Sissy Stories

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From Darker Places than I Want to Feel Ch. 01

by Dreamweaver594 on May 7, 2019
Transgender & Crossdressers

So I find myself wandering through my catalog of stories looking for writing issues that happen when you are just starting out. I found a few, missed some too...probably. Here's a story I first posted on Literotica in 2013, it explores the budding relationship between a college professor and a young woman who has lived a life full of challenges because 'sh...

Made to Obey Ch. 05

by madetoobey on Jul 2, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and m...

Latex Futa Nuns From Hell Ch. 02

by ChainedToAKeyboard on Dec 2, 2019
BDSM

It was a blazing hot summer day as Jessica trudged down the burning sidewalk, her thick wool habit making the journey much more arduous than it needed to be. That had been the story of her life since joining the Sisters of Guadalupe. It might as well have been the sisterhood's motto. "Harder than it has to be." But not for much longer. Their mission was no l...

Sawtooth Mountain

by countrycal on Oct 22, 2019
Mature

Cal Benton turned his Honda CL350 off Interstate 70 at the exit that said "Sawtooth Mountain, 10 miles," and stopped the bike on the overpass looking back toward Denver. Only 50 miles to the west, he was already well into the front range of the majestic Rocky Mountains. He sat silently staring back toward the plains, reveling in the snow-capped peaks and vas...

The Vampire and the Goth Ch. 12

by JosephineKuo on Oct 12, 2020
NonHuman

When I woke up the next afternoon, the first thing I noticed was the distinct smell of cooking meat. Immediately, I remembered the night before and realized we still had a werewolf in the house. I rolled out of bed and put on fresh pajama bottoms before walking down the hall. Angus and Elizabeth were in the kitchen cooking what seemed to be an enormous amou...

Shannon's Little Princess Ch. 02

by CarlyJennings on Sep 25, 2017
Transsexuals & Crossdressers

Cameron slowly started to wake, his mind struggling to clear the drowsy fog of morning. He smiled as he felt the warmth of his girlfriend's body pressing against his back and the weight of her arm draped over his side, hand resting on his heart. This was more or less the same position in which they always woke up together; however, as Cameron groggily opened...

The Visitor Ch. 01

by RobertoTropical on Sep 18, 2017
BDSM

"So we might be having a guest next month," she said casually, under the circumstances. "Actually a new friend who I think will be a fun visitor. No one has stayed in the casita for weeks." "And someone who is not a family member, for months," I said In the spirit of the conversation, if not the moment,. " Will you tell me more about this 'new friend,' or d...

My Neighbor Ch. 5

by Jigs on Sep 11, 2017
BDSM

As Chapter 4 came to a close, Peter was giving a pool party. Present were Melanie and her daughter in law Dottie, his black friend Harvey, Becky and her husband the Reverend Robert Palmer, and Joe and Susan Palmer, parishioners of the Reverend's church. The party has just begun. * * * * * The atmosphere at pool party that evening was more than a little bi...

The Trikingdom Ch. 08

by lecturer427 on Sep 15, 2017
Sci-Fi & Fantasy

Duchess Careena Galin reclined on a soft feather bed with clean sheets for the first time in three days. The sweaty man grunting on top of her wasn't allowing her any sleep though. Not that she was complaining. Her legs were wrapped around the man's hips and she lifted her pelvis to meet each of his thrusts and whispered exhortations in his ear to fuck her h...

iWhore

by FellatiaViper on Sep 15, 2017
Transsexuals & Crossdressers

Chapter 1 The dimly lit room brightens in flashes of red and blue from outside the window as the sluttily dressed transwoman kneels over the body of her victim, crying, after she just slit his throat open from ear to ear, and still stroking his deflated penis as the door to the apartment is kicked in and the police rush into the room. "Freeze! Drop your we...