Tiny Dicked Sissy Stories

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Orientation
Length
Source
Infinite Scroll

Roommate Dress-Up

by silkstockingslover on Oct 26, 2020
Transgender & Crossdressers

Summary: Straight guy is feminized by female beauty. Note 1: This story is dedicated to the real Mike who requested this story. Note 2: This is a 2020 Halloween Contest Story so please vote. Note 3: Thanks to Tex Beethoven and Robert for editing this story. Roommate Dress-Up "Shit," I sighed, as I saw my outfit for the wedding... I should have guessed s...

Bi Biker Gangbang

by donaldelliott11 on Sep 12, 2017
Group Sex

-------------------------------------------------------- This work is copyrighted to the author © 2009. Please don't remove the author information or make any changes to this story. All rights reserved. Thank you for your consideration. -------------------------------------------------------- ********************************** Erectile dysfunction can...

MilkTitty Farms Ch. 02

by BlackMadonna on Sep 19, 2017
Sci-Fi & Fantasy

CHAPTER 2 – ROOMIES Before any plotting or planning to win the affections of her pretty bull girl, Kelly had to get settled in, and so turned with the rest of the group in search of a cozy bunk and a place to store her things. True to their nature, most of the other dickgirls had already begun pawing at one another and breaking off into tiny clicks with wh...

The Odd Couple

by ElderDirt on Oct 10, 2018
Romance

Author's Note: This story is based on the unlikely pairing of two friends of different sexual persuasions. The names of the characters have been changed to protect their identities, and a liberal dose of literary possibility has been applied to fill in the gaps as to how their romance grew and blossomed. Enjoy the telling. ~ ~ ~ ~ ~ "Hey, girlfriend! Why a...

Susan

by FredTR on Apr 17, 2019
Transgender & Crossdressers

It's important to understand that even though I had sucked cock before, it had been many years ago. A few times experimenting when I was younger, over a decade ago, was all I had done. And now... well, I'm getting ahead of myself. Justine (my wife) and I had been married for almost 12 years. We were both in out late 30s, closing fast on 40. We had one son t...

The Exploits of Cockslut Kelly 03

by CSK on Sep 11, 2017
Transsexuals & Crossdressers

Welcome back my glorious deviants. I've missed you. Do you have your cocks in your hands yet (or in your dripping cunts for you beautiful, radiant ladies out there as well)? Today's chapter delves more into the confidence building of my nerdy college roommate. He gets to show off his big dick and dominant man skills in front of two hot co-eds which will in t...

Secrets of The New World Order Ch. 06

by bjmichaels on Sep 16, 2017
Sci-Fi & Fantasy

Your child's eighteenth birthday marks a significant rite of passage every mother faces with ambivalent feelings...soon, the child will be out of the house on their own, meeting new challenges every day, and all you can do now is hope you've prepared them for the highs and lows the real world will throw at them. In my case, it meant I had just one child rem...

Ms. Tanaka Fixes Me Ch. 01

by chenwanli on Apr 27, 2020
BDSM

Chapter 1: Meeting my Future Wife and her Mother I met my wife Hiroki in my mid-20's when I was living in Osaka. I'd been living in Japan for a few years leading the bachelor life and dating some gorgeous women but the majority were stereotypically Japanese: expecting to be subservient and deferential to the man, which I found boring in anything longer than...

The Vacation from Hell Pt. 02

by JamesMiehoff on Dec 11, 2018
Erotic Couplings

Copyright (c) 2018 James Miehoff, All Rights Reserved. This work may not be published whether for fee or free without this copyright. --------- This is one of a series of stories set in what I call Universe-J. Universe-J is very much like this universe with a few exceptions. First the people tend to be a little more sexual and less hung up on sex that...

Lulu's Lockdown Diary

by lululuvsblack on Jul 6, 2020
Transgender & Crossdressers

Day 1 So, with this virus we've all been told to stay home and not have any physical contact with people outside, not get together in groups at all, and not even step out of the house if not completely essential. We're locked down. I guess it wasn't a great time to move in with a couple of guys I barely know, but there you go. There's nothing I can do about...