Category Archives: websites

The Wank Bank

I was talking to my friend Count Boogie from “Perverted Podcast” (not on the show itself, though I have been a guest a couple time). We were talking about masturbation as a way to avoid future sexual temptation. I’ve certainly done it a few times, usually in the morning when I’ve wanted to stay off the phone sex line that I talk about in the last blog post. If you pre-emptively rub one out it does remove the temptation for a while. Boogie made the comment that I must look at really dirty nasty stuff to get off, but the truth is that what I look at tends to be pretty tame.

We all have our own private wank folder on our computers, all those old favorite pics that work every time, and I’m no different. For myself, I prefer looking at pictures rather than videos, although I have bookmarked some short ten-second videos on Twitter, basically just short loops that really turn my crank. I do enjoy the challenge of shooting videos for Trannies in Trouble, but I usually don’t look at full-length videos myself. I remember the days long ago back in my twenties when I’d rent mainstream movies to look for bondage scenes and what an exercise in frustration it was to try to find something good. One of the problems of looking at videos is that there’s usually only a short section that really turns me on and I can’t time myself to just that little section. I find still pics are typically much more satisfying, or just closing my eyes and fantasizing.

So nowadays my wank folder just contains pictures. Probably half of them are bondage pics. And the other half are pretty tame. I have lots of pics of genetic females modeling outfits – including lots of pics off the Shein and Bebe websites. And I also have many pics of cute crossdressers and trans girls. About the dirtiest they get is one favorite pic of two cute twenty-something trans girls kissing. I do have quite a few pics of CDs with erect dicks but a lot of the pics aren’t racy at all. Sometimes I’ll just like someone’s smile or their general cuteness. I don’t think I’ve ever saved a single image of humping or of butt sex or anything that you would call hardcore, although I have bookmarked two short twitter videos of genetic women giving blowjobs – just two! In one of them the woman is wearing a spectacular purple blouse that just does it for me! But that’s typically about as dirty as I get.

The other kind of pic that I often save are ones where a woman, or occasionally a CD, has a dismissive or haughty look on their face, which of course plays into my love of humiliation. (The mean CD from the last blog post had a few pics that I saved but it was more her voice and her vicious text messages that really got to me.) Back in the 2010s I came across a site called Humiliatrix, which I really enjoyed, though again in a love / hate kind of way. Mysteriously, one day in 2019 the site just stopped updating new material, although it is still online. The site has no bondage, just videos of sexy women talking to the camera and telling the viewer what a loser they are. I remember when I first stumbled across the site the mixed feelings that I had. I didn’t want to get turned on by it, but I couldn’t deny that it was working. One of the best models on the site is Becky LeSabre, who’s incredibly good at doing verbal humiliation. Some of the other models always seemed to be reading from a script and weren’t that convincing. But Becky, at least on that site, always seemed to have a true note of disdain in her mocking manner, which only added to her appeal. Of course, she was also very young and incredibly cute at the height of that website.

Obviously, what turns someone on is so personal. If you’re not into verbal humiliation then a site like Humiliatrix would seem ridiculous, which it sort of is. I mean, why would these women be so disdainful? Of course, if you’re not into CD and trans bondage then Trannies In Trouble would probably also seem equally ridiculous. I remember a guy once wrote me and said that his girlfriend found my site “creepy,” which really surprised me and actually kind of stung. I would say that the words odd or puzzling would be more accurate for someone who’s just not into what I do. But then I also wonder if that guy is still with his girlfriend! Probably not, I would guess.

I know a lot of people probably think that I have a big backlog of people to tie me up and have sex with, but that’s really not the case. I have a couple friends whom I get together with and play with – with one close friend in particular whom I see about once a month. Another close friend whom I used to do bondage play with has gotten too old to do it anymore. But my life isn’t nearly the big bondage or sex orgy that it may appear to be. I’d certainly be open to doing more but with running my site I just have so little free time. And I really am a mild germ phobe, so I’m very cautious about who I’ll meet up with. I’m the kind of no-fun person who would show up at an orgy with condoms and hand sanitizer. And on days when I do take the day off, I often find I just want to lounge around and read the morning away or watch a couple obscure movies.

The thing about life is that for most of us it’s routine and repetitive. Most weeks look similar to the week before. We see the same people and go to the same places and do the same things. Mine is the same though in my case bondage photoshoots are the one thing that usually shows up week after week. Over the years I’ve easily shot well over a thousand bondage scenes, some quite good, some less so. But it’s been consistent. Still, like most people, there’s a routine even to that.

I have found, though, that the best online sexual turn-ons are the ones that just happen spontaneously. I’ll see something on Twitter, for example, and I’m suddenly massively turned on without expecting it. Those are the best! When I’m REALLY turned on, I’ll actually get a metallic taste in my mouth. Sadly, the last time I remember that really happening was about fifteen years ago during a solitary session in the little bungalow I used to live in in Hollywood. I expect now that with age it may not happen like that ever again, but one can hope – something to aspire to!

Of course, my habits of looking at stuff online have probably warped my sexuality, but considering what I do for a living what would you expect? I’ve certainly become much more gay – or that is, more cock focused. I’m not “typically” gay in terms of being attracted to men, but when I’m fooling around with someone (usually a CD) I definitely prefer that cock be involved. Occasionally though I’ll see a guy – like a twenty-year-old twink who would make a nice girl – and I’ll think that if he were into older crossdressers, I would certainly do him, whatever that would entail. But as I’ve said before, at this point there’s no way I could date a genetic woman. It would be so unfair and just an exercise in disappointment for her. The last woman I dated, back in 2013, basically said as much, though thankfully we were able to part on friendly terms and occasionally we still even talk on the phone. But with where I’m at in my life now, my days of dating women are long over.

Well, this is a fairly rambling post. I do always go back and try to edit these posts several times to try to make sure they’re mostly coherent and readable. This one definitely has me wondering again, “Am I sharing too much here?” I hope at least some of you can relate to some of it. Of course, if you’re a regular visitor to Trannies in Trouble then you almost certainly have your own online habits and your own wank bank. We all do, so enjoy!

Hey, Loser!

I haven’t talked about this subject much on this blog, but verbal humiliation turns me on, especially being on the receiving end. There’s a phone sex line that I occasionally call, though thankfully I’ve never spent a lot of money there. But last fall I got a little addicted to a crossdresser who specializes in putting people down on the phone or via text message (I’ve been contacting her off and on for about three years but last fall my exchanges with her got a lot more intense). I never told her about Trannies in Trouble or about what I do. We did talk about bondage some, among other things, but I didn’t want her to know too much and potentially have leverage over me. She didn’t even know my last name.

The thing is the phone sex line would sometimes leave me feeling bad afterwards, so I would try to stay away from it for as long as I could. It all felt pretty self-indulgent and not too healthy to be spending time and money on texting or on the occasional phone call. If I got tipsy and horny, though, it was tempting to text her or log on and see if she was online. Texting was really the thing that I indulged in the most, though ironically I typically don’t like to text much in day-to-day life. The phone sex site though uses this unique “bloop” sound for their text messages, like a drop of water, and I quickly became like one of Pavlov’s dogs when I’d hear that sound – I would actually feel a little thrill of excitement in my stomach knowing that the vicious CD had replied to me.

In any case, this CD was really good at being mean, and she scratched an itch. (I’m not going to leave a link to her profile or say who it is – that would be just too embarrassing!) The thing about her, and what really gave her a charge, is that she seemed to really mean it and not be role-playing. I distinctly got the feeling that she probably isn’t a very nice person in real life – I’ll bet she’d make a great CEO! After one especially degrading session last month I thought, “Do I really need to keep doing this?” Of course, a couple days would pass, and again I’d start to get horny and feel the itch. Considering my history growing up and being bullied some, and some of my emotional challenges with bouts of low self-esteem, it’s not surprising that I’d be into humiliation. Of course, bondage can be equally humiliating – at least when it’s done right! (to paraphrase Woody Allen).

Among CDs, verbal humiliation is of course a very common sexual kink. But it can cut both ways – it can be hot and sexy but then afterwards there’s the risk of feeling genuinely bad and emotionally abused, which is part of the thrill – that feeling that you’re being screwed over and taken advantage of, which weirdly can become sexualized. It’s certainly one of the riskier kinks because of the potential for doing real emotional damage to someone. I’ve done some humiliating scenarios on T’s in Trouble, of course, such as the scene with Ruby Bunny having naughty words written on her body. And of course, Star Nine is so incredibly skilled at being degrading and verbally humiliating that I never learn my lesson with her and just keep going back for more! It would be hot though to shoot a really rough verbal humiliation scene if I had the right scenario and a model who was up for it – a scene where it feels like we almost go too far could be very exciting!

Most of the time in real life though I’m probably much too nice to be really verbally humiliating to someone. But I do understand the appeal. There’s a CD on Twitter who’s a major attention whore and we sometimes exchange DMs and have even done a private online session. The fact that she so craves the attention and is also SO deeply closeted makes me want to push her face into a mattress, or into the toilet! So with her I can easily tap into the excitement of verbally mistreating her. I’m still not nearly as nasty as the online CD whom I got addicted to, but it’s a similar dynamic. Of course, the desire to dominate and humiliate others whom you view as beneath yourself is simply hard-wired into the human creature – it’s not a pretty side but it is a part of who we are as a species.

Addictive? – In a similar vein, I’ve sometimes wondered if anyone has ever found Trannies in Trouble to be addictive in a way that made them question the amount of time or money they were spending visiting the site. I expect over the years there probably have been a few members who’ve felt compulsive about the site, or who have maybe felt guilty or had mixed feelings about viewing it – I’ve certainly heard from people who felt conflicted about it, including one poor guy who struggled with deep religious guilt.

And I’ve had more guys than I can remember write me and say, “I’m completely straight but I find your site a turn on. Is that normal?” I can understand the doubt, especially if seeing a CD’s exposed cock is a big turn on. I mean, yeah, it is kinda gay, isn’t it? (I always think to myself, “Well, you know, you may not be completely straight!”) As for the question of whether it’s normal, well, if we’re just considering statistically what the average person is into, then, no, it certainly is not the norm. But I also think it’s not that big a deal. If you’re into dressing and getting tied up, or just like viewing others who do it, I’d say it’s best to just chill and enjoy it. When I was a teenager, I was extremely guilt ridden about being a crossdresser who likes bondage. But later in my twenties I consciously decided to set aside my guilt and try to leave it behind. I’ve been mostly successful, though occasionally mild moments of doubt will still arise, though it’s been a long time since I really felt bad about it. I feel far more embarrassment and regret from texting the vicious CD on the phone sex line, although for all of January I’ve stayed off the site completely. I don’t know if I’ll revisit it, but I won’t be surprised if eventually I do. On days when I’m particularly horny it almost seems inevitable. Of course, if I found someone to replace her it would make it a lot easier to leave and scratch that itch elsewhere.

Writing all this, part of me thinks, “Did I just share too much?” I’ve found though that the more we reveal our secrets the less hold they have over us. And usually when I share something really personal, at least one person will write me and say they can relate. That’s also part of the reason why I always recommend being out of the closet as much as you can – it makes life so much easier. If you’re completely out there’s zero risk of being blackmailed if you happen to work for the CIA or as a clerk for a Supreme Court Justice!

So that’s my little sermon and a little more insight into what turns my crank. Let me know if you’ve ever frequented any phone sex / texting lines or if you too like to be verbally humiliated. I am genuinely curious and would love to hear about others’ experiences. And if you don’t want to leave a comment at the link above (this blog gets so few comments anyway), feel free to email me. Your secret is safe with me! (Hey, haven’t I used that line before in a few of my videos?) But seriously, if you can relate to any of this or have your own sexual habits that sometimes give you doubt or second thoughts (or maybe on the other hand you’ve fully embraced them), feel free to write. I really would be interested to hear more.

Another Year That Felt Like Nine Months

Overall, 2023 has been a pretty good year for me, and I hope it’s been mostly good for everyone reading this. There were the inevitable ups and downs, and it really did fly by! In no time at all it’ll be January 1st – hopefully I won’t be lying in bed that morning with too bad of a hangover!

There were some memorable photoshoots this year, too many to list them all, but here are some highlights: The recent Velma shoot with Jessica Kat was just a lot of fun and it’s definitely going to be one of my all-time favorites. I really put Jessica through the wringer, and she handled it like a pro. Also, the recent spreadeagle scene with Milf Jeanne was also a lot of fun. We stayed in a funky little motel on the coast, the kind of place I normally would never check into, but the room turned out to have a bed with a massive frame to lash someone off to – it was perfect for a spreadeagle. And Jeanne looked sexy and helpless all stretched out!

It was also great to finally meet up with Chrissina Lovegag, who came all the way from Germany for a vacation in L.A. We had a lot of fun and of course she’s totally into it!

There were also several new models this year, including TS Natalie Carnot, who’s talented and enthusiastic, and of course amazing looking. And there were lots of other fun and hot scenes, especially with Ruby Bunny and Klintelle Moore, plus several other new models this year including Marissa Nicole, Mink Deville, and TS Ana, all of whom appeared in some nice scenes.

As always, I’m extremely grateful for all the loyal visitors to the site who’ve joined and become paying members and supporters of the site. And to the long-term members – you know who you are – thank you all so much! I plan to keep the site going for as long as I can, and I really could not do it without all of you! (Continued below):

My So-Called Life – In some ways I’m married to Trannies in Trouble. The site really does run my life and I’m usually doing something to manage the site every day. I try to take some days off, but I know I don’t take as many as I should. I’ve gotten many positive emails over the year, though, including from people who have written to say the site has helped them accept themselves and accept their kinks or their dressing or their gender identity in a significant way. Most of the time I do think that Trannies in Trouble is the best thing I’ve ever done with my life. But I’ll admit, on some days when I’m feeling tired and worn out, I sometimes wonder if it was the wisest career path to take. There’s certainly no pension for folks running tranny bondage websites, and it is work that’s far out of the norm in this sex-negative society that we live in – that reality can come with some stress. Some of those emails, though, that I’ve received over the years really do make it worthwhile. I know the site has meant a lot to many people over the years – and that’s very satisfying.

I started Trannies in Trouble because, first, I wanted to see a website that featured the kind of bondage you’d see in the Harmony Concepts magazines from the ’80s and ’90s but featuring crossdressers. Another big reason for starting the site, though, is that I really didn’t know in my late thirties what kind of work to pursue. I’d already done several jobs, some of them quite odd, like the adult bookstore clerk gig, but nothing seemed to really fit, and I’ve always been a bit of a loner and an odd duck. So I had this crazy dream that maybe I could make a living with a tranny bondage website. It’s pretty much worked out that way, though if I’d known then what I know now I honestly don’t know if I would have done things the same.

Of course, I’m not saying all of this to get any sympathy from anyone. We all have days when we question the significance of what we’re doing in life, and I’m certainly no different in that regard. The fact that I’m doing something out of the mainstream probably only leads me to question things even more, especially as I get older and more reflective. But don’t get me wrong. I’m very pleased that the website is closing in on twenty-one years online. And I want to keep it going for as long as I can since there are so few sites out there that feature CDs and trans girls in bondage. It really surprises me that there aren’t more sites like T’s in Trouble. When it comes to genetic females, of course, there are loads of them.

By the way, on social media I almost always refer to Trannies in Trouble as T’s in Trouble due to the controversy over the T-word. I wouldn’t be surprised if eventually my Twitter account were to get deleted since both Twitter and Facebook consider the word tranny to be hate speech. (More here if you haven’t already read my recent post on the subject.)

The Tubes – There are of course inevitable challenges in running a paysite, especially in the age of Pornhub. I generally try to avoid lecturing people who watch videos on Boundhub and other rip-off sites like xHamster, since most people aren’t even aware of how those sites work. Many even think that I have something to do with my videos being posted on the tube sites – Believe me, I don’t.

The tube sites basically provide a platform to repost producers’ videos without their permission, and the tube site itself is the one that earns money off this stolen material through advertising and sometimes their own paid memberships. Pornhub has actually cleaned up its act quite a bit after being busted by the NY Times, but most of the tube sites are full of stolen videos reposted without permission. I always say that if Steve Villa and Jim Hunter (and all the other producers out there) got a dime for every viewing on those sites, they (and I) would all be rich many times over.

But the tube sites aren’t going away. Most of them are hosted in foreign countries and even if they were in the States, they’re actually protected by the Digital Millenium Copyright Act (DMCA) against liability for what their users upload. In a way their business model is brilliant. It’s morally dubious but appears completely legit, offering the user the digital equivalent of shoplifting but without any sense of wrongdoing attached. But Pornhub is really the one that initially changed the landscape of online fetish material and how people view it nowadays. If I’d known this was coming twenty years ago, I don’t know but I might have done things differently.

What Do All These Buttons Do? – Though some are of course better than others, the videos I’m shooting now are probably some of the best I’ve ever done. But I admit there may be a rawness to the early videos from the 2000s that I just can’t capture anymore. I really didn’t know what I was doing with the camera back then, and I know some viewers actually prefer that less polished, “amateur” look. There was one loyal member (who’s since died, I’m pretty sure) who absolutely loved my site but when he wrote he would always refer to things that I shot in like 2009! The really early stuff, though, just makes me wince. Even with the rawness factor taken into consideration, from a technical standpoint some of it was just terrible. Even today I keep trying to get better. The sad thing is that now when I watch bondage videos so much of what I see are the mistakes and errors.

In any case I hope this blog post isn’t kind of a bummer or give the false impression that I think running my website for over twenty years was all a huge mistake. It’s certainly not. But the reality of running a website today versus the daydreams I had back in the day are very different. Still, even with the challenges, it’s been satisfying and rewarding.

On that note, let me just say thank you again to all the loyal followers and members and supporters of the site! I hope everyone has a nice time over the holidays and a fun and safe New Year’s Eve. Take care of yourself, and we’ll see you in 2024! Hugs, Sandra

Staying with Tranny (For Now)

As I wrote earlier this year, I’ve been considering for a while whether to change the name of my website due to the controversy over the word tranny. This blog post is probably anticlimactic, but at this point I’ve decided to put the decision on hold and just stick with Trannies In Trouble. It’s a good name and I’ve gotten a lot of feedback. I’m still leaving open the option to change it at a later date if, for example, some major controversy over the word were to arise, or if I started getting lots of email from people saying, “Sandra, c’mon, you gotta change that name!” But neither of those things are happening.

As an aside, I have to acknowledge that this whole question of whether to change the name or not is something that obviously worries me more than it does anyone else, as I’m the one who would have to make it happen. I can imagine someone reading this and thinking, “Sandra, give it a rest, none of us who like your site give a hoot about the controversy and we all like the name, or at least are neutral about it. Stop worrying!” I’ll admit, it is a little crazy-making the amount of mental energy I’ve expended considering the whole question. But if I’d known twenty years ago just how controversial the T-word would become I probably would have chosen a different name.

Two opinions though that I especially valued came from two younger trans models whom I’ve worked with. Both of them said they like the word tranny and have no problem with it or with the name of my website. They’re at least thirty years younger than me and have transitioned and are taking hormones – they’re exactly the kind of younger trans women whom I worry may be offended by the name. One of them also said (and I’m paraphrasing), that she doesn’t like the gatekeeping and policing of language and behavior that one often finds in the trans community. For me, one hypothetical question I often ask is, if someone wasn’t telling you that the word tranny was objectionable, would you find it offensive on your own? A number of people have in fact written me saying, “I didn’t even realize that there was any controversy over the word!”

Another thing that also influenced me but in a backhanded way is the fact that the word tranny is considered hate speech on Facebook. It’s one thing not to like the word, or to judge it as problematic, but labelling it as hate speech just seems like the kind of all or nothing thinking that doesn’t allow any consideration of context or of intent. According to Facebook, I guess the word is just bad – bad in all cases – a position that lacks subtlety or nuance. There’s no acknowledgement that some of us identify with this same apparently taboo word. Anyone who visits my website can easily see that I’m using the word in a humorous and tongue-in-cheek manner. Facebook’s inflexible stance I actually find counterproductive. It just makes me say, “Now, wait a minute.” I’m just not so easily convinced.

My sense is that attitudes against the T-word may actually be starting to shift, as I’ve heard from quite a few people who also object to the policing and “gatekeeping” of the word. But then, this may just be wishful thinking on my part. Maybe.

Many other people also wrote me saying that they’ve been following my site for years and many said they like the word or just don’t think it’s that big a deal. And several pointed out that the name of my site is a brand that’s been around for years and that there’s really no pressing need to change it.

I do own a few good back-up dot com domains that I could use, (TGirl Trouble, TGirls In Trouble, Binding Transactions) but again, with the feedback I’ve received, I think I’m just going to put the issue on hold again (believe me, I’ve been thinking about this question for years now!) Besides, while the back-up names are pretty good, Trannies In Trouble is probably the best name I could ever possibly dream up. Plus, the technical issues involved in rebranding and changing the site would be significant. Maybe next year I’ll feel differently, maybe not. In the meantime, barring any unforeseens, the site will be continuing on as it has for twenty years now. So that’s where I’m at at this moment. Maybe things will change, but in the meantime this tranny owes a big thank you to everyone who shared their thoughts and feedback!

Possible Changes at Trannies In Trouble After Twenty Years

I just posted a little update in the Members Section of the site sharing some thoughts on changes that could possibly happen at Trannies In Trouble this summer or later this year and to get some feedback:

The short version: First, like all of us I’m getting older and the site’s been online for twenty years. I may be taking some classes this year to add to my resume, so I’ve been considering maybe slowing down the update schedule and posting updates every two weeks instead of every week. I haven’t made a final decision, and I am reluctant to make such a big change, but it may eventually become inevitable. It could happen as soon as May or it could be later.

Second, with the continued controversy over the word Tranny and other feedback I’ve received, I am considering maybe changing the name of the website. Again, I haven’t made a final decision, but it’s been on my mind for a long time. I already own some back-up domains using the word TGirl, but if someone were to send me an idea for a new name that was so brilliant that I couldn’t say no to it I would gladly give that person a lifetime membership to the site. So if you have any great ideas for new names let me know!

Further details: Again, just to clarify, these are things that I’m just considering and I haven’t made a final decision. I have a big birthday coming up and eventually I’ll probably have to pursue other work besides running the website. The site’s twenty-year anniversary amazed me, but I know it can’t last forever, though I’d like to keep the site going a few more years at least.

As for the possible name change, I do love the name Trannies In Trouble – it’s funny and tongue in cheek and one of the more clever things I’ve ever come up with. At the same time the controversy over the word Tranny frankly is a pain in the ass to deal with. If I do change the name, it would be more a business decision rather than a capitulation to the PC police.

I do sometimes wonder though if the name brands me as old and out of touch (whether that’s a fair judgment or not, and I don’t think it is). But I also wonder if after twenty years it may be time for a rebranding anyway. If I do change the name, the original Trannies In Trouble site would also still be online and continue to be updated. But the newer pics and videos would have the new name attached.

Again, all of these are just things I’ve been thinking about and I very much welcome any feedback. As I mention in the Members Area, I’ll definitely let everyone know if I do make any big changes. And as always, thanks so much to the paying members who keep the site going – it wouldn’t happen without you. Please do write me at: and share your thoughts, positive or negative, and do share any possible new names for the site if you have any good ones in mind. I’m always very interested to hear what people think. Thanks for your support and understanding, Sandra

Eleven Years of Trannies In Trouble

Well, here it is late March and once again it’s the anniversary of Trannies In Trouble, which first went online around this time in 2003. It always seems like it’ll take forever to reach the next one but then it flies by and here we are again. I’ve been shooting with a lot of new gurls lately and have been having some fun and interesting times. At the same time, I feel like I’m in a bit of a transition period right now as the years continue to pass. I’m still modeling, and I’ll still be appearing as Sandra the bondagette for a few more years, I’m sure, though perhaps not as often as I used to. Lately I’ve just been finding myself more and more in the Mrs. Gibbons / Aunt Sandra role, tying up all those wayward younger crossdressers and trans gurls (both of whom are delightful to subdue and torment) and I suspect I’ll continue in more of a dominant role like that for some time – but not completely, as this week’s update shows! ;-) In any case, I’m grateful for all the support and the many loyal subscribers and visitors here at the website; you make it all possible. Here’s to the next year – I’m planning on many more to come!

Introducing Diane Hitachi’ed by her Aunt Sandra

Diane and I emailed a while back and had the chance to shoot a fun and sexy scene last weekend. She looked fabulous in this leather outfit of hers and we shot a scene where she’s my niece being corrected for her wild ways. Here are a few framegrabs from the video; the whole thing turned out to be over fifteen minutes long with some intense Hitachi action at the end. I’ll post the video early next week and hope that Diane will be back for more stern but loving correction from her slightly demented aunt. There are a couple still shots also on the preview page at T’s in Trouble. Enjoy!

Guest Blog from Sybil Minnelli! — Snowbound in Minnesota

(The other day my friend Sybil and I were emailing and she very graciously agreed to write up a blog post about her life in Minneapolis where that girl gets up so many adventures with her friend the lovely Jean Bardot. Sybil’s always great fun to shoot with and hang out with and I always look forward to seeing her when our paths cross, which usually happens at least once a year, it seems. Thanks so much, Sybil, for sharing and hope we’ll see that video you mentioned one of these days, ha ha! *Hugs*)

Hello everybody, I’m honored to do this guest blog for Sandra’s website! I am amazingly lucky to call Sandra my friend. Being a lover of crossdressing and bondage, I contacted her out of the blue a few years ago and asked if she would consider me for a shoot with TranniesinTrouble and we made arrangements to meet in Hollywood at the Renaissance Hotel (now the Loews, I think?). I had never really done a photo shoot before, so I was super nervous! (I had shot with Jean Bardot before, but it was really informal as we have been friends a long time.) Anyway, I felt at ease with Sandra right away and I really enjoyed the experience. Sandra made me look really, really good, like way better than I thought I could! She understands as well as anybody how to catch her subject’s best angles. Since then I have tried to shoot with Sandra on every trip I make to the L.A. area, and it has mostly worked out for us. (With all the snow we’ve had lately in Minnesota, I need to get to L.A. soon!) Sandra and I have also hung out at Fetish Con in Tampa; the more time I spend with Sandra, the more I like her :-)

Here in Minneapolis, I’m just as lucky to call Jean Bardot my friend. I got to know her when I was a stage manager for a burlesque show – she was one of the performers I managed! As Jean and I got to know each other better, we became friendly and I started helping her with her business in a number of ways. I help her with managing her schedule, booking gigs, negotiating deals, and if she needs somebody to tie up on camera, well hey, I can help with that too ;-)

Jean has introduced me to fun and kinky people all over the world and I cherish some of the relationships I have made because of her. This past weekend, one of our dear friends had a milestone birthday with a party in the L.A. area. Unfortunately, schedule demands were such that we couldn’t make it out there for the party… We thought about sending flowers, a gift or something along those lines, but it just didn’t seem right. And then it came to us – we needed to make a happy birthday video clip, duh!! So I wrote up a quick script, ran it by Jean, and to nobody’s surprise, it would start with Jean saying Happy Birthday with a tied and gagged tranny gurl by her side. She would remove the gag long enough for me to say happy bday and then put it back in so I could take a spanking on behalf of the birthday girl. Before starting the video, Jean used leather suspension cuffs on my wrists to pull my hands above my head, and while she was doing that, I was saying, “Okay, don’t forget to *do this* and *say that*…” but as soon as she cranked my hands up with the winch, making me helpless, she grabbed the ball gag and said, “I don’t think I need any more help with this!” And she strapped the gag in really tight, so I just sat there waiting for her to do whatever she wanted after that. Then she cuffed my feet together and started the video rolling. I have included a few screen captures from the video to illustrate! Once the video was complete, Jean gagged me again and treated me to a little scene before she let me go and got that on video too… I’m not sure I’m ready to share that just yet, though!

Well if you’re still reading at this point, thanks very much for listening and I hope you have enjoyed it! I need to stop now before this gets completely out of control, but if you want to hear any more stories, thoughts, scene reports from Minneapolis, (or whatever!) please leave a comment or mention something to Sandra and I’ll happily write up another entry! Until next time…Happy tranny trails!

Xoxo, Sybil

The Disappearing Trannies

The last few months I’ve noticed a strange thing on Fetlife. I’ve heard from maybe five or six CDs who write to say hi. We might email back and forth casually a few times and then – Poof! – their profile is gone. Maybe they’ve blocked me, though I tend to doubt that. More likely I would guess they’ve maybe had second thoughts about being visible online and have simply disabled their own profile. Of course in either case they’re basically gone and it’s impossible to send them a follow-up email. It’s happened so many times in the last few months that it’s become a recognizable pattern. I don’t take it personally, as I really don’t think it’s about me at all. The way I read it, it’s just that there are so many closeted CDs out there with such mixed feelings about who they are and what we do. It’s similar in that regard to purging. Someone can come online for a while and talk about dressing and really admit to what they like, and then I’m guessing the fear and doubt set in and they pull away. I do get it and I understand the impulse but it is rather depressing to see this happen so often (along with all those faceless chopped-off-head crossdressing pictures). Obviously so many CDs are just so terribly conflicted. Or hey, maybe it’s something altogether different: I don’t know, maybe that Eastern European tranny-kidnapping ring really is preying on Fetlife CDs!

If I were going to give some advice it would be that it doesn’t have to be so hard. But at the same time I remember when I was younger I was probably just as scared and conflicted so I really do understand and sympathize. But after so many years of being out and visible it’s all become, not routine, but just not that big a deal. Yes, I still have my own moments of doubt from time to time, especially when checking into hotels dressed, but nowhere near what they used to be. I wish I could convince other gurls who are just starting out that if you take it easy and take some basic safety precautions when going out and meeting people, you’ll probably be fine. There is always risk in being more visible, sometimes big risk depending on the situation (meeting strangers from Craigslist for hookups, for example), but our own fears hold us back more than anything.

At the same time, like I said in an earlier post about coming out, I know it’s not easy and that everyone has to find find their own comfort level. I just wish these gurls could relax more, as it’s really just the disappearing without a word that’s so baffling. I don’t mean to sound scolding, as that’s not my intent at all, but I do know in the CD and trans community that this is very common behavior, almost a rule. Anyway, I’m not going anywhere so if anyone needs to reach me you know where I’m at (though the email piles up and may take a while!) But hey, if you’re cute and submissive and into being tied up and need to be comforted in your internal conflicts with some tight bondage – sorry, dear, but yes, your Aunt Sandra has to make it tight – well then, you’ll have a very good chance of hearing back from me…

Panel Gags

I’m always looking for new and interesting gags to purchase, especially panel gags which are a favorite. I recently wrote to JB Roper to see where he got this terrific gag in the picture below with Summer Peters but unfortunately it came from Autumn’s Sub Shop which is out of business. If anyone has any leads on other good panel gags or head harness gags to purchase online, feel free to post a link here in the comments below or email me directly. I recently bought a few on Ebay but they were mostly cheap junk, only one was worth it but I’m always looking for good new stuff, so do let me know!

Finally Met that Crazy Babette

A couple weeks ago my archrival and new friend Babette Jones from Bound to Tease was down here in Southern California and we finally had a chance to meet after emailing occasionally over the last eight or so years. She was a lot of fun, with a great sense of humor. After meeting at the TEASE party first (very fitting), later I was able to visitor her here in the Valley and hang out for a long afternoon. It was kind of a power struggle as we’re both controlling bitches but Babette was no match. Even though I was tied up briefly at one point, it didn’t last for long and eventually our roles were reversed, as of course they would be. As I’ve gotten a little older I rarely find anyone who’s a match for dominating me and this was no different from most encounters. If you’re with Sandra (from now on I refer to myself in the third person) you’re probably going to end up in bondage and also heavily gagged, while I smirk and laugh; that’s just how it goes these days. In any case here are some candid shots that Babette sent me taken from the video camera. (I know they’re mostly me but that’s what she sent me, really. And hey, how come there were none of her tied up?!) It was a really fun party the night before and a fun day hanging out, and Babette was such a smartass that I’m actually smiling and laughing in most of these!

What is it About Facebook?

There are some friends and nice people whom I occasionally hear from on Facebook but I also get so many weird emails, to the point that I sometimes wonder if I should just cancel my profile. I’d say it’s certainly one of the sketchier social networking sites out there despite its mainstream popularity. And I don’t log on too often because of that and finally turned off the option for anyone to post anything on my “wall,” because it was just too much work to clean up. I’ve probably gotten more marriage proposals on there and emails with long passages of purple prose talking about love and searching for one’s soulmate, all from perfect strangers whom I’ve never talked with before. It’s always a little disconcerting to get those, especially when there’s no mention of crossdressing or bondage or any reference to any common interests. I’m always thinking, “This person certainly knows I’m a CD, right?” I assume they do and maybe they consider it bad manners to address it directly, but hey, no, actually if someone writes and says, “I love crossdressers and bondage” that’s great (well, hopefully they’ll write a little more than just that.) But even then we might actually have a conversation.

Just this evening I also got a request for money from someone who’s going through a tough patch. I’m sorry to hear about that but there are probably other sources of support than a strange tranny with some sissy maid pictures, but I’m just guessing here. Anyway, I’m not really upset or anything, just a little baffled at the level of bizarre. Of course, I’m not going to cancel my account, as it’s great free publicity for sending people over to my own much smaller website. Finally though, if you and I have ever exchanged emails on Facebook, believe me, I like you very much and don’t think you’re strange at all. No, of course not…unless you’re asking for my Paypal account or calling me a sweet flower of the morning who will bring you the joy and love you fervently seeketh in life (but not spelled that well). Good luck!

Yoga Girl Kyra Pixie

I had a fun shoot with Kyra Pixie several weeks ago where she’s lounging around in her red leotard and plaid skirt, enjoying a yoga workout when she’s suddenly surprised by intruder Otto Devoid who finds her front door unlocked. She tries to be a clever victim, talking back to her intruder and trying to outsmart him but eventually she’s trapped and helpless, growing more and more worried as she has a scarf shoved in her mouth and duct tape wrapped tightly all around her head and across her pouty lips. The pictures will be on the site later tonight and the twenty-three minutes video will go up in a few days. Hope you enjoy!

Jewell Marceau Returns to T’s in Trouble

I had a great time last year shooting with the lovely and very strict Ms. Jewell Marceau. Jewell’s a very busy lady so it was a real treat when she had the time to do it again last weekend; I definitely didn’t want to miss the chance! We shot a couple scenes, the first with me as her sissy maid and the second as a foolish crossdressing husband whose wife hires a cruel pro domme to punish me for my secret life. We shot with the super-talented Ninja Jon and Jewell put me through the ringer, but it was a blast, with a super-tight chair tie on the second set and leading up to some serious hooding on both of them. Also on Twitter she gave me one of the nicest compliment I’ve ever received. Although I don’t really enjoy pain like a full-blown masochist would, I can take quite a bit and I do really like the challenge and headspace of endurance ;-)

So here’s a small sample of last Saturday’s fun, with the full galleries coming up in the months ahead. I’m hoping we’ll be able to do it again…Enjoy!

Grayson Perry, World-Class Transvestite

I’d never heard of Grayson Perry before but loved this short video interview that he did on a website called “He wears panties,” which I’ll definitely have to check out later in more detail! Perry is an artist and potter in the UK and an unabashed crossdresser and fetishist who when dressing sometimes goes by the name “Claire.” Apparently he also spent time rooming with Boy George years ago when they were both just getting started – doesn’t get much cooler than that! I always love hearing about people who completely embrace their weirdness and live their lives one hundred percent in a less-than-approving world. So glad I heard about him, or her, as the case may be!

Sandra In Trouble

About ten years ago a nice web designer from Italy made a small site for me that I posted at the domain Sandra In Trouble. I’ve made a few very minor tweaks to it over the years, but since the design and layout are pretty tricky I never attempted a major change. I’d hate to take it offline though since Enrico did such a nice job on the original site. But time moves on so I finally gave it a new look, adding a list of links where my pictures can be seen and moving the original layout down to the bottom of the page for anyone who hasn’t seen the original site. At least now it won’t seem so static (well, at least until this one is online for a few months ;-)

Hottbonds Gift Certificate – Final Ten-Year Anniversary Giveaway!

(Congratulations to Rafter for winning the giveaway and thanks to everyone for all the nice comments and support – you warm my heart! It’s been a lot of fun doing these giveaways and I’m looking forward to the years ahead with lots more to come!)

This is it! At the end of March it’ll be the ten-year anniversary of Trannies In Trouble – in case anyone here has missed the news! ;-) And to celebrate I’m giving away a $75 dollar gift certificate from one of my favorite online bondage stores, Hottbonds. I’ve bought a lot of stuff from them the last few years and it’s always very high-quality – and real nice people too!

So again it’s really easy to enter. If we haven’t worked together before on my website and if you haven’t won anything else here in the last six months, just leave a comment below with your email address. Then around March 23rd I’ll use to select a winner and email you for verification. Once I hear back I’ll email you the gift certificate code and you’re all set to go shopping for some new bondage gear. It’s that easy. Of course, just be sure that the gift certificate is something that you’d actually use and that it’s okay to receive packages at your address. They always arrive discreet and unmarked from Hottbonds.

It’s been a lot of fun doing these giveaways for the upcoming anniversary and I’m already looking ahead to new things on the horizon. Thanks again for all the comments and all your support over the years, and here’s to many more!

Guest GG Jennifer West on Trannies In Trouble

I just posted a new video over on the website that I was able to do with a special guest GG (genetic girl) model named Jennifer West at last year’s FetishCon in Tampa. Our friend Jeff Jamm shot the video and we all had a fun time. Jennifer was a real trooper and takes some really tight bondage with her elbows nearly touching and patiently suffers and endures being roughly handled and sarcastically talked down to. I really liked the gagging part especially as Jennifer was very compliant and makes some really nice mmpphing sounds as I buckled it in. I made some technical mistakes on the flash for the still shots unfortunately, so we only have a few stills and I thought I’d just post them here, but the video was the main focus of the shoot anyway. Thanks, Jennifer and Jeff!

Kyra Pixie on Trannies In Trouble

It’s been a few years now since I’ve had the chance to shoot with Kyra Pixie, who always puts up a good struggle when she’s in bondage (as one friend recently said, “She’s feisty!”). Recently though she had a chance to get away and I had a great time shooting with her again. Kyra is transgender and goes just about everywhere in girl mode. She was looking so cute when she showed up at the hotel that I had to shoot a couple casual behind-the-scenes shots (the first one below) before she changed outfits for the shoot. After she changed I put her through the ringer with some intense bondage, so here are a few quick teaser shots leading up to the more intense stuff which will be posted later on the site, probably sometime in March. It’s great to have her back on the site and I’m looking forward to shooting more as the year progresses…Enjoy!