Pregnant Sissy Stories

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On the Beach Ch. 03

by Turbidus on Sep 25, 2017
Exhibitionist & Voyeur

The fallout from the previous night's festivities continues... Thanks to LarryInSeattle for his editing. Any errors that remain are my own. ***** I gave up on the idea of jerking off. Something was going on with Bill. I realized that this was the first time in my life I was worried about my brother. He'd never gotten in trouble. He had been about the l...

Sissy Jessica Kinky Office Shagging Ch. 02

by Sissy Adele Howells on Aug 18, 2017
Fetish

Hi again this is Sissy Jessica Howells , the kinky 0lchfa schoolgirl with an excited cock inside her navy, blue panties. At this moment my cock is inside Georgina Harris's mouth. Georgina, my 23 year old ginger girlfriend, has her head between my legs, giving me a fantastic blow job. Just feeling her long, red hair against my balls, gives me a weird sensatio...

Three Old Tarts and a Sissy Ch. 02

by Sissy Adele Howells on Oct 13, 2017
Fetish

We all sat in the living room of Diane Bennett's house. I was proud to be sissy Charlotte Church. My wife to be, Joan Harries sat naked on the sofa next to Sonia White. Joan's body could have done with being ironed over, but for 70 years of age, she had a fantastic figure. Having kinky sex with Joan, two hours earlier was the icing on the cake. For her to ex...

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...

A Sissy Saga Ch. 18

by Snurge on Sep 15, 2017
Novels and Novellas

Miriam observed the assessor from the Historic Buildings Commission with a measure of disapproval. When he'd first arrived she'd believed her luck had changed and he was about to reverse a previous decision and tell her that financial help was about to arrive by way of a grant. That was not what had happened. "I was on my way to Chance Hall," rumbled Mr Cra...

A Sissy Saga Ch. 07

by Snurge on Sep 15, 2017
Novels and Novellas

The following morning Sammy was in Mrs Pardoe's class sewing a plain white collar onto a skimpy black dress. It was a compulsory project. During their first term all sissies had to produce their own parlour maid outfit, and it had to be done by hand because Mrs Pardoe claimed exclusive use of the only sewing-machine in the house. Sewing was one thing he hate...

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...

Julie is a Whore Ch. 09

by Pretty_Sissy_Julie on Sep 14, 2020
Fetish

This is the follow up to the events that happened in Ch 8. It would be a good idea if you read that chapter before starting this one. There are 2 things that I need the readers to understand. Everything that was done in this story was done willingly. All of my Incest and Brothel stories are based on real events that happened to me, but I took part in them wi...

Slave to She-Orc Cock Ch. 01

by SissyForFatFutaCock on Jun 9, 2020
Sci-Fi & Fantasy

Hey there Literotica! This is my first ever attempt and submission of erotica. It's a plot that has been done a few times, but I plan to take it about 5 steps further. On that note, there is femdom and male sub in this one. Future stories will get progressively nasty, including but not limited to, futa on male/female, piss and scat, non-con, incest, femini...

Sissy Cuckold & The Old Bull Ch. 01

by DirtyDaddyHunter on Sep 19, 2017
Loving Wives

He waited on the bed as instructed. He had dressed exactly as he was asked: A pair of lavender lace trimmed panties stretched tightly over the young man's small cock; a matching bra covered his hard brown nipples too. He also had on a garter belt and some high heels. Too top in off he had on some coral lipstick and he had painted his nails perfectly. There...