Sissy Castrated Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Zamindars Pt. 03: Unbridled lust

by prithvik1947 on Jul 16, 2019
Group Sex

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** In 'Zamindars Pt 2" I had described the shameless and lusty fuck session between my friend's father - The Thakur - and his young maid and fuck toy Champa. It was now almost 3am in the morning. Uncle emptied himself inside Champa's cunt right there in the living room on th...

Simon Sissy Slave Ch. 04

by Timewarp10 on Aug 20, 2019
BDSM

Simon staggered in for work the day after the slave auction, his body stiff and sore. Mr Berne and the others in the post room were shocked to see the sissy's bruised and lacerated buttocks. Barry's stiff cock betrayed his feelings; whipping and torture excited him. His sadistic nature relished the thought of thrashing Sissy senseless. Sissy was his fuck t...

Maria's Sissy Boy

by blaud on Sep 11, 2017
BDSM

A princess housewife finds it useful in many ways to have a sissy house boy in her home. But the husband insists on a precautionary measure. Before Maria came into my life, I was just drifting. I was a West Texas slut boy, whose sole purpose in life was to find the next cock to suck. I'd seen her around the apartment complex, but had no interaction till tha...

Amitabh Bachchan has Aishwarya Rai

by isomage on Sep 19, 2017
Celebrities & Fan Fiction

Late into the night, the clock struck two as a Bentley silently pulled into the driveway of Jalsa, Aishwarya and Abhishek Bachchan's residence at Juhu. A tall figure dressed all in black slowly stepped out and entered the dimly-lit bungalow, which was devoid of all staff except for 3 trusted aides. He didn't ring the doorbell. He didn't need to. The door op...

Cuckolding Sindy Ch. 02

by SindySuxALot on Sep 13, 2017
BDSM

Sindy listened intently over the intercom as Lucy was in the other room with her dates. The moans and groans were constant as her Mistress orgasmed repeatedly. It always turned Sindy on immensely to hear her Mistress with other lovers. She sat in front of the computer with her largest vibrating plug inserted in her ass and watched the sissy on the computer m...

Tough Love Ch. 03

by justincbenedict on Sep 14, 2017
BDSM

Geneva smiled, looking at Kearney, who was snuffling in the corner. She knew how much he hated standing in the corner. Recently, she'd taken him to a BDSM party at the Scourge Society... Kearney had actually been involved with the Scourge Society even before Geneva, and was so excited about seeing his friends, and watching the gorgeous young girls get whipp...

Zamindars Pt. 02: Thakur & Champa

by prithvik1947 on Jun 18, 2019
Group Sex

In Zamindars Part 1, I had described the situation that I witnessed on arriving at my friend Vivek's estate. His father, Subhash (The Thakur) was openly having a sexual relationship with Champa who was 20 years younger to him and the wife of his driver. Part 2 is more about what I saw between Subhash uncle & Champa. Champa was sitting in uncle's lap while h...

Helen, my Wife and Cuckoldress

by siscuc on Sep 12, 2017
Fetish

She stood before me, eyeing me up and down shaking her head. "So this is what really turns you on, hey?" she said mockingly as she slowly ran her fingernails over my cock through the lacy panties she had told me to wear. "Look at you getting all excited but your dicky is so small it can't even escape from those panties!" She laughed as she turned on her heel...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

The Fate of Her Lovers

by BigK10 on Sep 15, 2017
Loving Wives

Chapter 1 My wife, Juanita, set across the breakfast table from me, just as we had for the last twenty-four years of our married life. It was a Thursday morning in late September and the leaves of the trees in our backyard had begun to turn various shades of yellow and tan. She was enjoying that view through the window of our breakfast nook, while I read th...