Sissy Trouble Bdsmlr Stories

85,341 results
Orientation
Length
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Infinite Scroll

The Lives of Slaves

by incestdomination on Apr 29, 2025

In the first decades of the 21st century, a new unknown virus spread through the Earth. It goes unnoticed for years because, unlike any previously known virus, the disease it spreads has no noticeable side effects or at least none apparent immediately. After all, its only side-effect was that infected women could not conceive unless the fetus had male chromo...

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FFQ Caption Collection

by ffq on Sep 15, 2020
Miscellaneous

I have written a variety of captions and posted them to BDSMLR over the past year. Recently, I decided that I would try sharing some of the captions here on CHYOA for people to write continuations or alternate branches if the captions catch their interest. These captions involve celebrities, historical figures, and original characters. The content most often...

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Du bist ein armseliger Verlierer, der mich nicht verdient hat, aber ich bleibe trotzdem bei dir, wenn es dir nichts ausmacht, dass ich mir viele schwarze Männer zum Ficken mit nach Hause hole

by hotciao on Feb 14, 2021
Cheating Spouses

Das ist das Gesicht, das ich, deine Ehefrau mache, wenn andere Männer mich abfüllen und zum Höhepunkt bringen: https://cdn06.bdsmlr.com/uploads/photos/2019/05/134501/bdsmlr-134501-K0OnWKTqJv.gif Ah, das würde dir gefallen, dieses Gesicht zu sehen, was? Aber dazu wird es nicht kommen. Weil dein Schwanz einfach zu klein ist und du keine Ahnung hast, wie du ihn...

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A Mistress to Obey Ch. 05

by gbr2004 on Sep 12, 2017
BDSM

Continuation of this story that involves forced fem, forced bi, discipline, humiliation and submission. Not your thing, move on to another story. * We got back to her house and she opened the car door and let me out. I followed her into the house and she went and set down in her chair and I just stood there in front of her. 'Present sissy boy.' I droppe...

Neighbourhood Terror to Sissy Pt. 17

by Fibaro on Feb 3, 2020
Transgender & Crossdressers

Chapter 19 The drive back home was pretty uneventful, Lisa just sat behind the wheel smiling ear to ear. She had had an awesome day so far, making out with two gorgeous women and now she would spend some quality time with her sissy boyfriend. Marcy was very worried about that quality time. She hoped for sure that it wouldn't involve that dildo going up her...

Sissy Instructions

by FrostShard on Sep 13, 2017
BDSM

Dear sissy, I trust you are preparing yourself well for our session next week. This session will be your final plunge into the realm of sissyhood. Thus far, you have simply dabbled in it, all the while essentially staying a man. All that will change starting from this session. Starting now, from the moment you finish reading this letter, one thing will cha...

The Domme Club: The Fucking

by NancyPan on Sep 14, 2017
Fetish

This story will likely be most enjoyable if it is read after reading The Domme Club and one or two other stories in the series (for background of Tom and Monica's relationship and how Tom has previously been humiliated in front of the Domme Club.) Respectful comments are appreciated. ***** Mistress Monica left Tom the standard list of chores to do while s...

The Training of Sissy Paula Ch. 6

by submissive~pet~ on Sep 14, 2017
Fetish

My Mistress goes to a lot of trouble to fix my nails, hair, and makeup. Once she is done she tells me to follow her. I follow her to the car as instructed. Paula take off the panties. Yes Mistress Candy. Now for a very special long trip Paula. Where are we going Mistress Candy? You will see in about 3 hours sissy. O.K. Mistress Candy. Now I want that assh...

Bitch

by Dennis_St_John on Sep 19, 2017
Transsexuals & Crossdressers

'I am ready, Sir.' I texted on my cell phone. 'Room 28.' A few moments later, the cell phone pinged and a return message appeared. 'You know what to do -- I'll be there very soon.' I took a shuddering breath and looked at myself in the bathroom mirror. An angry frown marred the soft made up sissy face looking back at me, framed as it was by dark straight h...

A Weekend Away Ch. 01

by SluttyChrissy on Sep 21, 2020
Transgender & Crossdressers

My wife Tiffany had been hinting for a while about my birthday surprise. She wasn't great at keeping secrets, and I normally figured out her surprises in advance only to have to act surprised, but this time she was being super cagey. She asked if I would be able to leave work at noon that coming Friday so I figured we were going out of town for the long week...