Fifteen Years of Trannies In Trouble!

I’ve been looking forward to the fifteen-year anniversary of the website for some time now. I’m kind of blown away that I’ve been doing this for so long and at the same time it seems sort of inevitable that it’s still going. Like what else would I do? Of course if it didn’t pay for itself and pay the bills, I’d probably have to go back to my former career as a much-sought-after office temp, or maybe end up working as a very twisted home health care aide. But for now, crossdressing bondage is a better choice.

Last year I also started making some animated gifs to post over on Twitter to help promote the videos on the site. These are a lot of fun and here’s a little selection below. It’s amazing how sexy these little snippets can be.

Every year when we hit this new anniversary I always wonder if the site will still be here next year at this time. I figure it probably will be but I never take it for granted. As I’ve mentioned before, the website business just isn’t what it used to be, as there’s just an endless stream of free stuff out there. I’m still hanging in there and plan to keep going for as long as I can. But it is a fairly insane way to make a living. As always, though, I want to thank everyone who supports the site now or has supported it in the past. I would never be able to do this without the paying subscribers, even those who have been on the site for only a month or two. So thank you all! I mean it. And if you’ve ever wanted to check out the site in more detail, the sign-up link is over here. It’s easy to cancel at anytime, and I answer emails directly if there are any technical or billing concerns that ever come up.

It’s been quite a ride and I hope to make it to year sixteen and then (who knows?) on to year twenty – that would really blow my mind! We’ll see you along the way…Keep it tight! Hugs, Sandra

18 thoughts on “Fifteen Years of Trannies In Trouble!”

  1. Thank you for 15 years of the best site on the web. You have been a great hostess and the best model. I always look forward to Friday mornings.

  2. “Happy Birthday” and congratulations to your fabulous .. wonderful site.. :)

    Sorry for my bad english .. i am from Germany .. Bavaria ..

    I am particularly happy to be able to celebrate my birthday together with “Trannies In Trouble” .. although it is already a few years with me .. :-( (I am built in 1962)

    But for many years I’m already a big fan of bondage in stylish outfits .. and not totally inexperienced .. ;-)

    I also hope to welcome you .. and your friends .. as soon as possible again at the BoundCon in Munich .. incidentally, this year is BC IV .. ;-)

    Then, hopefully, I’ll finally have the courage to speak to you .. :)

    So, now I have written enough nonsense .. nice “holiday” still ..

    With nylon-horny bondage greetings ..

    Dieter Simon

  3. @Dieter … Thanks so much for the nice comment! I’m flattered you enjoy my site so much…Happy Birthday to you too!

    Ah, I would love to come back to BoundCon though at this point I think it’s doubtful. And no need to shy away, I love to have people come up and say hi to me, especially since I can be pretty shy myself :-)

  4. @ Bob … Thanks, Bob; I’d say my legs are one of my better assets :-) I must admit that I’ve shot things a few times outside of the “non-nudity” constraints though at this point not actually on the site ;-)

  5. Fifteen years, and still going strong! Congratulations on such a wonderful anniversary, Sandra! May there be many, many more to come. 😊

  6. Congrats to providing 15 years of solid online content and many more to come! And for introducing me and no doubt many others to the wonders of bondage. An anniversary much deserved, earned and respected! Know that your hard work has had a positive impact (no pun intended!) on the community and your passion is recognized and appreciated! ~ Ashley

  7. You are an inspiration always Sandra, I am so glad to have met you through social media, but I have been a fan of you since your early years. Hope to keep joining this side and who knows? Maybe someday I could have the honor to join your group of girls, they also deserve the credit since all are beautiful and great bondagettes. Again congratulations and keep the good job!

  8. Congratulations on the anniversary and I hope there is many more to come! This website is of very high quality, with the regular updates, pics & vids, multiple file formats, rotating models, and a variety of poses. Although I do wonder how the walker and wheelchair bondage will look like 25 years from now.

    I’ve been a member for quite a few years now, and will continue to support your site. In fact, I would cancel Netflix before canceling my membership here. Your site is the best out there, with much respect to Nina and Babette.

  9. Congratulations on surviving the first 15 years, and here’s to many more sessions of classy, inescapable bondage and proper gags :)

  10. Thanks, Ashley, for the nice comment! I’m flattered to have introduced you to bondage, and with that latest gallery we ramped up the intensity even more! ;-)

  11. And finally, thanks, Angel! I always appreciate your comments on Yahoo and Fetlife too. You’ve also inspired me to do more wrapped up hands – need to load up on more vetwrap and duct tape!

  12. You know what I greatly admire about your work? It’s so tasteful and very refined in its content. I see that you strive to keep things clean and not tawdry at all. But at the same time sexy and kinky as hell. You have really become my new favorite pinup girl. It is a pleasure to see what you will wear next because you hit so many of my favorite clothing links.

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