Sissy Pegging Captions Stories

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Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

Mistress Tanya Ch. 01

by Palancar on Sep 18, 2017
Fetish

This is the first chapter and is a little tedious without any actual sexual situations. Please bear with it. I needed this to set the stage for following chapters. I promise it will get much better. Also please remember it is only a work of fiction. I welcome critiques both good and bad but if the storyline isn't your cup of tea then don't read it. I see s...

Chrystal Chalice Ep. 02

by RandyGonzalez on May 1, 2018
Erotic Couplings

Chrystal Chalice -- Who did the Malice -- Episode 2 A Short Story by Randy Gonzalez *** While I stood there looking down at the body, my friend Kitty Kleft left her theater seat and joined me on stage. As usual, Kitty wore the tightest and shortest dress she could find. Her huge boobs bounced in unison with the precise rhythm only the finest implants coul...

Femboy Autocracy

by Azaylia on Mar 1, 2021
Science Fiction

In 2027, a mad horny scientist unleashed her diabolical weapons in an attempt to turn the world into her sexual paradise. She released two custom-made viruses. one that would affect men, and one women. They rapidly spread to the entire population, brining their effects with them to all but 0.00001% of the population. For women, the effects caused futaficatio...

Long Road Pt. 02 - Self-care

by Henriette7 on Mar 30, 2020
BDSM

It has been two days since my first real play-session with my girlfriend. And oh my, was it two very long days since then. My hope that living my fantasy would reduce my horniness and leave me free to think about other stuff was absolutely crushed. I couldn't stop thinking about it, about her. About her thighs, the change of her tone when she commanded me, t...

Coming Home, Coming Out Pt. 10

by EiryCGar on Jul 6, 2020
BDSM

Author's note: This chapter marks the end of this series, which seems to have run its course. I am grateful to my readers who have commented on my story. As ever, I should remind them that this is a work of total fiction. All characters are at least 18 years of age, and everyone who participates in any of the sexual practices described does so consensually....

Sissy Hubby

by rj1774 on Mar 18, 2020
Fetish

In case these are not the fetishes you like; this story features pegging, CEI, and sissy training. * It had been a very long week at work, but I had finally made it to Friday at 3pm and was excited to relax over the weekend. Then a text from my wife of five years came in that started the snowball rolling down a steep mountainside. "Hi! I have to run a few...

Pegging Surprise

by jane1179 on Sep 19, 2017
Fetish

Surprise pegging for my wonderful husband My hubby and I have been married for almost 5 years, No children yet, and we are both approaching 30 years old. We have been playing around with anal toys and a strap on for a little over a year now. I have a very rough and tough masculine husband, and never consider him a sissy in any way. Our pegging fun is stric...

Black on Black Pegging is Okay

by Samuelx on Sep 11, 2017
Erotic Couplings

Romulus Stephen sat in his bedroom in the small apartment overlooking The Park in Vanier, around the eastern bend of metropolitan Ottawa, Province of Ontario. The big and tall young Black man sat at the computer with his pants down, and furiously stroked his dick. On screen, a sexy Black woman was banging a slim White guy in the ass with her strap-on dildo....