Sissy Milking Stories

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Family Chastity Story Ch. 02

by antares34 on Jul 3, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...

Isabella's Reversion Pt. 04

by silverbackteddy on Sep 11, 2017
Fetish

Note from the Author: This is a story about ABDL. The first word being Adult. All sexual encounters center around Adults, above the age of 18. This story also contains BDSM, plushophilia, watersports, and various other fetishes. For those that are grammar freaks, please don't comment on my improper grammar use. I could care less. At least it doesn't have L...

Sissy Driving

by MattieG on Sep 17, 2017
Loving Wives

Lindsay had been texting me for days after we met at the restaurant. I'd turned her into a little slut begging for my cock. She wasn't about to give up my dick for her husband's little sissy dick. We had been sexting nonstop since the other night so I knew she was pretty horny by now. I had been very busy with work and our schedules hadn't synced where we co...

Milking Her Huge Udders

by TrotskysGirl on Mar 12, 2019
Fetish

Devon was the owner of a brothel that was known far and wide for entertaining just about any sexual fantasy a man could dream up. He was a shrewd businessman with a good reputation. He treated his customers right, he treated his working girls right. His creativity helped maximize both his profits and his customer's pleasure. He offered both the basic and th...

Sissy

by TxRad on Sep 14, 2017
Mature

I came in from work about noon on Friday. I had been gone for a little over two weeks. Pulling in the driveway, I noticed that my daughter's car was gone but her best friend's car was parked in front of the boat on the far side of the carport. You talk about a pair to draw to; those two were it. My daughter is tall, dark, and slender, Sissy is even taller, b...

Sissy Plays the Game of Thrones Pt. 02

by SissyKelly on Dec 1, 2017
Sci-Fi & Fantasy

The small man stood in front of me, I was sat on the bed, the last thing I wanted was to stand and make him feel small. Being small was for girls, not boys, I thought to myself. "Miss Waters, it is such a pleasure to meet you. My oh my are you beautiful." Lord Tyrion said. I blushed. I was sat in a black corset, my cock flicked up and hidden in my black un...

Sissy Powers Ch. 05

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

I followed Clara's anxious gaze down my torso to my cock. Well, to where my cock had been. What was there now, standing rigidly upright and looking for all the world like a weapon ready to lay waste to a city (or my poor fiance) was a towering shaft of veiny, pulsing meat. It was, and I swear I do not exaggerate this, 18" long and as thick around as a Coke c...

Sissy Powers Ch. 03

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

When I awoke the next morning, I very carefully got out of bed without waking Clara. I had a plan, and it was all to do with what would hopefully be a great surprise for her. I just hoped she'd love it the way I thought she would! If it even worked, that is... I snuck off to the living room, and set up my ritual space. There were candles burning, soft instr...

Bukakke Sissy/Angel

by hyperpress on Sep 14, 2017
Fetish

He's wearing his favorite outfit. A nylon/spandex blended thong that encased his fullness, shaved and smooth in a delightful caress. A bustier girdle with four straps (he wanted six but the cost was exponentially increased for those two extra straps), and wolford thigh high stockings, his legs and bottom were completely shaved...he was delighted with how fem...

A Sissy Saga Ch. 20

by Snurge on Sep 15, 2017
Novels and Novellas

Mrs Boroclough lived alone, but her house was the biggest in Peasmarsh. It had tall windows with ornate guards, and a polished copper plate fixed on the wrought-iron gate engraved with her name - as if everyone for fifty miles around didn't know who she was. It was far too big for a widow-woman who's children had grown-up and departed, but she insisted that...