Story Sissy Eunuch Stories

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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...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

Jason's Secrets Exposed Ch. 12

by jlenil on Jan 8, 2018
BDSM

The reader is strongly encouraged to read the first 11 installments before reading this chapter. ***** Lillie's trip had been extremely fruitful, both in pleasure and in new ideas. Ariana, being extremely rich and extremely evil, had decided to embark on a new adventure. She would be expanding her slave endeavor to America. This would entail a lot of prepa...

Sissy and Wimp

by 1Gratiano on Jul 14, 2020
Transgender & Crossdressers

1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...

Casey's Submissive Journey Pt. 13

by corduroysissy on Aug 1, 2018
Transsexuals & Crossdressers

Since Susan had been treating him so nicely, Debbie suddenly felt a little strange when she abruptly walked out. Seeing the confusion on his face, Maxi said. "Don't worry Debbie she has things to do, she'll be back when she's ready to cum again." She slowly smiled. "Oh my, how amusing. Did you think you two were girlfriends now?" She chuckled. "Sorry siss...

The 70's Weren't All Care Free

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

It was the 70's. Young, carefree, long-haired hippie, away from home, traveling around the country - having a ball. A couple guys I met and I decided to go for some beers. The local Y was in a sleazy part of town. So we ended up a pretty seedy bar which was hosting a rather bizarre strip show. At another table was an older guy that had been at the Y that aft...

A Tale from Trail

by TitianaPeaks on Aug 31, 2017
Exhibitionist & Voyeur

Before I get knee-deep into this story, it's imperative that I explain what 'hashing' is, in order for readers to understand what I am talking about. Hashers in general, also known as wankers, are basically, a running club with a drinking problem. They may be 'named' any variety of interesting things, as the male lead in this story is named Eunuch. He's call...

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...

The Slave and the Sissy

by Sputnik57 on Sep 12, 2017
Transsexuals & Crossdressers

She had always been very rough with him, the big woman, but this morning was exceptional, and different. She had come home late from her usual soiree with other local mistresses and had whipped him mercilessly for no apparent reason; she had woken him during the early hours several times, tormented him and had her arse licked while she applied her dildo or h...

Overseer of the Harem Ch. 11

by SexyGeek on Sep 19, 2017
BDSM

PART 11 A Visit to The Sultan's Harem Bagoas reclined on the silken cushions as the decorated cart jounced along on its journey. He was a personage of power in his world, but his world was about to change drastically. The first ten chapters of this story tell of the power of Bagoas, Overseer of the Harem of Governor Glaouri in the desert oasis of Ouarazate...