Chastity Pegging Stories

7,858 results
Orientation
Length
Source
Infinite Scroll

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

Wingnut

by ausfet on Mar 7, 2018
Non-Erotic

Robert leapt up the polished hardwood steps of the New Farm art deco apartment building, an overnight bag slung over his shoulder and a bunch of flowers in his hand. It was Friday night and after a two hour journey he was just metres away from his destination. He'd first made the trip to Audrey's home twelve months ago. He'd gotten hopelessly lost driving...

Endangered Ch. 11

by ltpc on Mar 12, 2019
Sci-Fi & Fantasy

Thanks to Lunarlilith, GCMIVB4, BD88, JB, and Trimtab for editing assistance, as well all the other helpful souls. I couldn't do it without you. Fair warning, this story contains themes of pseudo-incest. Enjoy. *** Previously on Endangered Chris and the team return from Brazil, and Radek's demonic origins are finally exposed. The brood resolves some int...

The Memoirs Of A Young Victorian Lady

by rlfj on Sep 13, 2017
Novels and Novellas

Chapter 1 - An Introduction to my Situation I was just a few days past my sixteenth birthday when first I arrived in Saratoga. My journey had been sped by the marvel of a rapid and smooth rail coach, and I often wondered at the miracle of such a speedy and modern appliance. My entire trip had been by such new means, first a steamship to the Americas and the...

Crime and Punishment

by zeta515 on Sep 12, 2017
Novels and Novellas

Copyright 2009 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Crime and Punishment is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely...

Futa House

by Xarth on Aug 21, 2018
Transsexuals & Crossdressers

Author's Note: This story is basically gratuitous futa on boy sexy times. Like, a lot of it. Consider this fair warning for anyone who doesn't enjoy that kind of thing. **** Part One: Thrown to the Wolves **** Christopher MacKenzie sat uncomfortably next to his mother as she chatted away happily with Miss Carlyle. Apparently they were old friends from wh...

Starlight Gleaming Ch. 16

by TJSkywind on Sep 18, 2017
Sci-Fi & Fantasy

Notes: Based on comments from Chapter 15, I want to make clear that the Kandikan family speak Vedan, a language ancestral to Hindi; they do not speak Hindi itself. Speaking the words or phrases used in the last chapter aloud, however, is not a good idea, as you will likely offend someone, as the words themselves are impolite in the extreme! I was nearly do...

Fiona

by johndstories on Sep 13, 2017
Novels and Novellas

Fiona snapped. "What is wrong with you? You've barely touched me." "I've got a gardening tool up my ... well it's not very comfortable!" "Well you should have got your parents out for the day. Send them to the cinema or something. We could have been at your house instead!" Greg snorted derisively. "It's so easy for you." His naked lover turned to face hi...

My Son's Best Friend

by promithius on Aug 21, 2018
Mature

Chapter 1 The question often asked, is our existence preordained; is our life mapped out for us? I've always presumed that life and its events, from creation to the present day has been a series of accidents. Extinction of the dinosaur was probably the most famous event, caused by an asteroid colliding with the Earth, or so they say. Closer to home, consid...

Idunn's Apples

by nicecthulhu on Sep 13, 2017
Romance

I would like to thank my wife for all her support and help, and Lady Ver for her thorough editing and insightful comments. Any remaining grammatical and spelling errors are solely my responsibility. This story borrows from history, but takes place in a time and place that never existed. ***** Prologue She woke with the realization that a change was comin...