Sissy Stories Porn Captions Stories

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Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

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...

The Trophy Wife Next Door Ch. 01

by LaPatitMort on Sep 13, 2017
Erotic Couplings

Even though I had officially lived in my new home in the exclusive Cooper Trail Estates for six months, I did not know any of my neighbors. In fact, over the long winter months, I had been traveling for fun but now it was spring and I was working to get my prized possession in good working order. I had only put ten thousand miles on my custom California Chop...

CFnm Adventure - 2nd Visit

by lovelicker99 on Sep 13, 2017
Fetish

Note: This is the second story involving encounters between me as a submissive male and a Dominant BBW who responded to an ad I ran online. These stories are fantasies, but some of the specific acts are things I have done and enjoy doing. If you are a woman or a couple that enjoys doing any of these things I would like to hear from you regardless of where yo...

Types of Cuckolds

by cuckwhofucks on Sep 14, 2017
Reviews & Essays

What does it mean to be a cuckold? It actually means many different things to different cuckolds. But let's start at the beginning: The truth vs. the Truth. The Truth, or an absolute Truth, is actually unnamable, or rather it exists, but when you try to interpret it and put words to it, it becomes one of very many truths, as many truths as there are peopl...

Mitzi Seduces Mrs. Robinson

by Tcs1956 on Sep 13, 2017
Exhibitionist & Voyeur

***** I think it must have been some kind of temporary insanity. What other way is there to explain where I found myself that day? Driving in my car, naked from the waist down, not knowing exactly what was going to happen when I reached the address that was written on the paper lying on the seat between my bare legs. One thing I was sure about—the arousal...

Loosening Up Bk. 01 Ch. 01-10

by SteveWallace on May 14, 2018
Group Sex

Book 1 -- Loosening Up: Initial Journey Chapter 1 -- A Crack In The Façade Alice sedately drove her seven-year old silver Honda Civic into the parking lot of the company she worked for -- Knightsbridge Manufacturing. She looked around, but only a few cars were present. Along the back side of the lot four cars were already parked in the spaces under the tre...

Only If You Want

by BashfulScribe on Sep 23, 2019
Novels and Novellas

Had the schoolkids of Hazelwood High ever met Phil Love and Olivia Wilde, no one would have guessed that the two would be friends. 'Incongruent' didn't do them justice - whereas Phil was a groomed, well-dressed, preppy fit Student Council President, Olivia was one with the shadows. A baggy hoodie, messy shoulder-length black hair and a quiet disposition was...

Just Another Lost Angel

by BarracudaSwordfish on Mar 17, 2020
Mature

Prologue Even after all these years, she didn't really know what she was or why she did the things she did. She was like a programmed machine -- programmed to do one thing, and she did it damned well. She knew there were others out there like her, but she had never met them. At least not in a conscious state. Legend had it that succubae and incubi came to...