Sissy Stories Porn Captioms Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

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...

Debt Collection Pt. 06

by shittylifelessons on Jun 8, 2020
Erotic Couplings

If you're new to the story, please start at Chapter 1. If you've made it this far, enjoy the finale. As with the previous chapter, I've combined two into one, so this one's pretty long. It's been a real pleasure writing this story, and I hope you all enjoy reading it as much as I enjoyed writing it. As usual, remember to rate and comment, I love hearing y...

Sissy/Cock Sucker Dictionary

by silkstockingslover on Jun 12, 2019
Reviews & Essays

Summary: A list of terms to aid in understanding the activities and nature of sissies and cock suckers. Note 1: The author's source material isn't Webster's Dictionary or anything similar, but is drawn from many years of interest in matters sexual and countless conversations, both spoken and online, with other perverts. Note 2: Thanks to Tex Beethoven and...

From Princess – Mistress

by subway1962 on Sep 17, 2017
BDSM

This all started about 6 months ago on a Saturday afternoon, my wife had said that she would be out all day, shopping with her friend, then she was going to the cinema to watch a film and said she would be back about 10pm. My little princess (Ana) was having a sleepover with her friends so she was out for the night, that's when I realized I would be by myse...

Twenty Questions

by silkstockingslover on Jan 7, 2018
Reviews & Essays

Summary: Jasmine responds to most common questions asked by readers. Thanks to: Tex Beethoven, thor_ph, Robert, and Wayne for editing. 20 Questions I get asked a lot of questions about myself and my writing. There was even an article by Bob_Aganoush called Literotica Authors 02: silkstockingslover. This makes me think I should go into more detail. So her...

Reverse Evolution

by eviltwin52 on Mar 31, 2020
Loving Wives

Editor's Note: this submission contains raceplay and racial kink content. * I was programmed for it. From as far back as I can remember white men have been under attack. Schools, music, Hollywood, hell, even our own Government have proclaimed the evil white men are responsible for. They tell us how we're the root of the worlds problems. They decry our tox...

My Submissions

by grizzley123 on Apr 10, 2019
Fetish

I write stories that are fantasy and some of you might not like the themes, that is fine. Read the story and feel free to comment. Good, bad and even berating comments are appreciated. For those that like the theme and the story I hope you enjoyed yourself reading it. This story is a side story to my other stories. There is no full need to read those but ju...