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

Ashley A. Gets a Surprise Visitor

Ashley A. was just back in town and I had a great time shooting with her again. We shot this week’s upcoming scene in a small place in Venice, CA. It was one of those photoshoots where everything just came together, and the update coincides nicely with the upcoming fifteen-year anniversary of Ts in Trouble. Ashley was looking sexy as ever in her cool leggings, short shorts, and lace-up booties, and she handled the bondage like a pro, being tightly tied up with her hands taped up, panties filling her mouth and layers of clear tape sealing up her lips. This gurl was seriously tied up!! The video turned out great, if I can say so myself, and has a bit of an edge to it, with Ashley waiting on a girlfriend who never shows up, instead being surprised by some junkie looking to nab some cash, played by a very creepy Otto Devoid. Looks like Ashley was in the wrong place at the wrong time! I’m really excited about this set of pics, coming up in just a few days!