When sissy Marissa won that free bondage lesson, she just expected to learn how to tie a square knot, but things started out a little different, @sissimarissi.bsky.social, new video posted on the site: tranniesintrouble.com/whats_new.html

Sissy Marissa Nicole wins a contest to get a free bondage lesson and learn some of the basics! Don't worry, nothing too intense! @sissimarissi.bsky.social Fun and strict new scene just posted on the site: tranniesintrouble.com/whats_new.html

Classic scene with nurse Kyra Pixie surprised before leaving to go in for her shift, looks like she's going to be missed today, tranniesintrouble.com/main.html

Wicked Star Nine wasn't kidding around when she explained the steps she would soon be taking (sexy captions again by bigdog815 on Deviant Art), tranniesintrouble.com/main.html

More with devious Star Nine laying out the plan that she's devised, caption by bigdog815 on Deviant Art, more to come, tranniesintrouble.com/main.html

8th most popular photo on my FetLife profile. Shot on Dec 15, 2015 by @sandragibbons.bsky.social for her site. I brought a few clothing items but Sandra selected this outfit entirely from her own wardrobe. #crossdresser

Sexy Dani Doll gets a big surprise when she agrees to meet that guy to model her new lingerie, new video on the site: tranniesintrouble.com/whats_new.html

10th most popular photo on my FetLife profile. From the @sandragibbons.bsky.social, @suddenlysybil.bsky.social and @ikarasjones.bsky.social shoot on Aug 26, 2022. After we finished, we heard a lot of commotion upstairs, police arrived later. We still don't know what happened. #crossdresser #bondage

Classic scene with cute Veronica Winter, she just wanted to see what it was like to be chairtied but didn't expect to be left all night long, tranniesintrouble.com/main.html

Another sexy captioned pic from bigdog815 on Deviant ARt, from an especially strict scene from way back, tranniesintrouble.com/main.html

Dani Doll finally agrees to meet that guy who offered to buy her that nice lingerie but gets a bit of a surprise, sexy new scene on the site: tranniesintrouble.com/whats_new.html

The night was only getting started as Stella found herself pantyhose encased and muffled, latest scene on the site: tranniesintrouble.com/whats_new.html

14th most popular photo on my FetLife profile. Shot on Dec 31, 2018. This is my favorite photo of myself and I've tried to recreate it a few times but the magic has never quite been the same. #crossdresser #frenchmaid #latex #bondage #bdsm

15th most popular photo on my FetLife profile. Shot on Aug 26, 2022 by @sandragibbons.bsky.social with @suddenlysybil.bsky.social for Sandra's site. I ended up with some serious bruises on my hips from struggling for the video. Watch it, don't make my sacrifice be in vain! #crossdresser #bondage

Oh and then the boss at home tied me up, too - what a treat!

Stella was embarrassed to get turned on, but once the tape gag went on and the armbinder was buckled up she just couldn't help herself, new scene on the site: tranniesintrouble.com/whats_new.html

Another sexy caption with devious Star Nine after making sure I'm not going anywhere, from bigdog815 on DeviantArt, tranniesintrouble.com/main.html

Took a rare picture at home yesterday!

Stella models her cute new dress and ends up tightly laced up in the armbinder and then pantyhose encased, new scene just posted on the site: tranniesintrouble.com/whats_new.html

The worst of it was that after getting robbed, tied up and pantyhose hooded, Ana Corvida found herself getting turned on from the tightness of the chastity device! Recent scene on the site: tranniesintrouble.com/main.html

Another one with Ms. Jewell Marceau putting me through my training, sexy caption from bigdog815 on Deviant Art, tranniesintrouble.com/main.html

23rd most popular photo on my FetLife profile. Shot on Aug 26, 2022 with @sandragibbons.bsky.social and @suddenlysybil.bsky.social where we were modeling for Sandra's site. This was my first time hooded with a stocking like this. #crossdresser #bondage #bdsm

Another sexy caption from Deviant Art by bigdog815, classic scene with Ms. Jewell Marceau putting me in my place, tranniesintrouble.com/main.html

24th most popular photo on my FetLife profile. Halloween 2015. With @sandragibbons.bsky.social and a few other friends. I look like I have a swagger in my walk here because my feet were killing me in these boots. #crossdresser

Ana Corvida regretting that she once again let a strange delivery guy talk her into entering her hotel room - why does this just keep happening? New scene on the site: tranniesintrouble.com/whats_new.html

Another hot caption from DeviantArt by bigdog815, getting Dani M. Love all tied up and gagged as part of her discipline training, tranniesintrouble.com/main.html

Ana Corvida was realizing she should have been a little more assertive when she got that strange phone call - helpless, locked in chastity and waiting for the maid to discover her; new scene just posted: tranniesintrouble.com/whats_new.html

More with Natalie Carnot in her satin blouse surprised late at night in her hotel room, @nataliecarnot.bsky.social Hot scene on the site: tranniesintrouble.com/whats_new.html

Bondage and picture courtesy of the very beautiful, fine and talented @temptresstre.bsky.social (and a little help from the equally amazing and lovely @jeanbardot.bsky.social too!)

Another caption from DeviantArt, once again tricked and screwed over by evil Star Nine, tranniesintrouble.com/main.html

Natalie Carnot suddenly regretting that she hadn't gone out with her friend after all, @nataliecarnot.bsky.social - Surprised and all taped up, hot new scene on the site: tranniesintrouble.com/whats_new.html

Took some doing but finally tied up and strapped up in self bondage - certainly no one would walk in while doing this? Recent scene on the site...Always play safe when playing solo! tranniesintrouble.com/whats_new.html

Natalie Carnot was just expecting some fun alone in her hotel room after her friend canceled, but then she heard a strange sound coming from the bathroom, @nataliecarnot.bsky.social‬ - Hot new scene just posted!

Watch out or Natalie Carnot just may trample you under her feet, @nataliecarnot.bsky.social‬ - Well, that is unless the tables get turned. New Natalie scene coming tomorrow! tranniesintrouble.com/main.html

Yet another caption from DeviantArt, in trouble with cruel and devious beauty Star Nine, tranniesintrouble.com/main.html

Classic scene with shiny Dani M. Love stuck and waiting after meeting her date, tranniesintrouble.com/main.html

Sabrina Mewl wasn't making much progress with her escape artist training, it seems; too bad I couldn't wait around to see if she got out. Sexy recent video: tranniesintrouble.com/whats_new.html

More with damsel Jenny Page who was having a hard time finding a decent rigger to tie her up! From last year; plus new Jenny scene coming in a couple weeks: tranniesintrouble.com/main.html

More hotel self bondage with pvc tape over a pvc panel gag, plus two sponges in the mouth; things then got a little stricter when unexpectedly discovered! New video on the site... tranniesintrouble.com/whats_new.html

Another silly caption found online on DevianArt, strictly tied up way back when, tranniesintrouble.com/main.html

Another caption found online with classy lady Jasmine Wong surprised on her trip to the big city, tranniesintrouble.com/main.html

Busty Sabrina Mewl realizing her escape artist training wasn't going so well once she was left alone and waiting, fun new scene on the site: tranniesintrouble.com/whats_new.html

Been seeing some amusing captioned pics on DeviantArt, always enjoy coming across a new one, photo by AmberKatt back in the day | tranniesintrouble.com/main.html

Sexy Sabrina Mewl gets some special tips for escape artist training but somehow there's always an interruption, @sabrinamewl.bsky.social‬ Hot new scene on the site: tranniesintrouble.com/whats_new.html

Introducing busty bimbo Sabrina Mewl getting some special escape-artist training! "Here, we want it to look like you're really tied up but you can actually get free, right?" @sabrinamewl.bsky.social‬ Fun and sexy new scene just posted: tranniesintrouble.com/whats_new.html

One from the archive with Brittany Morgen, amazing how she could get her elbows to touch! tranniesintrouble.com/main.html

Sneak peek with busty Sabrina Mewl coming soon to T's in Trouble for some escape artist training; "Sure, Sabrina, I'd be happy to give you some tips!" @sabrinamewl.bsky.social‬ | tranniesintrouble.com/main.html

Vicky G. had never tried out the Hitachi before, but it seemed to do its job! Chairtied and about to be heavily leather gagged, pantyhose hooded and left. New scene... tranniesintrouble.com/whats_new.html

More with sexy Isabella X hogtied and about to be left for the night tranniesintrouble.com/main.html