Shemale Bondage Stories

15,431 results
Orientation
Length
Source
Infinite Scroll

Penis Envy Ch. 01

by molly z on Sep 16, 2017
Transsexuals & Crossdressers

Mark had always thought of himself as an average, horny, heterosexual male, however his present predicament had turned the order of his universe upside down. Mark and his wife Linda, had been married for about 10 years. They had a very active sex life, which could be attributed to the variety of sexual encounters that they both shared and enjoyed immensely....

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...

Lab Rat

by agbsyamaha on Dec 28, 2017
Transsexual

("All of my writing is on hiatus until further notice, however, the story is still here and fully available. Any interaction, be it a like or a comment is immensely appreciated! If you have an idea for a chapter, be sure to let me know and I'll see what I can do! That being said, enjoy "Lab Rat"!) "Dear Jason, Congratulations from our com...

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Birth of a New Sissy Ch. 01

by AltErik on Sep 18, 2017
Transsexuals & Crossdressers

Usual disclaimers, though if you are already browsing stories on this site, you must have an idea what you're getting into by now. ;-) This story contains male to male sex, Crossdressing and Dominant/Submissive themes, so if this is a problem . . . wave off! This story is fictional story based on a fantasy of mine. While it is fiction, I did use myself an...

The Society Ch. 03

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

Heidi's erect penis was sliding in and out more easily now. When she first mounted me being gentle wasn't her first priority. It was my first match and I had almost beaten her according to the wrestling judge. In fact many in the crowd of 60 or so spectators had disagreed and showed it by booing the decision, it had been that close a contest. This didn't sit...

Lois Lane's Night Out

by exxxidor456 on Aug 13, 2017
Fan Fiction

As with all my stories, I welcome other authors to add chapters! Remember to like and bookmark your favorite chapters! Regular chapters with 5+ likes get a sequel, chapters with 10+ likes get two. End chapters get an epilogue with 10+ likes. Chapters with the most likes & bookmarks get updated first! All characters in this story are at least 18 years old...

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Pam's Shemale Experience Ch. 04

by majicman21 on Sep 12, 2017
Transsexuals & Crossdressers

Neighbors strolling by the residence of Pam and John believed the day to be one like any other. It was a Saturday, balmy and humid; nothing out of the ordinary had happened or most likely would happen. Some neighbors knew that John was away for the weekend, and that the children had gone to visit their grandparents. Those same neighbors also knew that a frie...

Pam's Shemale Experience Ch. 10

by majicman21 on Dec 2, 2019
Transgender & Crossdressers

Pam woke up, and as she remembered what day it was, a smile crept across her lips. Earlier in the week, her owner had decreed that she would not fuck Pam until Wednesday. That had been Sunday night, and now, with Monday and Tuesday past, today would be the first time in a long time she would feel that magnificent cock opening her up. It's been too long.....

Pam's Shemale Experience Ch. 08

by majicman21 on Mar 11, 2019
Transgender & Crossdressers

Content warning: one scene with a golden shower... Pam woke with a start. It took her a few seconds to hear her alarm ringing. Next to her, Tanya was still asleep, and further down on the bed, Alex was as well, her head resting on Tanya's thigh. Pam reached over to the bedside table and quickly turned off the alarm. Neither of the other women stirred....

Pam's Shemale Experience Ch. 11

by majicman21 on Jun 1, 2020
Transgender & Crossdressers

Content warning: one scene with a golden shower. "Ah, what a way to start the day," Tanya sighed, letting her cock slip from Alex's pussy. The shemale had just filled it with a load of cum, dribbles of that gift already leaking out. Pam smiled from next to them, at the possessive yet affectionate way Tanya slapped her cock onto one of Alex's thighs and...