Sissy Contract Stories

32,406 results
Orientation
Length
Source
Infinite Scroll

Jake Lied on his Resume

by Bobdog82 on May 15, 2019
Exhibitionist & Voyeur

There was this old, but well kept, building at the end of the block. Built back in the 1890's, brick building including the corner, windows and balconies wrapping around and continuing on down to the edge of the next building. It's a beautiful building. It was for sale for the longest time, till just recently. A corporation bought it, one of their companies...

Becoming a Sissy Maid & Slut Vol. 02

by Sissy_Chantel on Sep 14, 2017
Transsexuals & Crossdressers

Chapter Four: My Arrival and a New Start to Full Time Sissy Life. I awake about 7:30am, groggy as I only had a floor to sleep on with a thin blanket, I rub my morning eyes as I sit up and see the black, satin, maids dress on a hanger, as if it was calling me to put it on. I soon realize my new predicament and smile. I had to take off the pair of pantyhose,...

Chrissy the Sissy

by Ide32 on Sep 14, 2017
Transsexuals & Crossdressers

Part 1 The Bank Job Chris or Chrissy as he calls himself has the job of his dreams, he works at a sperm bank for futas. His job is to dispose of samples that are non-viable, low sperm count etc. All day long he dreams about the creamy, yummy cum from futas waiting for him to dispose of it. While he is supposed to put it down the sink, he has a preferred met...

From a Husband to a Dutiful Sissy Ch. 04

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

A quick note about this chapter. It runs a tad long as I want it to really set things up for Chantel's future, not just some sissy maid for her now Mistress wife, as cool as that can be, but to develop a more varied sissy, crossdressing, maid and slut story. I hope it works for my readers. ***** Chapter Four: Moving on to reinforcing my new lifestyle Satu...

A Cuckold Earns His Horns Pt. 02

by lapraline70 on Sep 16, 2017
BDSM

This is part 2 in a series of letters about my cuckolding. For context, read part 1. We open with O/our Bull knocking at the door on the fateful evening. ==== Already on my feet, i walked to the door and, fumbling with the handle a bit, opened it to see Him. Our eyes met. i saw His immediately slide down my nightgown as His grin widened. "Ah, good evening...

Epiphany At An Epiphany Party

by cd_donna on Sep 16, 2017
Transsexuals & Crossdressers

Author's note: This is an note to self I am sharing. There is no sex but lots on my own sexuality. I love adventure, but my wife only needs the traditional needs. She knows nothing about any of my sexuality adventures and would divorce me if she did find out about one of the hundreds. ** Dancing with Ladies ** I swing dance socially. I am used to going up...

Training of Mistress' New Sub Day 01

by naughtyboy082 on Sep 19, 2017
BDSM

As Mistress Sharon has requested, a written story... THE FIRST MEETING MISTRESS SHARON sends out a late night text that her new submissive has been waiting for anxiously all week long as he sought to prove his obedience and worthiness. "Congratulations, sub! You have successfully completed your probationary period...official training begins in the morning...

Secrets of The New World Order Ch. 06

by bjmichaels on Sep 16, 2017
Sci-Fi & Fantasy

Your child's eighteenth birthday marks a significant rite of passage every mother faces with ambivalent feelings...soon, the child will be out of the house on their own, meeting new challenges every day, and all you can do now is hope you've prepared them for the highs and lows the real world will throw at them. In my case, it meant I had just one child rem...

The Office Ch. 03

by EasilyConfused on Oct 12, 2017
Transsexuals & Crossdressers

Tom awoke with a start. His right hand instinctively fumbled to switch off the alarm clock, but as his hand found the device he realised that his actions did not make the ringing sound stop. His foggy mind could not resolve his confusion instantly but he eventually became aware that the ringing was coming from his front doorbell. Tom shifted from the bed and...

The Marriage Contract

by Seahawker on Jul 4, 2020
BDSM

I have spent the last 3 years with the most amazingly beautiful woman that god has ever graced this earth. Oh before I forget let me introduce myself, my name is John and my wife's name is Jane. We met at a dinner party that was being put on by her parents in order to raise funds to build a new Shopping and entertainment center. I was immediately taken by he...

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