Sissies Stories

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Infinite Scroll

Location, Location, Location... Pt. 02

by DoxyTrainer on Dec 9, 2019
Anal

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** "We can't keep drugging Gabe! (can we?)" That night I couldn't help but stare blankly at the ceiling of my room. The things I had done. The things that had been done to me. What hungered within me. Just turning over in bed, my well-fucked, recently reorganized insides stre...

Further Training as Sissy Lesbian

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my story 'Miss Johnstone's Lesbian Sissy Slut' and I sincerely recommend reading that story first as it provides background for this one. Enjoy and please take time to give me some feedback! Theo 3. Intermission: Further training Following the loss of my sissy virginity just after I had turned eighteen years old,...

Sissy Lesbian Rita Meets Lisa

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my two already published stories: 'Miss Johnstone's Lesbian Sissy Slut' and 'Further Training as Sissy Lesbian'. I sincerely recommend reading these stories first as it provides background for this one. My stories have been well received and I would like to thank you all for the positive response! Enjoy and please ta...

Dominating Ken Pt. 05-08

by oneguy4fun on Sep 26, 2017
BDSM

PART V TEASED AND ENTRAPPED! Monday evening Kareena logged on and was delighted to see an e-mail from Ken. She had instructed him not to write until her present arrived and she knew that it had not arrived. She was curious as to what he had to say. She wasn't even halfway through the e-mail and her pussy was hot and beginning to dampen. It was obvious that...

It Really Does Happen

by lipsticked on Sep 26, 2017
Fetish

This story is copyright 2009 by (lipsticked11). All rights reserved. No reposting without permission. * I am owned by a dominant couple and their niece and used as a live-in maid, cook, and sexual slave. My name was Michael, now I am Michelle. This is my story: When I was 35, my wife Connie and I lived next door to another married couple, Denise and Steve...

Becoming the Sissy Slut

by HappyCouple74 on Oct 6, 2020
Transgender & Crossdressers

Story 5 "You are going to have to go, I don't see a choice here." My boss said to me. I didn't want to go on this trip. It was a routine check of one of our automated sites. That meant about 10 days of living in a hotel and checking in to the control room once a day just to see how the automated diagnostics were going. Normally, we send Gary, the junior st...

Marketing 101

by marybethsanford on Sep 16, 2017
Fetish

Players: Mark McLuhan, (Cindy Sue) first year college student and marketing intern at Little Miss Muffin, Inc.; Ms. Helen Pennyworth, owner and president of Little Miss Muffin Inc.; Carol Winters Vice President of Marking for LLM; Susan Evans, Product Manager of LLM; Julie Pennyworth, sister to Helen and professional dominatrix and practicing nurse. Tracy Ma...

A Very Naughty Marine

by storm_usmc on Sep 12, 2017
Erotic Couplings

Author's Note: I tried to limit the military slang but some was inevitable to help the flow of the story. Also, this is a work of fiction! ***** While running in black shorts and a gray USMC shirt I began to a cadence. "DELAY CADENCE... DELAY CADENCE... DELAY CADENCE... COUNT," I yelled while singing my voice. "ONE," the group of Marines running with me...

Sarah's Adventure Ch. 01

by sarah37 on Sep 13, 2017
BDSM

Giday! After reading a lot of really good stories over the years, and coming across a few really good ones on this site, I decided it was time to tell my own story. Some parts were "taken" from other peoples' work, and this is only because it mirrored my own experience and in no way was it meant to take away from theirs, take credit for anything, or infringe...

Jamie's Descent Pt. 05

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Fiona loosened the ball gag from my mouth and I gulped in lungfuls of air. My jaw hurt like hell and my arse felt like it was on fire and I slumped straight to the floor. Immediately, I felt tears spring from my eyes as I began to realise what had just happened to me. I am not sure I could tell you what I felt at that moment; physical pain for sure, and burn...