Sissyboy Stories

140 results
Orientation
Length
Source
Infinite Scroll

Dominating Ken Pt. 01-04

by oneguy4fun on Sep 26, 2017
BDSM

Part 1: The Online Encounter Story Overview A thread of e-mails quickly blossoms into an erotic relationship of domination and humiliation between Ken and Karena. Karena develops a growing need for power and control while Ken finds himself drawn into a state of submission and inferiority. * Ken anxiously opened his e-mail to see if Karena had responded...

Courtesan Ch. 16

by Goodhusband on Sep 19, 2017
Loving Wives

This is the sixteenth episode in a series entitled "Courtesan". If you have not read the previous fifteen episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alternative...

Courtesan Ch. 39

by Goodhusband on Sep 19, 2017
Loving Wives

This is the thirty-ninth episode in a series entitled "Courtesan". If you have not read the previous thirty-eight episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alte...

Mistress Barbara Calls Ch. 05

by goamz86 on Sep 19, 2017
BDSM

Letter from the author: This chapter is more about control and domination. There is some sex, but not as much as there usually is in my stories. If you are looking for a stroke story, this is not your story. There are some bisexual/gay elements as well. If you are into the elements I listed, please read on. As always, constructive feedback both positive and...

Stevie's Journey Ch. 03

by gbr2004 on Dec 2, 2019
Fetish

I get up and put on some of my regular clothes, workout shorts and a t-shirt and flip flops. Try to digest what happened yesterday and how everything just spiraled out of control and now I find myself in this impossible position. It's like all choices have been taken from me and this group of people took over my life. It was exciting but I can't be doing the...

Courtesan Ch. 07

by Goodhusband on Sep 19, 2017
Loving Wives

This is the seventh episode in a series entitled "Courtesan". If you have not read the previous six episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alternative lifest...

Cowboy Steak and Beans

by Goodhusband on Sep 13, 2017
BDSM

This story is a sequel to "Louis Makes a Decision". You may want to read that story before beginning this one, but it's not necessary. This story can be read and enjoyed on it's own. "Cowboy Steak and Beans" is about a dominant hot wife who delights in humiliating her submissive cuckold husband while she freely enjoys the sexual favors of other men. That is...

Oh Hell!

by StrangeLife on Sep 25, 2017
Erotic Horror

"If thou gaze long into an abyss, the abyss will also gaze into thee." F. Nietzsche "Be wary of evil, lest evil may harm you. But be terrified of love, lest love may destroy you utterly." R. Maurice Oh Hell! First there was light. Then followed sound in the form of a rhythmic thumping inside his head. After a moment of confusion, during which his bra...

Zenit

by LewisCrane on Jun 5, 2019
Transgender & Crossdressers

1 The neon glare from St. Petersburg's Nevsky Prospect was the only light that shone in Sergei Arkedyvich's dim, spartan office. The gangster was seated in an armchair by the wide window, burning cigarette dangling from his meaty lips. He considered the liquid line over halfway down the vodka bottle before him, and regarded the paunchy man sitting across fr...

Dominating Ken Pt. 05-08

by oneguy4fun on Sep 26, 2017
BDSM

PART V TEASED AND ENTRAPPED! Monday evening Kareena logged on and was delighted to see an e-mail from Ken. She had instructed him not to write until her present arrived and she knew that it had not arrived. She was curious as to what he had to say. She wasn't even halfway through the e-mail and her pussy was hot and beginning to dampen. It was obvious that...