Stories Sissie Trained And Auctioned Stories

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The High School Principal Ch. 04

by JohnLaw1950 on Oct 7, 2019
Erotic Couplings

The Cruise© The school year finally ended. The Seniors graduated, which meant there would be a new batch starting in the fall. Lexi and Miranda both graduated and were off to college out of state. That meant I wouldn't be getting any more pussy from them. At least Lexi's mother, Marcie, was still available. Although she had started dating again, thanks to,...

Handsome Ch. 27

by Paris Waterman on Aug 31, 2017
Erotic Couplings

Chapter 27 The First Game I returned home from Hayley's, and made the first priority to find a decent hiding place for the $7500 she'd given me for the X-rated movies we'd made. I lay down on my bed and wondered where this thing with Hayley was going. I was young, and saw no reason why it couldn't continue unabated, for as long as we wanted it too. I reme...

Handsome Ch. 28

by Paris Waterman on Aug 31, 2017
Erotic Couplings

Chapter 28 This Time We Used a Script Later that night Noreen arrived at Hayley's, and we tested her as we had Sissie. Hayley thought her a natural for the camera, especially the way she masturbated while I was fucking her ass. We also learned that she was more than willing to go girl — girl, which pleased Hayley, who had an older woman who she could pai...

A Dream Come True Ch. 01

by severomi on Sep 18, 2017
Transsexuals & Crossdressers

This is a two part story. Part I is reality and true while part II is my Dom's dream. PART I - The truth I'm an American abroad, been in Europe most of my life, now 58 years old and have been married twice with little success. I decided to change what I'm looking for, after having reflected on my previous relationships, where I had also two TG/TS relatio...

Nathalie's New World Ch. 02

by Cagivagurl on Mar 17, 2020
Transgender & Crossdressers

The night was a restless one for me. Mia on the other hand seemed completely at ease and slept the sleep of a totally sated contented kitten, her little snores breathlessly echoing in my ear. As the grey light of dawn filtered in I felt more agitated than when we went to bed. I lay there petrified, what to do, how to approach this unbelievable turn of even...

A Teacher's Way Out of a Dilemma Ch. 11

by SubBabs on Sep 16, 2017
Loving Wives

Last of Chapter ten "I am glad to see you have grown your hair out for me. I still want it longer and I want you to change the color. My wife has everything she needs to give you the proper "slut" look I want for you this evening. Without a word, she began a bleaching and then coloring of my hair. I ended up like Marilyn Monroe, a golden blonde. I have to g...

Nathalie's New World Ch. 03

by Cagivagurl on Jul 6, 2020
Transgender & Crossdressers

Wife... Mia Stephanie.... Girlfriend Terrence... Wife's lover Sasha ...... Salon Owner David.... Me My life was indeed changing. That day with Mia and Stephie was the point from which there could be no possible return. There could be no going back, but where it was going was anybody's guess. The next morning I woke early preparing to head into the offic...

Welcome to Sanctuary Academy

by ChaosMage on Apr 22, 2025

Welcome to Sanctuary Academy a special school within the Futadom Empire that trains young men and women to be the perfect submissives to the superior Futa Race. Within the Futa Empire the third gender of Futa are superior to regular men and women who exist almost solely to be cock sleeves and sex toys. Futa's love to have specially caught males as their toys...

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Tri Delt's Charity Auction Ch. 02

by free_use_world on Dec 17, 2017
BDSM

It's Wednesday afternoon, and Sara Nelson found herself engaged in one of her favorite activities. One that she wouldn't have even guessed she would like, a short 9 months ago. On her knees in her 'fuck buddy's bedroom in a house just off campus, she felt the pressure of a large muscular hand holding onto the back of her head, pushing her towards the stiff i...

Penis Size - Separating the Boys from the Men

by TX_Fun_Dr on Sep 13, 2017
Reviews & Essays

There are many many stories posted on Literotica that some readers (especially those cowards signing their comments as Anonymous) complain that the author exaggerated penis size to an entirely unbelievable length Now that is not to say there isn't the possibility of penises being that size in the US. But for now let's just agree to call that artistic license...