Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

He To She

by LaurenWestley on Sep 16, 2017
Transsexuals & Crossdressers

(Authoress Note: All disclaimers regarding characters, age appropriateness etc are in effect. I really advise anyone under 21 not to read my stories. It takes a certain degree of maturity to enjoy my writings without recriminations. Don't write a review if you don't like the theme of the story. That's just childish. But criticism is always good and helps me....

The Superbowl Party

by justincbenedict on Sep 14, 2017
BDSM

Scrip didn't get Marigold. First she'd asked him to bring home other men for threesomes, then she'd told Scrip, after a few session that she didn't want him to participate. Really, but to "just watch" which was fine with Scrip, as it seemed most of the time when there was a three-way. Marigold did almost all the sucking and attention on the other guy while...

Letter from Missoula

by justincbenedict on Sep 17, 2017
BDSM

July 28 Dear Shoeblossom: So today I was coming back from my business trip in Billings and on the highway home, I drove past a group of motorcycle guys, obvious patched bikers. I waved at one of them, and he waved back, and I pulled over, and he and the other bikers pulled up, probably quite pleased to note an attractive, curvy blonde waving them over. I...

Pregnant Pause and Free Delivery

by clinton09 on Sep 13, 2017
Erotic Couplings

[©2010 BY CLINTON09; ALL CHARACTERS OVER THE AGE OF 18; NO EVENTS DESCRIBED ARE TRUE; STORIES HAVE A 'HARDER EDGE' THAN MOST; BE WARNED; HERE BE DRAGONS] [Elements of incest are touched upon but are not integral to the story plot.] * "You DO understand me, don't you, I? I am saying that you are a no account bum that will never amount to anything. You cert...

Robby Ch. 04

by Joe J on Sep 16, 2017
Romance

Chapter Four - Easter Robbie drove to Tampa to see his battered sister, Karen, as soon as he could pack a bag. He was worried sick about her. His parents were already at the hospital and were keeping Robby posted on Karen's status by cell phone. In addition to the concern for his sister, Robby was also as pissed off at her asshole of a husband as he had eve...

Life At Islands Estates Ch. 01

by Tall_cool_one on Sep 16, 2017
Novels and Novellas

Prologue In The Beginning chronicled the weeks prior to graduation day, 1963. A lot has happened since, at Islands Estates. Some have moved away, some have moved here to stay for a while. There have been weddings, and of coarse, a divorce. We've had a birth and a death. We basked in the sun, frolicked in the rain and hunkered down during a hurricane. I wit...

A Nursery Affair

by Starlight on Sep 14, 2017
Romance

At 11:33 p.m., the Blue Line Coach from the city crawled into the bus terminal at Mount Ellen. It slunk between two other dark and silent coaches, and came to a stop. The driver switched off the engine, which seemed to give a weary sigh as it died at the end of its ten-hour journey A handful of yawning passengers alighted and stood around waiting for the lu...

Alex in Wonderland Ch. 02

by Johnboy9 on Sep 16, 2017
Transsexuals & Crossdressers

Thanks again for any and all feedback and votes. I welcome all sent me. Please, 18 years old and up only allowed. Characters in this story are at least of that age as well, even if not indicated. I put this Chapter in the transvestite/transsexual category though I am pretty sure it's not ready for this category yet. I'd put it in incest because it deals wi...

My New Job Ch. 02

by wanting2bfreed on Apr 22, 2019
BDSM

This is a work of fiction. Any correlation to real people alive or dead is purely happenstance. I hope you enjoy it. It has a familiar theme for my writing, older dominant women and a young male. ************** I was woken by Ms. Langford at 6:00 am the next morning. "Get up Daniel," Beatrice Langford said. I slowly opened my eyes and realized I was...

A Jamaican Vacation Ch. 01

by sissyashley4bbc on Aug 27, 2019
Transgender & Crossdressers

The only silver lining of my fiancé calling off our wedding was that I still had a non-refundable trip to Jamaica already booked. The trip gave me something to look forward to after this nightmare of a month. So a few days after my original wedding date, I hopped on a plane and went on my planned honeymoon by myself. The resort was beautiful, and coming...