Feminized Sissy Stories

6,870 results
Orientation
Length
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Infinite Scroll

Mama Mia Pt. 02

by grizzley123 on Jul 27, 2020
Fetish

This story contains many themes including cuckolding, gay sex, bsdm, incest and submission. If these are not your things, please skip. This is the second installment and it obviously helps to read the first part. The starting point here: I have just finished sucking off my temporary neighbor's cock. I have been set-up by my wife and her lover to be a submis...

College Days – Domination 101 Ch. 04

by oneguy4fun on Sep 25, 2017
BDSM

Joe woke up with a raging hard-on. All the teasing and torture from Linda and Lori over the weekend had a lasting impact on him. Even though they had milked cum out of his cock before he went to bed, he was still horny as ever. The milking relieved some of the pressure in his cock and balls, but it added to his horniness. His cock twitched on its own as he...

My First Time as a Sissy Ch. 03

by SissyTara on Sep 13, 2017
Transsexuals & Crossdressers

I suggest you read the first two chapters before reading this one. I was coming to the realization I was a natural born sissy. I had sucked Raoul's cock a few times and had been feminized with the help of his sisters. I found I loved being feminine, specially wearing the clothes and makeup and I loved sucking Raoul's cock. I wasn't completely "out," yet but...

Transforming Brent Pt. 05

by sissymissyct on Dec 2, 2019
Fetish

I awoke early, partially due to the pressure of morning wood in the chastity. Once I settled down, I showered and slipped on a robe and quietly made my way to the kitchen. I quickly familiarized myself with the layout and, finding what I needed, started cooking a nice breakfast for my mistresses and myself. Ham and cheese omelet, OJ, toast and sausage, along...

My Father, The Maid

by SissyOona on Oct 16, 2018
Transgender & Crossdressers

I thought it was really weird when I received the random text from my step mother, even though I had known her for most of my adult life as my father's new wife we had never really been close. Hell, for that matter I had never really been close to my father either, he was always pulling long hours at the office when I was young, so he was never around. Nowad...

Wife in Control Ch. 05

by wifetoy on Sep 25, 2017
Fetish

Or maybe a dance fully dressed and made up for ballet. Stretched and rehearsed to dance any male pride away. This is the fifth chapter of my wife's execution of the punishment poem I submitted to her suggesting ways to atone for my inability to control my orgasm. Please read the earlier chapters for the full poem and the humiliations I have been forced to e...

First Time Cuckold Ch. 04

by Angelscuck on Sep 14, 2017
BDSM

Oscar could smell her vaginal juices from his proximity kneeling between her legs. Her delicious cunt beckoned his waiting mouth. "I do need to warn you dear that I'm a squirter!" Bea cautioned. "Once my floodgates are opened its head for the high ground!" "Let it pour!" Oscar replied as he buried his face deep between her thighs and tasted he sweet guim....

Cream Puff Ch. 05

by RubixStu on Mar 25, 2019
Loving Wives

I felt self-conscience kneeling behind Larry as he laid face down on his bed with my tongue pushed deep into his asshole. Not because I was rimming my wife's brother, but because I'd come straight from work and didn't have an opportunity to get my sissy girly outfit on. I was discovering how sexually powerful submission could be, especially for a straight...

You Can Always Say No Ch. 02

by AngelCherysse on Sep 25, 2017
Transsexuals & Crossdressers

We had had 'The Talk' in the afterglow of that first evening of sex in our newly-revised relationship, less than a month before we exchanged vows. There is nothing more abjectly terrifying – for either person – than laying bare your soul at such an intimate level. He admitted his wants, needs, and desires; I reciprocated. He did, indeed, have a 'sissy' strea...

Man Disciplines Sissy Ch. 02

by LanaBehave on Sep 14, 2017
Transsexuals & Crossdressers

We're alone, in the hotel suite, and I'm sitting on his lap in an armchair, still in my dress and everything but with my panties down around my knees. My bottom is warm and sore from the spanking. Under me, the only thing between us is the cotton of his underpants, his hardening shaft presses and moves against my bottom through the cloth, and he just comment...