Sissyboy Stories

140 results
Orientation
Length
Source
Infinite Scroll

Sandra and Stevie Ch. 70

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the seventieth installment in a series entitled "Sandra and Stevie". If you have not read the previous sixty-nine episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I stron...

Sandra and Stevie Ch. 18

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the eighteenth installment in a series entitled "Sandra and Stevie". If you have not read the previous seventeen episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I strong...

Jamie's Descent Pt. 01

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Chapter 1 What did we do before social media? How did we manage to get through the day without that endless stream of dirty jokes, funny photographs, gossip and links to dodgy websites that now fill our lives? Yeah, yeah, I can hear you grumble. Get on with it, I can hear you say. Well, dear reader, it was one of those links that started me down the road to...

Behavior Modification Institute Ch. 12

by NancyPan on Sep 12, 2017
Fetish

I was back in my room after an exhausting day of training. The prostate stimulating butt plug had been removed. I longed for the sensations it had provided me, and I had asked Madam Christina to leave it in. She had only smiled and said, "So easy, so easy; but no I will not leave it in. You will have to earn the pleasure you have learned that your ass can pr...

Xander’s Nocturnal Adventure

by neverless on Sep 13, 2017
Celebrities & Fan Fiction

I do not own BtVS or, its characters, they belong to others. I am not making any money from this story. All the characters are over eighteen. * Eighteen year old Xander Harris looked in the mirror. He looked beautiful, with his make-up and his hair curled he looked, if not like a young lady, at least close enough to be mistaken in low light and at a dista...

Trapped

by Hartford on Sep 16, 2017
Transsexuals & Crossdressers

Barnabas Sword was handsome, self assured, dashing, intimidating, and the way he came on to Hope made me sick to my stomach. My wife's flattered responses made me sicker. It was bad enough at the fund raiser but got worse at Sword's apartment. Much worse. "Oh, let's go, Jack," she had said after Sword, having invited us, went off to take charge of another co...

Brenda and Bobby Ch. 10

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the tenth installment in a series entitled "Brenda and Bobby". If you have not read the previous nine episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I strongly recommen...

Truth or Dare with Sisters

by sissyboy_stacey on Sep 18, 2017
Fetish

Ringgggggg... Ringgggggg... "Sean, can you get that?" "Hello? Hey Gina... what's wrong? Ok, hold on, I'll get her..." "Katie, your sister is on the phone. She seems really upset and said she needs to talk with you." When I heard my wife Katie pick up the phone in our bedroom, I pretended to hang up, but instead, I put my phone on mute so that I could eav...

Does He Really Want That? Ch. 06

by goamz86 on Sep 18, 2017
Loving Wives

Note from the author: This is a continuation of a story with five previous chapters. This chapter win not make a lot of sense without reading the previous chapters. Furthermore, this is a cuckold, Femdom, sissyboy story. If you don't like thos kind of stories, please move on. Don't read it an leave senseless comments at the end. I love feedback, as...

The Society Ch. 03

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

Heidi's erect penis was sliding in and out more easily now. When she first mounted me being gentle wasn't her first priority. It was my first match and I had almost beaten her according to the wrestling judge. In fact many in the crowd of 60 or so spectators had disagreed and showed it by booing the decision, it had been that close a contest. This didn't sit...