or other crossdressers, but like, yeah, I just. But when I'm in girl mode, it's kind of whatever, as long as I mean, to be honest, there's a penis involved, so. You know, is it just about the penis or is it would you be in a relationship with a man? Adam's still trying to discover like if let me digress for a second.

If a woman wanted me to be with a man 100%, but I'm still in that where I want to be told what to do kind of because it's it's a part of my learning. Like if because of course I'm not just going to be like, OK, I'm going to go dad a man, but like, yeah, a girl like a good friend or a mistress was like, no, you're going to then yeah, I would. And then that could help evolve me more.

Like I wasn't open to penis until you basically told me I I was into it and you honestly put one down my throat. Like then that's when I was like, OK, you know, so it's like, I don't know trans women 100%. Like they're, they're so gorgeous. But it's, I mean, and then a woman with a strap always,

always and forever. But I think it is more like not as maybe it's sad to say or bad to say, but maybe it's not as much the relationship with the man as it is just like being able to be a girl, be Sissy, be controlled and have a penis somewhere in me. Does that make sense? It does. Do you know why you have these feelings the way you do? I have never been able to figure it out honestly, but I've started to embrace them. You know, a lot of times we do, we embrace what we crave because

it makes us feel better. But ultimately, you've had an emotional disconnect in your life. And psychologists will have their own opinion, but I mean, reasonably so. Between 8:00 and 12:00, prepubescent years, I should say, and, and how you get your sexual development. But you know you're not a passable woman. But you want to be, I take it?

Yes, ma'am. And it's normally because, you know, you want to feel special and maybe escaping as a man, taking the real pressures of your life, you know, turning you into a woman you think are going to make those things disappear. But I know you're very submissive. So what was your relationship like with your mother and father? It was, honestly, it was, it was great. You know, there was, it was my normal upbringing. Mom and dad both had solid jobs.

I mean, we're not completely wealthy by any means, but we we were wealthy enough to where I played baseball when I wanted played football, all the sports, you know, they all the cookouts, everything really wasn't the only the only thing from my childhood that I remember was when I was like 8 years old, I used to jump out of the fishing boat to my dad in the garage.

And it's funny now I went in at all, Mom still don't think it's funny, but I was jumping to my dad about to, but my mom called him and he turned and looked and I jumped and I landed and hit my head and knocked me out. I had to go to the hospital. And you know, it took me like they said, I had a concussion and something else. I was too young.

I can't remember, but yeah. So, but then it took me like 2 weeks later, I was back to, you know, normal or it was actually about two months later, I'm sorry, before I could play baseball and stuff again and T-ball and then. But as I grew up, you know, still playing sports, life was good. So I had great parents. It wasn't really like that. Now they're very Southern, you know, and Methodist, you know, very not sheltered. But obviously this way life was not ever talked about, you know?

Do you remember life before the age of 8? Vaguely small memories, you know, like it's just so hard to remember that long ago at this age, but and just, you know, when you're younger, you with your, your brain development and everything, some memories get just get lost. But I don't remember much before, probably 7-8, other than I know I played base, T-ball and all the normal stuff that kids do. Do you think maybe you're suppressing memories from before that?

I don't think so. And the only reason is because I did, you know, I did go to therapies, kid, just because of ADHD and stuff. And I've talked to therapists over the years and, you know, they've tried to crack into it and, you know, they say that it's they don't, they don't speculate that there was any trauma prior to that. That's interesting. You know, it's I've known people that have always been, you know, trans or cross dressers, you know, and there's always been some type of emotional

disconnect, some type of trauma. Sometimes they were raised in a highly dysfunctional situation, but you know only you will be able to know. You know why you feel the way you do at some point, but you feel the need to escape. As a man you have a desire, obviously, to submit to. Is it primarily black men or just cops in general? Yes, ma'am, but also mainly for women though, like again, like my main thing is to serve a woman. Like I mean, I have a perfect scenario in my head, but that'll

probably probably won't happen. But it would be nice, but I'm not going to bore you all with that but. It's important what what is the scenario 'cause you got married? I did and. Is it fulfilling? Yeah, I mean, I love her. I really do. You know, there's some intimacy is not really there as far as sexual intercourse. But I mean, we, we do love each other and I do everything for her, but she's not very dominant and she doesn't mind me dressing when we share a closet.

But there's just certain things that I wish that I could have in life that I'm probably not. Like that? Well, I've always told myself like I would love to find a very Pretty Woman or just a, you know, a nice woman in general who is dominant, who basically wants to turn her man into a woman and wants to make him dress up, force him to go out with her, have girls nights, you know, force, force him to take estrogen. Like, you know, like literally force truly force feminized to be who I am.

Like and of course there's other subsections of that, like obviously, you know, being somewhat degraded and whatnot, but I just, it would be nice to and you know, to have a woman who literally makes me even if I don't want. Do you feel like if a woman forces you to do it, it takes the guilt away from you? More than likely, yeah. And it is kind of like I want to give it up, but it's in my mind

it's not as easy. So if a woman takes it from me, you know I'm going to be submissive to her anyways. So if if she literally would take it from me, then I would it would be phenomenal. I know that may not make sense to a lot of people. Or maybe it does it. Could very well people experience the same things. But I mean, like, and I told myself to like, you know, now I've, I've made some, I've made some good choices in life and

very well financially stable. And and so, you know, and I didn't joked with myself saying I'm going to find a woman who wants that. I'm going to support her. And all she's got to do is literally, you know, transition me and force me to do these things and force me to try things, whatever she wanted, basically. So, but I guess I just kind of settled, you know, because I mean, where I live, it's really hard to find.

You know, the harder things that you really want can be very difficult to find, and that's just part of life, unfortunately. But you know, when I first met you, I was like, don't get married. Don't do it. You did anyway. And that's partly too like, I tried to think, OK, well, this is my life now, like, or because of my job and what I do and what I have done between, you know, I was in the military and, you know, I was like, well, I'm going to be a man's man and get

married. And, you know, and it was done with for a little while. You know, I was able to suppress those the true, true things I wanted to do. And yeah, I guess just over time, they started creeping back out. And and then I accidentally got on the Internet and saw a video of a mistress forcing a man to be a woman and basically, I mean, pegging him, crushing his, his clit like, and I was like, I want to be that girl or you know, that that Sissy, like that's, that's who I am.

And it's just evolved and it's, it's just banging on the door right now to get out. And it's just, it's terrible. Like again, and some of the kinks that I've really thought about that I want to do or just they're banging to get out. Yeah, you know, the cravings are just going to get worse, unfortunately. Yeah, and I think the kinks, I can eventually, you know, try or do some of them. One of them is a little silly, I guess, and it obviously involves

cats, but it's. Yeah, to to the listeners, we have to reiterate this. You're always sending me pictures of you and cute little kids. Yes, ma'am. So that in itself is adorable. Just saying but. But, you know, if I can, you know, get a few of these things to happen, you know, it may help push me to that next step. Or, you know, if I or if I find even a female friend that will literally just be like, hey, now you're going to do this, you know what I mean?

Even non sexually like this is what you're going to do, then that would be phenomenal. You know what I mean? Find a woman who I can share shoes and clothes with, you know, And that would be, I mean, that would be enough to, I guess, keep the pot from boiling over, so to speak. Yeah, you have to find your true happiness. You really do. I know how difficult it is for you because I see it with so many people and struggle. The the whole concept of struggling through this, it's

difficult. Yes, ma'am. I know, but. I guess we'll see. You know, I'm I'm still, you know, I'm still fat, obviously. And, you know, hopefully, you know, I can meet a female in there that that would like a friend like me and, you know, would not take no for an answer, you know, but like, and I thought I'd found one a while back. It was probably a couple years ago. But she was well, you don't want to hear about that. But it just didn't work. No, it's OK.

Go ahead and tell your story. I am I am very giving, like I love to help others and and do things for others. That's just who I am. Even before Whitney truly, you know, over evolved, but you know, I met this one lady and she was kind of what I wanted. She wanted, she wanted me to transition and we happen to wear the same size shoes and clothes. And so I was I would buy her. I probably bought her like 15 pairs of shoes, of course like 6 of them were cats.

But then I bought her a couple outfits and stuff like that and then she just ghosted me. And I'd also paid her a little bit of money and she just ghosted me. And so it kind of that hurts because it's like some of these women though, I don't, I don't mind. Like I want to spoil a woman who makes me, but it's almost like though I want her to be able to enjoy this journey and want this to happen. And then but that's why I get kind of shallow on that because a lot of women just want money.

Like they don't, they'll say what they have to do and they cut shoes, clothes, whatever. And it's just like it, it almost like I know that like I've where I'm at, I feel like this is weird and and quirky and stuff, but that right there where it's supposed to be, you know, it's supposed to be a place where I can be myself really does push me back in the closet sometimes because it's like, you know, you basically just, you know, lied to me and made me feel like like shit, you know.

Yeah, I know. So. People get wrapped up into it and then when it gets too real and too deep, you know, they just, they shy away, you know, they don't want to really deal with the whole realism. And like the concept of this man really wants a vagina and he wants to be an HRT and he wants to go all the way, you know? And it's harder when you're such a sexy man. If you were ugly, might be easier.

Yes, ma'am. And like, you know, I'm I'm obviously talking with my my, you know, voice, but when I do throw in a pair of jeans and boots and a shirt and you know, I got really muscular. That's another problem too is like I've gotten I know and you know, the muscles in the 8 pack look great and jeans and boots, but not in a dress. And you know, if a woman too wanted best of both worlds, like I could, I could compromise too. That would be another thing.

Like obviously I'm going to be a protector regardless of what I do and I really don't have to transition. But you know, if every once in a while come home, you know, she's like, take that off, you're going to be with me, put this on and we're having a girls night. You know, best of both worlds. You can have a a guy friend and a girlfriend, you know, husband and wife, because if she did that, I'd be doing all the chores, all the cleaning. I would want to do all the

chores because I could have you. Talked to her about this. Yes. And she so she tried to strap on, she didn't really like it and she wore heads and let me make out with them and stuff. And it just you could tell she went into it and it was never brought up again. So that's why though she's OK. Like if I had a female friend, she don't mind if I go shopping or stuff like that because she's

not into that. But she is open enough to let me have female friends and not think of it in a sexual way. Because I mean, and honestly, I wouldn't, you know, I wouldn't betray that, you know, because I just, I want to be one of the girls and you know, and then with those female friends, I'm still one of the guys that I need to be, you know, so it's just it is a different dynamic. And there there may be one person out there that understands how I feel about it,

but. If I'm like that, I know there's someone out there. I mean, right now I have a lovely little Sissy slave because my husband, he's, he's not a Sissy slave. So I have a nice little Sissy slave and I dress him up and make him pretty and make him wear high heels. You know, you can do this. You can find someone like this. You know I'm going to look and heck, maybe I just need to come back down here and clean your house for you. I don't know.

Yes, you can come here anytime. I will dress you up. You know, the alternative is I knew this, this one couple, they're very good friends of mine, very sweet people. They're both submissive, but they're best friends. They got married, they fell in love. So they basically draw their little love out of a hat. Kind of. OK, whose night is it going to be? You know, what are, what are we going to do? Who's going to dominate who?

You know, the best thing of it is if you truly love your wife and she truly loves you, you said, you know, you're lacking intimacy, you're lacking sex. Does she not want to have sex? Is it you not wanting to have sex? It's me and I mean I want to, but it just now it just doesn't work when I want to for that. Like it works for other things. Like granted, I keep it locked up a lot, like it's locked up right now, but it's like I tried, but I just I can't.

But like if a dominant woman, you know, if she was dominant, it probably would. But I just, I've been alpha of my entire life in the, you know, in the real world, not in what I am. And it's just like, I'm tired of being alpha and tired of being dominant and I literally just want to be someone Sissy bitch. And like, I need a woman to tell me, hey, you're going to do this. And that could get me sexually aroused. But we, we just don't. I just can't really do it.

It's embarrassing. I wish I could, but just can't. Yeah, it's a sad situation. It really is. Ultimately, you're gonna have to make a a decision that's gonna have to impact yourself and her life. Yeah. And I've been, you know, I've talked to my counselor about that and I know that if, if things do plays, you know, I've got a, it's, I've got a lot set up for her because I do love her and want to still be friends.

But, you know, there's, but I made sure no matter what, that she's going to be taken care of. So I mean, I've, I've got, let's just say I've got a hefty nest egg put away that it's, we do split. She won't have to probably do anything the rest of her life. That's wonderful for you to do that, you know, again, have you maybe thought tell her, hey, let me bring a guy home for you? Would you like to see her have sex with another man? Almost definitely like.

Exactly. But she I have tried that and she doesn't want to. She's even even in this light with Whitney, she still doesn't want a polyamorous type relationship. So I mean, she'd rather us be monogamous and not have sex than you know, So it's, I mean, I'm still working on it to see because like, I mean, heck, if she was like, hey, I'm, I'm going to suck somebody's Dick to get the house clean before I get home, Lord, I would be so happy.

Like that would be heaven, you know, and then she'd come home, tell me about it. Then I probably would want to fuck her, you know, but but it's a lot of, it's a lot of very unstable bridges I'm trying to cross, you know, so. That is, it's difficult. I find the more that you put in towards your relationship, you know, women do waver. You know, they, they ultimately they give in.

You know, if they truly love their partner, you know they're going to do what makes them happy on so many levels. You know there has to be an equal compromise between you and her. Yeah, and, and I have made a little progress, like I said, with being able to have female friends and, you know, and I'm, I'm fixing to have the talk with her that I want to, you know, go to a friend of mine's, you know, go out of town, maybe to a friend's house.

And I'm just going to have a girls weekend and dress up. And I'm not even going to bring men's clothes at all. So even if, you know, she wants to go somewhere like to lunch or something like that where I have to wear that, like that's. And so I'm going to, I'm going to talk to her and be like, hey, I really do need this and just see what happens. Yeah, I totally understand that. I totally do. Like I said, you're more than welcome to come down here.

You know, I'm happy to give you an entire weekend of any type of fun you want to do. We will do it. Yeah, I will. I will hopefully take you up on that for sure. I would love to do that with you. So and then of course, you know, as long as I can clean and do chores. Oh absolutely. And maybe suck some cock for me

and. Whatever you want, honestly, I mean literally, it'll be whatever you want as long as I'm dressed up and you make me, It's literally whatever you want me to do. I mean absolutely. And that's how I love to be. I love to, I literally just want to serve a woman. Like I literally want to do whatever she whatever she asks. Like that's that's what makes me happy. That's what makes me feel my purpose. Like, yeah.

And as long as I can dress up like I literally whatever it's, it's my happiness is being able to accomplish things for others, you know, and let them enjoy it. You know, if a woman loves seeing a Sissy suck a cock, well then I'll do it. If she wants me to take a cock, well, I'll take one like it. You know, as long as she's happy, then I'm happy. Love it, couldn't make me happier.

Yes, and we can match our kids. Exactly, but my feet have gotten smaller, so you're going to have to give me a new pair. What size do you wear now? I'm like a nine. I used to be a 10. I'm back. I'm like a 90. Honey, I'll wear size, you know, 9 to 10 roughly because remember, I wore 10's and I think those kids I got, you were an 11. They were, yeah. We can still put them to good use, but I'll get you an. Yeah, give me a new pair. I'd like them in red or pink, just FYI.

I've got a pair size 9 in pink, so I'll get you I'll I'll, I'll bring those to you and I'll get you some red ones. Perfect. It'll get you any shoes you want, man. Oh, look at you. Come on now. But I weren't married. But we'll go to the salon, we'll get all our nails done and like I said, we'll get some cocks lined up. I'm down to clown, you know me. Yes, ma'am. And if you honestly, if you have a party or something and you want to make me serve for it, I will, you know?

Well, so I'm, I'm having one that is going to be like a commitment ceremony for some friends the 13th of next month. And then after that I'm doing one probably in November. So it's entirely up to you. OK, well I would love that. Like I think too, like if you ever like I would, and I'd probably honestly, I would, I would fund the whole party. If you just had a bunch of girls over there and I just had to serve them, we could do like a kid's party. I'm just kidding, hey. We can do that.

Serious. You think I'm. Yeah, I'm down. I would not complain about that at all. Well, we'll, we'll figure it out and I'll buy have whatever ladies want to come. I'll buy their kids and their size and then we can just have a little, little party. All right. But but yeah, I'm, that's, that's the stuff I need. That's what I need to kind of, you know, fulfill my happiness. Wonderful, but I can still grope you and feel your abs. Oh, 100%. OK, and I'll call you my sweet

sexy little girl. Play with your Dick while you suck a cock. We'll be down. Well, can we call it a clip because it just makes. Yeah, we'll call it a clip. Thank you I'm. Sure, it's not that big now is it? The cages have really helped it shrink a little bit. Too perfect and I want to get into a flat cage. I found one that's got vagina lips on it. It's all. That the pink ones. Oh yeah, I love it. But yes, but whatever, whatever you want, like I said, whatever you want to do, like I'll

anything. Let's do it. Yes, ma'am. So, but I'll say yeah, so we'll definitely. And then like, oh God, Ked's party would be soap on. You got it. We'll do it. And don't worry, I won't be trying to kiss all their kids so. I'll share you. Yes, ma'am, I'm going to. Share you sexy bitch. Why not? That's a fact. It is. It's true. And I'm telling you. You know how many of my friends would love to fucking grope you and do dirty things to you? Yeah. Why is that? Just because.

Just because they love fucking crossdressers? Oh yeah? Well, lovely. Well, I need to meet them too then, yeah. You do? Yeah. We can do a sexy scene, we can spank you. We'll do all sorts of dirty things to you. Smell literally whatever y'all want to do. All right, I can't wait. So thank you for joining us as always. And until then, this has been the latest episode of Call Me Mistress.

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