Sissy Boy Stories

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Orientation
Length
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Infinite Scroll

Teaching the Teacher

by pornoperson on Aug 18, 2017
First Time

She was my teacher and I came over to her house one night after school to discuss a bad grade I got. She was a complete bitch of a teacher—she gave me a bad grade for no good reason and wouldn't discuss it during class. Well, that wouldn't do. I was getting ready to apply for college and I needed a great grade in this class. You should have seen her face wh...

Her New Year's Resolution

by Wants2benaughty on Sep 16, 2017
BDSM

I am excited getting ready for our traditional New Year's brunch at the local Inn. Then we will spend two nights at the Inn relaxing and making love; with a good deal of kink. We have done this our five years of marriage. The last two years our marriage has lost its luster; A marriage of habit. I am going to change that; my New Year's Resolution is to add t...

Dining In Ch. 1

by ericton on Sep 13, 2017
Erotic Couplings

Recently, my wife finally decided to let her own sexual imagination bubble out. Its not that she was inhibited, far from it, its that she never allowed herself to take the lead, to be more aggressive. Tina rarely spoke of fantasies let alone making any requests to act them out. Whatever brought this change about; a deeper level of trust, a feeling of boredom...

Mistress R's Foot Boy

by footslut2u on Aug 29, 2017
Fetish

I attended an S/M party and when I was seated in the living room, a pair of ladies entered and I offered them my seat on the couch and I sat on the floor. A dominant lady, named Mistress R arrived and was introduced. She was seated in a recliner across the room with a tight black dress on and 5" spike heels which showed off her tan feet tremendously. From...

An Elven Tale

by Taea Creations on Sep 12, 2017
Sci-Fi & Fantasy

Inside a tall tree, a little old man, whose beard, white as snow, touching his round belly, sat in a small wooden rocking chair. At either side of him on the floor sat two little children. A boy and a girl, with cheery smiles upon their faces. "Tell us a story Grandfather!" the little girl pleaded. "Yeah tell us a story!" The boy chimed up. The old man chuck...

A Political Education Ch. 07

by ILienBagby on Sep 14, 2017
Erotic Couplings

Victor didn't say anything as they left the room. He didn't say anything as they walked towards the stairwell. He didn't say anything as he opened the stairwell door and led Carla in. She wondered whether or not he would press his huge penis against her cunt as he had done before. She wondered whether, maybe, he would fuck her. He had such a big prick. Fro...

Strangers To Love Ch. 02

by LadyIlsa on Sep 14, 2017
Romance

(Dear Reader, This is part 2 of 10...Please feel free to comment on each chapter, and please, don't use the anonymous option - I can't thank you if I don't know who you are! Please, enjoy...) ~~~~~~~~~~ She woke up still sitting in the saddle, James was behind her with one arm around her waist and and the reins in his other hand. She stayed still, unwill...

The Succubus Ch. 02

by 12StrokesAtMidnight on Sep 16, 2017
NonHuman

When she lifted her lips from mine, my mind and body rebelled against each other. My limbs relaxed and pliable, my thoughts reeling and chaotic. Her hand stroked my cheek, and I leaned into it, but it was not my will which willed it. When she slid her fingers into my mouth, my mouth sucked but my mind retched. When her fingernails scraped down my chest, my b...

Nest Slave Ch. 01

by MulTaKa on Sep 14, 2017
BDSM

It was 8 o'clock in the evening on a Tuesday in late June when Victoria Bidarte was kidnapped. It had been dark, damp, overcast and unusually warm, and every worker on the roofing site was sweating in the 90-degree heat. The men were sullen, and tempers were high. Those who worked on the ground envied the workers who perched on the roof, hammering and stapli...

Amy's Surprise

by FERDY on Sep 15, 2017
Transsexuals & Crossdressers

We had been going to a local restaurant several times a week for a few months. It seemed that almost every time we had the same waitress. We soon found out that her name was Amy. She was thirty something, very pretty, even sexy all while wearing her uniform and very little makeup. She had fairly short reddish brown hair, big chocolate brown eyes and sultry l...