The sissy exposure fantasy is incredibly popular among some crossdressers. It’s a specialized humiliation fantasy where the crossdresser gets turned on by having their crossdressed pictures, often with their legal name attached, posted online so that they run the risk of someone finding out their secret – thus exposed! The really brave exposure addicts will turn over their crossdressed pics to a Domme, along with some pics of themselves in boy mode showing their face, as well as their legal name and maybe a copy of their driver’s license or even their place of employment. Then they get the thrill of knowing that a family member or coworker or boss might stumble across their images and find them out. It’s not really my kink but when someone puts all their information out there, I do have to give them credit for following through. A few years ago, I had a European crossdresser write me on Twitter, practically begging me to expose her. Looking back, I probably could have made a few extra dollars if I’d taken on the task for a special fee.

For those who are bitten by the bug, it’s obviously a real charge. When you step back and consider it, though, it’s probably a lot less risky than it seems, at least in many cases. (If you’re a member of Congress or a schoolteacher you’d of course be playing with fire.) But the chances of someone surfing the web and randomly finding this material is incredibly small, unless they happen to be into crossdressing or the exposure fantasy themselves and are looking for this kind of thing.

My guess is the biggest risk would actually come from the crossdresser herself, who might “accidentally on purpose” leave clues or hints for the people in their lives or deliberately fail to clear their browser history or leave their computer on showing their exposure page on the home screen. As Freud famously said (and I’m paraphrasing): a fear is often a desire. I can attest to that fact in my own occasional addiction to humiliation phone lines and my desires to see others be humiliated, especially if I feel they deserve it or secretly want it. Like many obsessive sexual fantasies, the whole thing probably looks pretty silly from the outside, but the urge can be almost irresistible. I can imagine that if someone really was found out on an exposure site that the response would probably be something like, “Guess Joe is into some weird shit – whatever!” And in many cases I suspect a lot of people couldn’t care less or at most may be slightly embarrassed or annoyed that they’re now privy to this information. Again, though, the likelihood of being found out online is probably pretty small unless one actively were to take steps to be found out. In over twenty years of running Trannies In Trouble, I’m aware of only a single closeted model on my site who claimed they were recognized by a coworker. When the model wrote me, I didn’t want her to suffer any consequences, so I removed all of her pictures from the free pages of the website, leaving only the galleries in the Members’ Area. As far as I know nothing more came of it.

One of the models I work with, Marissa Nicole, is also into the fantasy and has posted some pics of herself on Twitter, though without her name attached. Of course, having worked with her I know her legal name, but then I’m a professional and would never divulge such information unless she were to beg me (hint, hint, Marissa, something to keep in mind). But seriously, in this case Marissa is probably at the mid-level range of exposure, with some room for plausible denial if someone were to approach her and ask, “Uh, did I see your pictures online?” which would be a major thrill, I’m sure.

I have another Twitter friend who DMs me and who is a major attention whore. She’s a perfect example of the kind of person who I actually would enjoy humiliating for real because, well, she kinda deserves it with her endless craving for attention. (And I did write her and share with her this paragraph for feedback before posting this.) She lives on the opposite coast but if she were in the same city I’d certainly have to meet her to put her through the wringer. What’s funny about this Twitter friend is that she’s also into the exposure fantasy but none of her photos fully show her face – they’re all cropped off from the nose upward. She’s one of the many Amazing Headless Crossdressers whom you see so often online. (At least she doesn’t post only leg and feet pictures!) I’ve actually seen her online on a zoom call and she looks nice but, well, each to their own in how comfortable they are being out and about. The funny thing though is that this same headless crossdresser also signed up at one point with an online Domme for the exposure fantasy – but yes, using her headless pictures! I was kind of surprised that the Domme let her get away with this – I certainly wouldn’t have put up with it. Of course, when she posted her exposure page on Twitter with the cropped photos, I really just wanted to comment and say, “Uh, how is this any different from what you normally do?” But I didn’t want to sound overly snarky on Twitter. So now I’m leaving the snark here for my blog! The whole thing was pretty amusing and it seems to me to hardly even rise to the level of exposure.

I’ve also mentioned in an earlier post sissy roberta in Colorado, with whom I’ve been having fun both on Niteflirt and also doing some self-bondage while I watch her on Google Meet. Sissy roberta is also into exposure though in her case it’s more a blackmail game where I have all her personal information and there are certain financial costs that she takes to ensure that no one sees that material. Of course, if I had one hundred such sissies that I could consensually blackmail (Sandra’s Sissy Exposure Service) I’d probably end my days doing a scaled-back version of Trannies In Trouble and ruling over my sissy empire – though it would be a big full-time job if it were one hundred sissies! Of course, girls who are truly into these fantasies in a serious way are rare, and when there’s money involved, such as in consensual blackmail, the number drops to a mere fraction of one percent. There’s a lot of talk but not a lot of follow through out there, to which any Pro Domme can attest (and I certainly don’t consider myself a Pro Domme). But for those sissies and CDs who are seriously into these fantasies and want to follow through it can be a lot of fun.

The lesson here is that one’s fantasies can rule one’s life – they’ve clearly ruled mine – and they can make one do some very silly things chasing that thrill. Certainly, when it comes to the phone sex line that I’ve mentioned, I’ve done things that I wouldn’t want anyone to see or hear. And I’ve heard from enough people over the years who’ve shared pictures and personal details that they would never want anyone else to know about. With my experience running an adult website, I take discretion very seriously, and I’m flattered to be trusted that way. But for those who want all their secrets to be revealed, that too can be arranged. More to cum!

A while back I wrote about the online self-bondage services I occasionally provide and also about the sessions I’ve been doing with sissy roberta, the CD from Colorado who craves to be tied up and used. We’ve had some fun sessions this summer, and we recently started using Google Meet so that I can watch her when she’s gagging and tying herself up. It’s similar to Apple’s FaceTime and works great – highly recommended as a way to keep an eye on someone at a distance!

An interesting development is that she also has a female roommate who helps keep an eye on her when she’s doing self bondage. Everyone who’s into self bondage should have a roommate like that – I have one too! If you’re in the closet and have a roommate, you never know what opportunities you might be missing by keeping your secret hidden!

I also mentioned a while back the phone sex site that I’ve been visiting off and on for about six years. Well, I finally made my own profile on Niteflirt, and I’ve already had some calls and LOTS of text messages. It’s been eye-opening and a fun experience, though some of those calls can get a little weird! One CD from the Midwest has called me a few times. I can barely get a word in edgewise with her, but she seems to be getting turned on, so okay.

One of the main things I’ve learned on Niteflirt is just how driven some people are with their sexual fantasies. That’s not a unique observation, of course, but wow, some of the guys especially who write me are laser focused. I probably am too, but not like some of these guys! On the other hand, I have a friend, for example, who’s into BDSM but he’s not a fetishist and his kinks are very wide ranging. He’s just into all kinds of different things and can look at all kinds of different porn. I’m not like that at all. For me there are very specific things that turn me on – obviously bondage and dressing, plus humiliation and all those robbery fantasies that I’ve been lucky enough to act out with Star Nine. And I like making others helpless too. On the milder side I also just like to see pics of nicely dressed cute crossdressers and of well-dressed genetic females, but that’s all part of the dressing. But I’m certainly not the kind of person who has a list of two hundred kinks that they’re equally into. I’m pretty focused too.

My favorite phone calls on Niteflirt are actually the ignore and humiliation calls – one of my lines is a self-bondage ignore line, though if someone is doing a good job at tying themselves up, I’ll certainly be paying careful attention. Plus, safety is always my top concern, so I don’t want someone getting so turned on and carried away that they really get themselves stuck for good! I’ve also had a couple nice calls about dressing and bondage and just life in general. And my rates are pretty reasonable so it’s not going to break the bank. I’m not really doing it for the money anyway though I’m happy to take whatever I get. I’m doing it more for fun and for insight into what makes people click – plus I’ve been an occasional customer myself for years and it’s intriguing to see things from the other side. But again, since Trannies In Trouble takes up so much of my time, my phone lines aren’t on that often, though I have done lots and LOTS of texting this summer. If someone does want to talk on the phone, the best way to set it up is when the caller texts me first and tells me what they’re into. It saves a lot of time.

If you’re already a member of NiteFlirt feel free to send me a text or an email just to say hi. I’ll be honest though – Niteflirt can be very addictive, so if you’re not a member already proceed with caution before signing up. Of course, if you can’t resist, then yes, by all means go for it! And do say hi. Happy texting!