Sissy Castrated Stories

7,169 results
Orientation
Length
Source
Infinite Scroll

Feminizing First Step Ch. 06

by antares34 on Jun 1, 2020
Transgender & Crossdressers

(All characters are age 18+) Today my mom was having her friends over for a pool party in our backyard. They had been here all afternoon --mainly lounging around the secluded swimming pool and patio area. Michelle had been first to arrive. She was my mom's old roommate from university and came wearing a black bikini and floral print sarong. Next was Kendra...

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...

From Husband to Castrated Sissy

by meeah on Sep 25, 2017
Transsexuals & Crossdressers

"Oh my god!" My wife looked up over the muscular shoulder of the huge black guy nailing her on our bed. Her long tanned legs wrapped around v-shaped torso. "Hi honey. What are you doing home early?" "Kelli what the fuck's going on here?!" At that, the black guy turned and shot me a nasty glance. "What's it look like we doing, genius? I'm dicking your old...

Randi Michelle's Sissy Subjugation

by Randi_Michelle on Sep 16, 2017
Transsexuals & Crossdressers

To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. For me it started through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. It just took the right dominant man to make it happen for real. I've spen...

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...

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...

Please Take Baby Steps

by bawdybloke on Sep 15, 2017
Humor & Satire

She sighed at me, perusing my choice of items from the sex exhibition in the paper bag. "Why?" "Because they are all awesome," I cried excitedly. "I've read about this and ..." "Yes, I know you've read about it," my lover muttered calmly and ran her hands through her flowing red hair. "We discussed this and ..." "Come sit down," she cooed, calmly. I felt...

Some of My Tgurl Adventures Pt. 03

by sexyR2 on Mar 30, 2020
Transgender & Crossdressers

Et.al., as I said in the header of part 1 of this series, it is about the continuing adventures of an owned submissive sissy, whom I still have not yet named, whom is on a trip to a Mexican resort with the instructions from her Mistress to pleasure a minimum of 14 strange men over the two weeks that she is at the resort. Parts 1 and 2 appear to be getting so...

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...

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...