Strictly Anonymous Confessions - 1601 - Sara was a Crossdresser who Recently Transitioned

Episode Date: September 25, 2026

Sara was a crossdresser who recently transitioned and she called in to talk all about it. Tune in to hear all the details including when she first started wanting to be a girl, when she began experimenting with female clothing and makeup, how and why she wound up in a  conversion-therapy program while married to her first wife and what went down there, how and why they eventually divorced, the woman she dated afterward who did her makeup and had sex with her while she was dressed, how her second wife reacted when she told her she was into crossdressing and how she reacted, the event that happened that led her to see a gender therapist, how her wife felt seeing her fully dressed up and how that eventually led their divorce and her first starting to transition, how she came out to her family and coworkers and how everyone reacted, the hormones she takes and the changes she has experienced, how she feels about breast implants, facial-feminization surgery and bottom surgery, how she defines herself sexually and who she dates and hooks up with, the well-endowed guy she saw casually, her recent threesome with a woman she met at a bar and exactly what went down, plus a whole lot more. GET A COPY OF THE STRICTLY ANONYMOUS BOOK! Strictly Anonymous Confessions: Secret Sex Lives of Total Strangers. A bunch of short, super sexy, TRUE stories. GET YOUR COPY HERE: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://amzn.to/4i7hBCd⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠   To see HOT pics of my female guests + hear anonymous confessions + get all the episodes early and AD FREE, plus get additional exlusive episodes, join my Patreon! The Crossdresser tier is $10 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! 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." Want to confess while remaining anonymous? Call the CONFESSIONS hotline at 347-420-3579. All voices are changed.   Sponsors:  ⁠http://DipseaStories.com/STRICTLYANON⁠⁠ ⁠⁠⁠ — Get first week FREE then 25% off ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://Loadboost.com ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠- To get 10% off LOAD BOOST by VB Health, use code: STRICTLY   ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://bluechew.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ — Buy 2 months of Bluechew GOLD and get the third month FREE! Use code: STRICTLYANON⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠  ⁠⁠⁠⁠https://beduc.at/pd2634-anonymous⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Click here to take the quiz and  get your personalized SUMMER roadmap to sexual happiness ⁠⁠⁠⁠⁠https://inda.shop/STRICTLY⁠⁠⁠⁠⁠ If you’re 21 or older, get 30% OFF your first order @IndaCloud with code STRICTLY #indacloud Follow me! Instagram  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/strictanonymous/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ X  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠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. 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 re-hide your whip. and chain.

Here is your host, Kathy. Hey, welcome to the Strictly Anonymous podcast with Kathy. If you haven't followed the Strictly Anonymous podcast on Instagram or Twitter, follow me at Strict Anonymous. If you want to be on the show, it's called Strictly Anonymous because I keep everyone anonymous. I change people's voices. You can email me from a phony email, call me from a phony number.

I just want to hear your true story. And since this is a Fetish Friday episode, I love to hear your story about your unique fetish. Whatever you're into, if you got a fetish, you could be on the show. And if you have a pantyhose fetish or a cross-dressing fetish and you call in, I will give you free access to my Patreon. Now, on my Patreon, I have two tiers, one for cross-dressers and one for hosers. Those are guys who like panty-hose. On those tiers, you get every single episode early ad-free plus intro-free. Also, you get all the picks, anonymous picks of all of my guests. Plus, you get exclusive content over there. And since I've been doing this for many, many years over on Patreon,

there's so much exclusive pantyhose fetish episodes and cross-dressing episodes that are only available on Patreon. The hoser tier is $8 a month. The cross-dressing tier is $10 month because cross-dresses also get the hoser episodes as well. But if you call into my show, you're going to get a whole year free. So if you want to call into the show, because you have a fetish that you want to talk about, send me an email, strictly anonymous podcast at gmail.com, or go to my website, strictly anonymous podcast.com and click on be in the show. I do have a book out. It's called Strictly anonymous confession, Secret Sex Lives of Total Strangers. It's available on Amazon, an ebook, and audiobook, and paperback. But it is now available for our audiobook to pre-order.

Okay. It's coming out August 25th. So it's coming out very soon. You could present. purchase that my book by going into the description and clicking on the link. Okay, today I'm on Sarah. Sarah's got a very interesting story. She talks about how when she was really little, she always wanted to be a girl, even though she was born male. She started cross-dressing, wearing pantos first, then fully dressing, then wearing makeup. And she talks about, you know, how she met her first wife and how her first wife caught her cross-dressing and how she was sent to conversion therapy and actually really was hoping that conversion therapy would work on her. She wanted to make that first marriage work.

She talks all about that, what went down in conversion therapy. I wanted to know all the details because to me it was fascinating. Obviously it didn't work and then eventually her and her wife divorced. And then she met two other women after both knew about her cross-dressing. up front. She talks all about the second marriage, how she told her she was into cross-dressing and what they agreed to and what she was able to do. And then eventually why that relationship ended and it ended because she did want to transition. But she couldn't be happier. She talks about how she transitioned, how far she went, what she does, how she feels now that she is

fully Sarah, how she told her work, how her family. family reacted, how her work reacted. And then we talk about who she hooks up with and dates now. She talks about how she defines herself sexually. She had a recent threesome. She talks about that. I mean, she's hooking up like crazy. She talks about a couple of people she hooked up with. But she's living her best life and she's finally happy. It's a very interesting full story with a happy ending, which is always great. But you're going to hear the whole story from beginning to the end. and there was many bumps in the road, and it was very hard transition for Sarah,

but she's like on the other side, and that's what's so great, because, like I said, there is a happy ending. So anyway, I'm going to get right to it. And I have pictures of Sarah over on my podcast, over on my Patreon,

so you've got to see them over there. But anyway, I'm going to get right to it. And it'll be right back on with Sarah. This is the strictly anonymous podcast. Strictly Anonymous podcast. Oh, hi, hi, Sarah. Welcome to the Strictly Anonymous podcast.

How are you today? Wonderful. Thank you. Thanks for calling in. Listen, you have a super interesting story because you start off as a cross-dresser, but you wind up transitioning to Sarah, right, at some point. And we're going to get the whole story. Now, I feel like if there, and you tell me what you think about this,

I feel like if there's a then diagram with like a cross-dressers and trans women, you know, I would say there's an overlap, right? But it's not like one is on top of the other, right? Like not every cross-huster wants a transition, but sometimes that is the beginning of somebody realizing they're trans, correct? Would that be the right way to say it? Yeah, yeah, definitely. Yeah. Okay, so tell me, give me the snapshot of where you're at now, and then we're going to go all the way back.

Like, how old are you now? Are you married? What's your story? I'm 42 now. I'm divorced, but second time. That's okay. Listen, I have people that have been divorced four times on my show. I love people that just continue to go back and try again.

You know what I mean? It takes balls. You know, it's okay. Okay. So divorce second time. So single now at 42. You have kids? I had a kid with my first wife.

Okay. I haven't been able to see her talk to him in a while. All right. Yeah, we'll get to that. So that's like a problem with that first wife. Yeah. Okay. Let's go though all the way back because you had a very strict upbringing, right?

And here you were this little kid that was dressing up and stuff. Let's go back to when you first started to realize, you know, that you're into wearing feminine things. Or the first time you started to realize that maybe you felt more like a girl than a boy? Like, I don't know. You tell me which stuff came up first for you. I think I was like kindergarten. Okay. And I remember thinking, like, why can't I dress like the girls?

Like, I like their outfits. I like, you know, how pretty they are. Yeah, of course. But, like, I knew I couldn't tell my parents that, even at that age. just because like, because we were Baptists and they're super like strict and bigoted, you know. Right. Yeah. A lot of religion is, unfortunately.

You know? Yeah. Yeah. But what were you things? So you were like just looking around at girls and wishing like you could wear what they like do the things that they do, right? It probably wasn't just about the clothing, correct? Yeah.

No, it wasn't just about it. I mean, that was definitely a draw, but it wasn't just about. clothing. It was also. Yeah, I had a recent collar on. I don't know if I've aired there. Oh, I think I did. I think it was Tim, aka Amber, Amber, aka Tim. Uh, yeah, I just seen that one. Yeah, it's good. You would like it because he said it wasn't just the clothing. It was like everything about being a girl that he felt like he wanted to take part in. If it, talk about his emotions, have girlfriends, you know, like all that kind of stuff. Okay, so that's, that's your experience in kindergarten. Of course, you're like obviously keeping this all to yourself, because who do you go to

to with it, right? I mean, how crazy does that make you? I feel like that must be very confusing for a little kid with like, you know, not even a formed brain properly. You know, your brain isn't even formed enough to like sort of understand things properly, you know? Yeah, definitely. I mean, like, and I was so young.

I didn't really understand what I was thinking, you know? That's what I mean. It's so confusing, right? Yeah, yeah. And I just kind of kept it to myself. And then I think I was like eight. or nine somewhere in there. Like when I was old enough,

my parents thought I was old enough to be home by myself. Okay, eight or nine? Yeah, and that's like the first time like I tried on my mother's clothes. Okay, had you always wanted to like before that, but that was the first opportunity that you got? You know, it wasn't always in my mind at that age,

but like, I think once it got to, like, once I got, or like up until that age And then once I was like allowed to be home by myself and have like my own private time. Yeah, of course. That gave you the opportunity. So once the opportunity presented itself and the thought came, now you're like, I could actually act on this, right? And do you remember that first time putting on that clothes and like, did you look in the mirror? I think the first thing was panty hose.

Okay. And I just, I loved the feeling. And so like, until I was a teenager, I would. just like steal her panties event occasionally. Okay. Would you wear them just at home or would you wear them like under your jeans to school? Like how bold were? No, I only, I only wore them at like at home.

Uh-huh. And like I think I remember the first time I tried makeup. I was probably 12. Mm-hmm. And I almost got caught. Yeah, I was going to ask if you got caught with anything. So you went, so now you're wearing panty hose, but you also then like just sort of dipped into of the makeup too.

Yeah, and then like at like, yeah, 12, I started like, 10 to 12, I started like getting more into her clothes. Yeah. But yeah, the first time I had tried makeup, I almost got caught. My dad home. And so I was like, oh, shit, grabbed like a shirt. Oh, my God. Or whatever was on the ground.

And I tried to wipe it off as best I could. And I was just grabbing my face. Do you think you got it all off? You know, I don't know. I don't, I doubt it. But your dad didn't look at you funny or say anything. No, but I was, I was nervous. Obviously, obviously.

You know? Did you ever wind up getting caught, though, at all when you were younger? No, I didn't. Okay, cool. So here you are, you're wearing panty hose, now you're wearing makeup, and now you're wearing more clothes, correct? Mm-hmm. Okay, and you're just doing this whenever, like, whatever chance you could get

when you're, like, home alone? Yeah, yeah. And would you always put the stuff back? Would you steal the panty hose and keep them? Like, we're, and hide them someplace? Yeah, occasionally I'd keep them, you know? Like, I remember when I was, I don't know, 13, 14. I'd stole a pair of my mom's panty hose and one of her brought.

And, like, I'd wrap a sheet around me like it was a skirt. And then I'd sleep like that. Uh-huh. I don't know how they didn't catch me doing that. Because my parents were in the next bedroom. Okay, so you're dressing and stuff. And, like, do you have any kind of, like, do you, realize that you want to be a girl? Do you just think that you like to dress up? Like,

what are you thinking? I didn't like fully understand it really. Uh-huh. Because I would have dreams like about being a girl and I'd wake up like really disappointed, you know? That you weren't, right, that it wasn't real one of those kinds of dreams. Yeah. Yeah. Uh-huh. Now what about like dating and stuff and attraction? Like were you attracted to women? Were you attracted to men? Were you attracted to different people? Depending if you were like dressed up and you thought of like something different when you were dressed compared to when you weren't. I mean, uh, I, I dated a girls exclusively up until I transitioned. Okay. Like I, I'd hooked up with a couple guys, but that comes later. Okay, that comes later. Okay. So let's stay when

you're younger. So you're in your parents' house and you're only dressing like when you can. Now, do you wind up going to college or whatever? Like, where do you move like after your parents' house? Or do you move in with your wife. When I graduated high school, I went to a Christian college. Uh-huh. So what's going to down during middle school, high school, and college? Like, you know, just normal teenage stuff. I would still dress up when I was home alone occasionally.

Where would you get your clothes when you were in college? Like, were you able to order for Amazon or did you go? I didn't do it in college. Okay. Only when you were at home, you were doing it. Yeah, yeah. Okay. They did inspections of all the rooms, so I wouldn't have been able to hide anything.

Oh, really? They did it because it was like a Christian college? They went in an inspect. Oh, my God. Was it fun? Did you have a fun college? No, that place sucked. I can imagine.

No parties. I had a couple good friends that I still talk to. Yeah, yeah. Oh, no. There was a curfew. Like we couldn't be out of the dorms after 11. Oh, my God. Okay.

So you go to college. like so, you know, how was it that you couldn't trust? Or would you just like sort of get your fix when you would go home for holidays and breaks and stuff? Yeah, that's pretty much, you know, what it was. Because like, I was still trying to, like, fight against it and be their version of a good Christian man or whatever. Why? Because did you feel like this? Like, were you, like, torn because you were raised very religious and this was like very against what you were raised to believe?

to believe. So there were times where you tried to like push it aside or right? Mm-hmm. Yeah, that's very common. Yeah, and then I had, after my third year of college, I transferred to another one. And I'd met my first wife over that summer. Right. I was working at a youth summer camp, like a Christian youth summer camp.

Uh-huh. in between the semesters and that's where I met my first wife Oh, okay, so you meet her there And you're like, okay, and so But just before that, before I moved to the different school I went to visit my parents And they were in the process of moving

So they had left like a day or two Before I was supposed to get back to college Yeah And so I had some time to dress up so I put on my mom's clothes and that was the like I shaved my legs and that was the first time I actually shaved my legs. Okay. That must have been great. I mean was that something you always wanted to do? Yeah. Yeah. Hey guys and girls. Are you super turned on by the hot stories you hear in my show? Want to hear more hot stories without interruptions by me? Well then you need to

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free then 25% off. That's dipsy stories.com slash strictly anon or just go to the description and click on the link. I mean, it doesn't look right. Having hairy legs in pantyhose. Yeah, yeah. All right. Of course. Go on. And that was amazing. And then I got to college and I was wearing just like cargo shorts or whatever. And one of the girls I knew from the previous college you transferred to and she was talking to. And she was like, she asked me, she was like, did you shave your legs? And I was like, uh, I lost the bet. Oh, that was a good. Let me tell you, you're smart on the fly. I mean, did you have that in your pocket? Did you ever had, are you already thought of that? Or you just thought of that when she asked you? Because that's a

perfect excuse. Yeah, it just came to me. She just kind of like side-eyed me and then left. Yeah. Yeah, that's awesome. Awesome. Uh-huh. Okay. So that made you feel better because you feel more feminine. You feel like you look better in your clothing. Yeah.

Right. Okay. Well, my mother's clothing at that point. Yeah, yeah, yeah. Still your mother. So when you meet your girl, I mean, are your legs, do you continue to shave your legs? Or are you only doing that once in a blue moon? Because she would know, and you're dating this woman.

Well, like, I didn't do it again until after. my first wife and I, like, divorced. And, like, by that time, I'd gotten into, like, transgender porn and, like, cross-dresser porn and stuff like that. And so, like, I'd look at it when I had a chance or, like, I would, like, buy pantyhose at Walmart or, like, I'd steal them, too, which I don't advise. Right. Who would you steal them from? Like a grocery store. Uh-huh.

Or like, yeah. And. But like Walmart, I would buy them at because they had self-checkout. Did you ever get busted? That sounds like a yes. In a way, like my wife found out, but like I wasn't doing it at home. Mm-hmm. I don't remember, like, how it all came about or whatever, but we had just gotten married.

And, uh, I don't know. remember what happened exactly, but it had come out that I was like, that I cross-dressed and I look at porn and stuff. And so, oh my God, it did? You don't remember how? I don't. No, I don't. Because then like the next year after that was a shitty time, you know, I went to conversion therapy to try and fix myself and save my marriage. But, you know, that's not possible. Right. Yeah, yeah. Oh, my God. what was that like? It was terrible. I mean, let me ask you this because I'm assuming at this point, I don't know, do you have kids and stuff when she finds out?

She just gotten pregnant. Okay. Oh my God, that's bad timing. And so how does she react? The guy, the youth pastor I worked under at the youth camp was like kind of like an adopted father to her. Yeah. And so under his like encouragement, I went to the conversion therapy. I was there for eight months.

So she told him and he came to you. Yeah, yeah. Okay. It was, it was embarrassing, but whatever. Could I ask you a question? Like at that point, did she question you about it and you said, oh yeah, I want to be a girl? Or did you, did she just think you were cross-dressing?

Like, what was your conversation with her? She just thought I was a pervert. Okay. So really there was. You guys didn't really discuss it seriously. You're probably really young at this point, right? How old are you? Yeah, I was in my early 20s.

Right. So you guys don't know what the fuck's the guy. You know, that's like a, you know, so she just thinks you're a pervert into weird shit, doesn't really question you, but tells this guy he, and you, of course, want to save this marriage, right? Because this is your new wife and she's pregnant. So you go to conversion therapy. What is that like? It was depressing. And but can I just ask you this?

Like, what are they converting you from? From a pervert to someone that's not, someone that loves sex, that's not someone that likes to dress up that. Like, I don't understand. Like, when you go in, what are they done? Whatever your predilection is. But what did you tell them your predilection was? Like, what do you walk in there and talk about the first time? And what do they say, okay, we're going to change you from this to this?

Like, what were their words? It was all, like, based on, like, the Bible. so, you know, it's a lot of shame, a lot of condemnation. But did they think you were a cross-dressor? Did they think you were trans? Did they think you were just a pervert? I just thought you were a pervert. Well, to them, cross-stressing is perverted.

Right, of course, right, of course. Yeah. Uh-huh. So they think you're like a cross-dressing pervert. And, okay, like, what do they do to you to try to convert you? Like, any kind of weird tactics that you could explain? Or is it just talk? It's all just, like, talk.

Okay. It wasn't anything like physical. But the talk is basically like shaming you. Yeah, yeah. Right. And making you feel like what you're doing is wrong. Mm-hmm. Right.

Is it like you go to hell if you continue on? The kind of thing like that. Yeah, yeah, exactly. Right. And that's what they think. And right. Okay. How long did you see that person for or those people?

I don't know how. I was there for eight months. How was it? Like how did you like what was? Because listen, you went willingly thinking there was a part. Listen, and most people, that have fetishes have this side of them, but they want to sometimes, like, have it go away. You know what I mean? Because it would make your life a lot easier. And it's across you bear,

right? For sure. So I, you know, I'm assuming maybe some part of you like went into this, like, okay, I'll try this out and see if it works. But like, what were you thinking throughout this time through conversion therapy? Was it working? Were you like, this is the dumbest shit ever? Were you like, it wasn't working at all, but I put all I had into it. That's what I mean. Of course. Yeah, you did try, right? Because you wanted to make your marriage worse and you knew that, I mean, better and you knew that this was the thing. So you tried. Right. Just by listening. Because like, I mean, it's not like, I don't know, for some reason I would think conversion therapy is like there's more actual things you do. Maybe you look at pictures. And then I, you know, because I don't know. No. No? It was all like based on the Bible and the guy that ran the place. He wrote a bunch of books and we had to buy him all. and read them and buy the workbooks that went with the books. So just educating yourself. Okay, so you had to read books.

You have to educate yourself, realize who you were and what you were doing was very bad and wrong and against the Bible word, right? And so at eight months, why does it stop? Because I had completed my program. I actually had a two-month extension. Why? Because they didn't think that you were cured or that because you wanted it. They didn't think I was ready, which is, you know, whatever. How do they gauge it by asking you questions?

Like, were you very honest in there? Did you talk about like what you were into and why or anything? You gave your side of things? You know, it was just like, yeah, we talked about that. But, you know, and like we talked about when I was a kid, like I got molested one time. And like my therapist was like, well, you liked that, didn't you? I was like, dude, I was a kid. I didn't know what I was doing.

Why would a therapist say that to you? Because, you know, they weren't really therapists. Okay, but what is the point where they, like, I don't understand what the point is to tell a man who's, you know, they think is perverted. Are they blaming you? Like, I don't see even what the point is. Like, what is the point of, like, telling you your trauma was, like, something that you enjoyed? Yeah, my therapist was trying to say that I shared blame. minute. Oh my God. This is so scary. This is so scary to me that people see people like this. Because

you know, a lot of people like they're just, I don't know what the word is. And, you know, I hate to use the word obedient because to me it's so disgusting. I would never want my child to be obedient, you know, but people think it's great that people listen to everybody and just do what people say. And it's so fucking scary because a lot of people are that way. They're raised to be that way. And they would like listen to this fucking idiot who's telling them that them being molested was their fault and they enjoyed it. I mean, it's so fucking sick. It really makes me angry.

Yeah, me too. You know, it's like he was a bad person. Yeah, but thank God. Like, listen, I just like, I'm talking to you and thank God you didn't fucking buy it. You know what I mean? Because some people might. I took it to, you know, heart or whatever. but now I'm like, that dude is full of shit.

So you did take it to heart. You took that in. At the time, yeah. Yeah, that's so damaging. That's damaging. That's terrible. Oh, yeah. I spent so many nights on this fucking hill that they had there.

Yeah. And there's a cross on it. Yeah. And so I'd just be staring at it crying. Like, take this for me. Yeah. Oh, my God. You know?

Yeah. Oh, my God. Horrible. And these people think that they're helping you. What's wrong with them? I don't get it because I most of the time I feel like everything is intention. And I feel like these people, their intention, like some part of them thinks they're doing the right thing. You know what I mean?

I don't think they're evil. You know what they're doing is kind of so fucked up. You know, they're just so, I don't know what it is, but I don't want to get too into it. I want to get back to your story. So they give you an extension because they think you're still a pervert or whatever. Well, yeah, they didn't think I was ready, you know. Yeah, which means you're still messed up. Mm-hmm.

Right? Like you're, you haven't, yeah, and I don't know how they gauge that. Are you still dressing? Are you telling them anything? No. Well, I was living in another state at the place where they had it. You had to live there for eight months? Yeah.

Away from your wife? Mm-hmm. Oh, my God. Did you dress up while you were there? No, no. Oh, my God. I was in like a dorm room with a bunch of other people, you know? Oh, my God.

You know, I'm watching this show called Wayward now on Netflix. It sounds like that kind of a place. It's some fucked up place at some fucked up place at the, they send people. Oh my God. Yeah. Listen, I could ask you a million questions about this kind of thing because it's so fascinating to me

that this like kind of exists, you know? But okay, they laugh, but we have to move on. But okay, because I want to get to the part where you're like, you know,

transition and you're happy and you're on the other side of all this fucking shit, which is good, right? There is a happy ending. But, you know, at that point, when they finally let you go,

you're done with your program. You get to move back home with your wife. How did you feel when it was over? Did you feel like you had changed? I hoped that I had. Yeah. Yeah. Of course.

No, that makes sense. Anybody would, any guy with a fetish understands what that means. Uh-huh. You know, they all have the time where they purge and try to make it not, make it stop. Go on. And then eventually, like after she had our kid, we got an apartment because we were staying with that guy and his wife that I worked for that summer at that youth camp. And then we got an apartment.

and then I don't know we got into a fight one day and like around that time I'd like I don't remember if I bought it or stole it but I had a pair of paint hose that I kept in the trunk of the car of my car and like I'd put him on the bathroom while I was at work and I'd wear him while I was at work during the day. Okay and then like I don't know like I don't remember how she like kind of figured out I was looking at porn again or like wearing her clothes when she wasn't there. Maybe I stretched something. I don't know. But that's when we separated and divorced.

Because she realized like, oh, this didn't go away. It's never going to go away. Like you did the most hardcore thing and you're still doing this shit behind her back and she had had enough. Yeah. Right. How old was your baby at the time? Oh, he's like maybe one. Okay, wow.

Wow. Okay. So you get divorced. Does your family know? Like, is word on the street you got divorced because you're some deviant? I mean, like, what did people know? Or did she keep it to herself? I mean, I kept it to myself.

I mean, I told them I was going there. I told my parents that I went to the conversion therapy. Oh. And then, like, I don't know. When I got back, I just told them it was full. porn. Okay. Yeah, that's okay. Yeah. And then when I got back, like after me and the first wife separated, we were having a mediation where we went over like custody and I should have fought harder, but I didn't. You know, it's like I just kind of, what did she, what did she push for and what did

you agree to? I mean, it was, it was slow. Like I had to, she had to be around if I was seeing, if I had him and then it wasn't until like he was like a year and a half maybe two that I could finally have him on the weekends it was it was ridiculous but wow wow under the grounds that you have this sort of thing that had like I guess I don't know I mean you know it was what it was okay and you were very young I was probably 25 26 at that time so you're living on your own though at this point, correct? Yeah, I'd got an apartment and then, like, I bought some lingerie and some panty hose that I kept in my place and I'd just wear it night.

Right. But then, like, eventually I bought a house and I had a girlfriend. She was too young for me, but, like, I was still in my 20s and she was, like, 20. So, like, you know, it was, like, close enough that I was okay. Yeah. But at the same time, like, I knew, like, maturity-wise. she was too young for me. Right.

But you were looking for another relationship and you wind up meeting your second wife after that? No, no. This is the girlfriend I had between. No, I know that. This girl, how long did she last? And did she know about what you were into? Not until I actually told her. Okay.

And how'd she react? She was actually fine with it. Like, she'd do my makeup and, like, encouraged me to go out. And I was, like, scared. Amazing. You know, she was. And we'd have, like, sex while I was dressed up, which was cool, you know. But that ended because, like, she wanted to move to, like, she'd wanted to move another city.

I didn't really want to. I wanted to actually get out of the state. Yeah. So I did later. But after we broke up, I kind of kept my second wife on the back burner. Like, we'd chat on Facebook every once in a while, you know, but I didn't get, like, all slurdy with her. And then one time We hooked up

When she Because she had moved to the city I live now And she came back to see her family And go to a wedding And we hooked up one night Because I was at a bar And she showed up And then that's like

Kind of how our relationship started We'd hook up when her parents would come And then I'd go visit her But tell me how long How do what's Get to the conversation of you telling her that you're into cross-dust. Yeah. I had I had texted her one morning because she was already back in the city. And I was where I met her. And I told her that I was a cross-dresser. And she was like, because I knew things were getting kind of serious. It took her a little bit to like kind of get used to it. She'd asked me questions occasionally and stuff like that. And I'd have

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But it, you know, we kind of like, at one point, we made a plan to like slowly, ease into like her acceptance of me dressing up and being dressed up around her or and eventually going out. And so that process and this whole time I was like I started seeing a therapist. Mm-hmm. A gender therapist. Oh, why? Because at this time were you thinking you wanted to transition? Or confused and you didn't want to keep feeling like you wanted to be a girl? I was confused, but also like I had.

I had emailed somebody while I was away from town, like as a hookup, like a guy. And I wanted him bring, like, his wife's brawn panties with him. And she saw the email while I was gone. Oh, my God. You don't start with this part. You start with, oh, my God, you're so funny. The way you tell stories, like, backwards. But, okay.

I'm sorry. I think it says something. Anyway, okay. And so at that point, I looked for a therapist. and I had the same therapist throughout, but... Did she flip the fuck out when she saw that email? I mean, you're cheating on her with a man. You're planning to cheat on her with a man.

Yeah, she stayed with her? Yeah, she did. Yeah, she stayed. Okay. Because I was like, all right, because she was like, well, you need to go to therapy. I'm like, I agree. So that's why you go to therapy. Okay.

Yeah. Yeah. Okay, we finally find out. Okay, so you go to therapy. Now, were you dressing? So she obviously gets over it because she winds up marrying you. You go to this therapist to sort of get your head on straight because you don't want to like sort of be attracted to guys.

What did you go there saying the first time? Like, hi, I'm here because what? Well, like, because I think I talked about cross-dressing a lot, definitely. And then at a certain point, like probably a year after I started going to counseling, I got the okay from the wife to go dressed up. And so, like, I'd take the train from my home to where the appointment was. How was that for you being outside dressed up? At first, you know, it's nerve-wracking.

Yeah. But then at a certain point, I was like, me. How did your girl feel the first time she saw you dressed up? I mean, I could tell she was, like, nervous and kind of uncomfortable. But she was cool with it. Yeah. Yeah. And like she she liked me with a beard, so I'd like, I'd warn her like, hey, I'm shaving.

Yeah. You know, and she was okay with me wearing panties whenever I wanted. Did she have questions about your sexuality a lot after she saw you trying to hook up with that guy? Yeah, yeah. Yeah. And did you have questions about your sexuality? I was like coming to terms with it. You know, like, well, and before we met, I, the first time, so when I was, I think I was with that girlfriend in between, the first time I sucked a dick, I went to another town, I was dressed up, met him in his hotel room, and gave this guy a blow job.

He told me how hot I was. It made me feel good and I loved it. Right. That was the story I forgot. Oh my God I'd have a fucking field day If I was your therapist because there's a reason why you forget Quote unquote certain things

That's what I think Anyway go on Okay So back to my second wife At a certain point We'd start going out together She'd go out with me And like we'd go to like a gay bar

Or drag bar You know And just like Like bingo or whatever was going on It was fun. Okay. And then at a certain point, she just stopped going out with me, which, you know, was okay. It was, like, the point she stopped going out with me dressed up was the night we were both supposed to go out.

And she saw me, like, after I had gotten ready and she started crying. Why? Because she had seen you before. Yeah. I think she was just, like, struck by how I looked. And I don't know. I wasn't in her head and I didn't really ask any questions. I was just like, oh, this isn't going to happen tonight.

So I took everything off and stayed home. Right. Okay. Is that when she left you? Because you're not with this wife. No. Okay. So you guys both just swept that under the rug, though.

I mean, like she cries, has some sort of feeling about it. You don't want to ask her about it. So you just undressed and you guys don't go and you never talk about it. Yeah. Well, like, I mean, I kind of knew what happened. I mean, I think it was because she thought I looked so good. And it probably scared her. I think I don't know for sure because like she was always scared that I would transition, which did happen. Okay, that's important. Right. Okay. So it was like when she really saw that, it came together like, oh my God, he looks so good and wants to be this person. He's obviously going to transition one day. Like it made that. that conversation that you've had with her before, like more of a reality and a freaked her out. That makes sense. Yeah.

And she was right, right? Like he said, she was right. Yeah. Yeah. I mean, I was still like working through that with my therapist. Right. But she saw, she like saw like the future. You know what I mean?

Like it flashed before her eyes at that moment. Yeah. Yeah. She knew that there was that potential there. And so did you on some level, but at this point you're not committed to it yet, right? Yeah. Maybe she knew you better than you knew yourself. Mm-hmm.

Or better than I was willing to admit. Yeah, of course. I mean, we're all figuring ourselves out our whole fucking lives. You know what I mean? I think by the time you're in your 50s, it's a lot more clear. But it takes a long time, you know, especially when you have something like this to untangle, you know, and you're living in very different worlds. You know, eventually the world does become much more open to all this stuff, right? For you especially.

So when you, so she, that was swept under a rug. Like, what happened the rest of your marriage? and then why did it ends? And then when did you transition? Was it during this marriage or after? It's actually what ended the marriage. Okay, so let's get to that point. So eventually at some point, what happens?

So for about a year before, like, I started my transition. I had been getting like these intense bouts of dysphoria. Yeah. And like I'd wake up in the morning and go sit on my balcony and cry for like an hour. Uh-huh. And then I'd go back inside, get ready for work or do whatever. And like I'd cry when I'd be driving around in the car. And I told her that.

And I'd been telling my therapist that too. And so we started doing couples counseling. And this was after we got married. Yeah. And like we did that for about six months, I think. And I was talking to my therapist about three months before I went to an endocrinologist. And I was like, I know what, like, what this means, how it makes me feel and like what I need to do to make this feeling go away. But the feeling of wanting to be a girl.

Yeah. Okay. Yeah. You know, and but like at a certain point, I just couldn't do it anymore. Like I wasn't interested in sex as much Like I wasn't I didn't feel like having sex

And like it started to give me dysphoria To be the penetrator at a certain point Oh interesting What's dysphoria? What does that mean? It's like The sense that Your body's not right Oh okay interesting

And that's what you start to feel when you were like Penetrating her being the man in the relationship Like coming from that point of view. Yeah, yeah. Okay, interesting. And then finally, like I was, just before I turned 38, I went to an endocrinologist and got a prescription for estrogen and Spiro Nalachdon. And I hated taking Spiro.

That stuff makes you pee so much. Oh, right, because it takes all the water out, right? Yeah, yeah. Anyways, I finally told her that I made the appointment because it was coming in the mail like that week. And she was like, well, we need to have separate bedrooms then because she's not a lesbian. And I don't hold that against her. Yeah. You know, like it wouldn't be fair.

Yeah. You know, so I don't have any ill will against her or nothing. Uh-huh. So that ended I moved to the second bedroom Started like dressing more freely at home I mean I was still pretty like freely dressing at home But like I wouldn't change when she got home

Right You know Uh huh And then I bought my place I'm in now And that's when I started like buying more clothes, you know, and just like fully going into it. And then like April of that next year, I'd come out at work and started presenting full time.

Your kid, well, so you're married to her at this point still. And you're presenting. No, no. We had, we had just divorced. Okay. Okay. So that's when you're, okay. And but the divorce is because you like, because of all of this, right? Like, how does it? end? Does she hate you? Do you part, like, you know, how is that ending? I mean, she was mad. Yeah. Which, you know, I don't discredit her for that. Like, she's, you know, like, I get it. I don't like hold that against her either. But she didn't do anything that was like, that made me feel bad or like, and she was protective too, you know, even afterwards. because her stepdad's kind of an asshole.

And he's a Trump supporter. But so she was like, you know, she was supporting me and being cool, you know, but our relationship had ended. And she moved to another city now. Right. Okay. So you start presenting first time like female outside at your job is what you said? Mm-hmm.

Okay. Now, do they know that this was going to happen? I was, I sent an email to an HR person and my management structure. And that was like probably November after I had started the hormones. And then in that April, the next April, I sent a message to the team I'm on and everyone on the floor I'm at that sees me or that I interact with. Mm-hmm. And, you know, that was fine.

It wasn't a big deal. Did anyone say, say anything or, like, reply back or anything? You know, yeah. Yeah. What were the, like, oh, that's awesome. Like, you know, good luck, congratulations, stuff like that. Okay. What did that email say?

I was coming in one day. What's that? What did that email say? Uh, I don't remember exactly. It was, like, the, like, hi, this is so-and-so. I just want everyone to know that. Yeah, that I'm transitioning and, you know, I'll be going by Sarah and my pronouns are she, her. Okay.

You know, how long ago was that? What year? That was four years ago, so it was like 22. Uh-huh. And so. Was that around the time like Caitlin Jenner and stuff and like it was becoming much more like sort of talked about in the mainstream and everything. I think it was like just after. Caitlin Jenner came out, like, to the world.

She was out to her family for a little bit before that. Yeah, but that was around the time that this got really out there. Yeah, yeah. So it's not like your work was like, what the fuck is he talking about? Like this was something that was going on. And they were all supportive. Yeah, yeah. I came in one day.

It was my first day in a full face of makeup. And I was going into my little lab where I do tests on the equipment I work with. And one of the girls on the team I'm on, I was like, oh, you look great. Congratulations. You know, I was like, thank you. Yeah. You know, so that was nice. And then, like, I met a couple other trans girls that actually work at the company I work at. Amazing. Yeah, it was pretty cool. So how far, so how much transitioning did you do? I mean, I'm just doing hormones right now. Okay. So what do you want, astrodial? Like, is that what you take? Yeah, I do injections.

And then I take progesterone too. Yeah, right. Okay, so you take progesterone and astrodial. And what kind of changes have you noticed since you're taking those? My ass and hips are definitely a little bigger and rounder. Uh-huh. And then obviously breast growth. Yeah.

I'm barely a B cup, maybe. Yeah. Do you ever think, like what are, like, what is, like, do you want to ever fully transition? Do you want to get bottom surgery? Would you ever get breast implants? Like how far do you think you're going to transition? Is this like all that you want to do? Breast implants?

Yeah. But I don't know about bottom surgery. Yeah. Because that's a whole other monster. Totally. And it's a long recovery. And to me it's scary. Like what if you lose sensation or something?

I don't know. Exactly. Exactly. Right? Don't you think? Yeah. Yeah. I would be afraid for that reason.

Let me ask you this. Who, now that you have fully. transitioned, you know, A, how different do you feel as, you know, Sarah compared to how you lived your life all this time before? And then the second question is going to be, who do you hook up with now? Men or women? I'm happy. Like, I've never been happier since I started transitioning. Right. Like, it's just, it made my life better. Yeah. I mean, I did that to make some sacrifices, but, you know, everyone's got to make a sacrifice for something they want. Yeah, ultimately, like, listen, you know, I like to look at things from the deathbed perspective,

you know, and you're sitting on your deathbed, you know, what are you going to think of? Like the people that were like sort of in the crosshairs that maybe thought of, you know, were hurt for five minutes or two months or the fact that you were happy for the rest of your life after you did this. I think that's what you're going to be thinking about. You know what I mean? That's what's most important. Other people will get over it, you know?

You did this for you. And it's not like you killed anybody. You know what I mean? The damage that you did wasn't as great as the happiness and what you got out of it for yourself. Oh, right. Yeah. When I came out to my parents and I told them. Yeah.

I sent them messages. My mom was a little more religious about it. But because she wrote an apology to my second wife and was like, oh, I'm so sorry. I didn't know he was struggling with that. and I'm like, bullshit. I used to steal her panty hose. She didn't know, though. I mean, but like...

I'm sure your parents had no fucking clue. I don't know. Yeah. I don't know how she didn't like put more together, but... Or maybe she just... You were good. You hid your shit. You never kept the stuff.

Like, you know what I mean? I don't think your parents ever knew. Mm-hmm. Never caught you with anything. No. I think the only time they got an inkling was when I went to that convergent therapy. Oh, but you told them it was porn. You lied to them. So why would they ever think anything different? It was during the mediation for custody with my first wife. Oh, it came up is what you're saying.

And they were on the phone. Yeah. And she, that's why I asked you before. I don't know, you didn't get it. You didn't answer me. But I wondered, like, was she blabbing about it to other people? you know, because sometimes like a woman scorned, you know, might sort of a blab, even though you didn't, you know, and sort of out you to other people. So she did to your family is what you're saying. Yeah, yeah. Okay. So your mother knew and then she called that woman and said, but how did they eventually come to terms with it and do you have a relationship with your family? I had a good relationship with my dad. He was great.

And like, he asked me one time, like, he asked me about it. And I was like, I'm just pursuing happiness. right that's it but what did he ask you uh like what did he ask trying to remember it was something along the line stuff like like why or like like what are the reasons and stuff like that makes sense yeah of course he would have those kinds of questions and you're just like i just want to be happy and this makes me happy right okay yeah i don't think your parents i don't think your dad had a clue i mean if he those questions now.

But he was accepting. You don't have a good relationship with your mom? No, I don't talk to my mom anymore. Because of the transitioning? That and like just her, I don't really want to get into politics, but I'm kind of like disgusted by it. Well, does she talk to you about it?

Like, just don't talk about it. I don't know why people like to earn friends. I have friends with, I'm friends of people that I think the opposite of them. Who cares? Just don't talk about it. Why give up your relationship? with your mom because of, you know, her nutty beliefs.

My parents believe that gay people went to help because they were my father. I wouldn't, I'm not going to not talk to my parents because of it. Were they mean, was she mean to you because of your transitioning or was she accepting of it? She wasn't really accepting. Right. Like she wasn't like outright mean about it. Uh-huh. But she would still like use my dead name and my old pronouns.

Right. But let me ask you this. Did she want to still talk to you and you don't want to talk to? to her because of her politics or does she not want to talk to you either? No, it was just me. Oh, you should give that out. Like, who cares? I don't think one of my friends believe the same shit that I do.

I have friends that are so fucking sick of the head if you ask me because I grew up in a time where people, you know, still, but like I'm not going to throw out the whole relationship because I just don't discuss certain things and I'm just glad I'm not them and I don't think that way. Like I just said before, like my parents, I think thought gay people go to hell. It's like the dumbest thing I've ever heard. but like I just don't, you know, I feel sorry for them that they think that. To me, it's so like closed-minded and it's like, what planet are you living on?

But I don't hold it against them. Like, they're just like less evolved. That's the way I look at it. But I don't sort of deny a relationship. My parents were opposed in everything that I was my whole life, but I always stayed in touch with them. So maybe reconsider that mom thing, okay? I'm a mom.

I have a child, you know. I think it's probably hard for her that you don't talk to. I feel you. You know? Like, I, And I've been thinking about that too. Yeah. Who cares what she fucking thinks.

This is what people don't understand and people need to understand. Okay. And I came to this conclusion with my parents and everyone should understand. And I know this about my son. My son is going to be more evolved than I am. And I am more evolved than my parents. And my parents were more evolved than their parents. Like you can't expect them to be as progressive as you.

They were born 40 years before you. Like these people, you know what I'm saying? you can't you they will always be behind they're not going to be as progressive and like your kids will be the same like my kid is going to be way more evolved than I am I'm going to seem like the fucking dinosaur and I just realized my parents were from a different time like you can't like you know and that's just who they are like so you can't expect them to be as open-minded as you I think we all are evolving and growing and so you're always sort of more evolved than your parents and I think a lot of people don't understand that that's the truth because they're your parents are supposed to know more

They don't know more. They know more when they're raising you, but they're not typically more progressive than their children. Their children are always more progressive. That's the law of nature. Kids will always be more evolved. So give your mom a fucking break

with her old school mentality, ridiculous, psychotic, political thoughts. Just don't even listen to them. Don't talk to her about it. That's what I do. I don't talk to half my friends about certain things because we have difference of opinion

and I don't really care. I don't care to. Yeah. I'm, you know, I see where you're coming from. definitely and I'm like kind of reconsidering it like leaning towards it it's there's some other stuff from my past that kind of like yeah that's what I would assume okay so so you talk to your father how long have you been transitioned and on hormones and just out and about as Sarah now yeah now it's been since that April of 2022 wow that's a long time so now is Sarah uh

bisexual, is Sarah heterosexual, is Sarah homosexual, she's lesbian? Like, who does Sarah date hook up with? I'm pansexual, so as long as there's a vibe. Yeah. You know, and we're both attracted to each other. I'm down. Yeah, cool. And I, like, I'll hook up with guys and girls at the bar.

Uh-huh. Like, I had a threesome with a girl and a guy one time. You're kidding. Yeah. You just, like, you're mad about it at a bar? Yeah, yeah. And they, like, talking to you and then they found out you were trans or new, like, how possible are you, by the way?

You're going to send me some picks, right? Yeah, I'm definitely sending some picks. Okay, cool. I mean, I don't know. You obviously think you look good. You're out and about, right? Yeah. I don't think about it, really, you know?

Like, I'm just living my life, doing my own thing. I do it for me, you know, not for anybody else. You must feel possible enough to go outside. I mean, because some guys I feel sorry for them because they're very big, burly guys, or something so it's like very hard for them to be passable, you know? Like, are you lucky in that you've got a smaller frame and you have like a certain body type that makes you more passable? And now that you got the hips and the boobs, it helps, right?

But like, were you always? Well, like, I've always been like relatively skinny. I've never, like, struggled with my weight, really. And I've always had really nice legs. I mean, I don't feel as great in my face because I'm getting wrinkles, but that happens. Welcome to being a girl. Yeah, yeah. But I still feel beautiful, you know, like when I do my makeup and I'm dressed up and I'm ready to go.

Right. But this girl I had a threesome with, the guy wasn't at the bar. Like, we were just on the way to her place to hook up. And then she's like, oh, a friend of mine's coming over. And then I sucked his dick a little bit. I ate her out a little bit and she was a squirder. Oh, my goodness. Yeah, and that, like, it happened quick.

Like, I'd just be, like, rubbing her clitoris and, like, liquor, vagina a little bit. And she's gross. And so I'm like, gosh. Oh, my God. Did you see them again? Like, I made out with her at the bar a couple times afterwards, but, like, we haven't hooked up since. That was, like, a month or two ago. Right.

Oh, okay. So that was recent. Do you ever plan to have another long-term relationship? Are you happy being single and just, like, having experiences? and being free. Like, what is your, like, what do you see in your future? Well, in 2022, I actually had a boyfriend that I met on a dating app. He lived in a town like three hours away.

Uh-huh. And we dated for like a year going to, he'd come here, I'd go there. And our first date, we went to the aquarium. And then I brought him over and we made out for a while. and then he went home and then I went to visit him and I stayed the weekend and then we just like did that for about a year and then it just kind of ended too far away long distance yeah yeah it was like he was always busy in the summer months so it was like harder to see him so would you like another relationship oh definitely yeah I was I was hooking up the this one black guy for about a year, maybe a year and a half. Uh-huh. And it was casual.

And he had a big dick. Right. It scared me the first time I saw it. Let me ask you this, because you did say you started to feel, you know, not the right about sort of penetrating a woman. When you're with women, will you penetrate them? I don't know. I'd probably have to use some kind of.

performance enhancer for that. Because of, because of the hormone suppression, right? Yeah. Yeah. Like, I still get like erections, but it's like not as hard and not as big. Interesting, right. Because you don't have as much testosterone, maybe, I don't assume, right? Exactly. Yeah. Yeah, interesting. But you've been on hormones for four years, right? Mm-hmm. This whole time. And that's all you're planning to do right now. for right now. I mean, like eventually I think I'll probably get breast implants. Uh-huh.

And maybe FFS. What's FFS? Oh, facial thing? Yeah, right. Okay, that makes a difference, I'm sure. I can't wait to see your pictures. You're going to send them in, right, for my Patreon. Oh, definitely.

Yeah, just so you know, you are going to get free. access for a whole year to my Patreon, which is great because my Patreon, my crushessing tier is $10, but you'll get all kinds of hoser episodes. I'm already on that tier. Oh, you are? Well, listen, this is what you do, okay? Because I give it to every, is that you just cancel it if you didn't pay like the full year ahead of time. If you're paying monthly, just cancel it and then use the link that you're going to get from me when your episode airs. I'm going to send this to you. It'll probably be up next Fetish Friday. When your episode airs,

I'll send you a link for the free year to cross-dressing tier. You can't use that link until your membership expires, right? So if you cancel it today, it's not going to expire until your next pay period. So just look at that date. And the minute it expires, you put in the link I give you and you'll get a free year. But send me your picks ASAP. So I know that I have them ahead of time and I'm good to go. And then are you in my Discord 2?

No, not yet. Okay, you should go in there. It's a lot of fun. You'll love it. There's a whole cross-dressing tier, hoser tier. there's a trans tier, there's everything in there, like different channels and stuff. Do you have the link to that? No, I don't.

All right, well, you're going to get the link in when my, when we hang up, you should have got it when you signed up for my Patreon, but like you're going to get the link. You might have just not signed, you know, went in or something, but like you're going to get the link when we hang up. And so go in there. You'll like it. You'll dig it. Okay.

All right. And you could talk to people there when your episode goes up. Make sure to sign in a Sarah so people know your name goes with your, you're and thank you so much for calling in and sharing your story. All right. How a good one. Bye. Bye.

Okay, listen, thanks so much for tuning in. If you're listening to my show on Apple or Spotify, make sure to give me a five-star rating. It takes like one second. You could just press it on your phone and stuff like that really helps the show. And make sure to also follow my show on either Apple or Spotify or wherever you listen to my show. I also want to tell you that my book,

strictly anonymous confessions, secret sex lives of total strangers is now available in the audiobook version. It's basically 17 stories taken from my show and they're all told in the third person. I wouldn't call it a total erotica book. Think more like penthouse letters. Okay. Each chapter is short. It's one story taken from my show like I said, but told in the third person by a narrator. I picked the narrator. I made sure to get somebody hot. Okay, guys, I've been emailing me that have listen to my book and they're like, oh my God, I'm getting Woody's listening to it. So you're going to dig it. The book is also available in ebook version as well as a paperback format, but I personally think the audiobook version is the best. If you buy my book in any format, I will throw in a

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