Bully Roommate Sissy Stories

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XChange Seminar, X-change, X Change Ch. 02

by Grabenork on Feb 6, 2018
Transsexuals & Crossdressers

"Good morning, everyone! I am Dr. Welcott, and I am very happy to welcome you to X-Change Technologies, Inc. You are all here because you attended one of our X-Change Seminars run by Dr. Brewer at the Comstock Institute. He reports that you all participated in the seminar enthusiastically and then signed a list to volunteer to become future demonstrators at...

Dark Lord

by Fiend21 on Sep 26, 2017
Fantasy

You sit in the same dusty shop that you've worked in all your life, surrounded by artifacts, jewelry and other fancy goods that you could never even hope to buy. You stare mindlessly ahead, knowing that a long day of unending labor lies ahead of you. As an orphan, you're practically the lowest of all classes. The nobility and clergy wouldn't even waste the m...

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Morning Glory

by dreadknots on Apr 25, 2018
Transsexuals & Crossdressers

Reviews for my last crossdress-y story were pretty good! Hurray! This one is a little more teasing in nature, but is ultimately pretty fuzzy. I am a sap. *** Hardcore Fitness was the classiest gloryhole in town. All the right people knew what went on behind the illusory front of a 24/7 gym, and the syndicate behind its operation paid off the right guys in...

Beauty and the Bully

by xaitonnar22 on Sep 13, 2017
Transsexuals & Crossdressers

The sun was high in the sky, yet a cool breeze blew over the busy metropolitan city of Kingston, California. The students at the local high school, Kingston High, were outside enjoying their half hour of lunch under the warmth of the sun high overhead. Jason Lane darted nervously between the buildings on his way to his next class. Most of the other student...

My First Time as Sara... Pt. 03

by Sexy_SaraCD on Sep 18, 2017
Transsexuals & Crossdressers

I've been with Steve for a couple of months and to say I've been happier than at any time in my life would be a gross understatement. Being with Steve has been an awakening. I'm no longer afraid of life. I was shy and timid as John. I didn't make decisions. I didn't take the lead in anything and was easily bullied. My ex fiancé was the worse bully. As Sara...

Sarah Had to Give a Blowjob

by SarahCD on Dec 18, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then, my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. ---------------------------- After collage, my girlfriend's best friend, Alison, and I found ourselves working in the same city and...

Annoying Roommate

by cacdude555 on Sep 14, 2017
Transsexuals & Crossdressers

This is just a fun fiction story My name is Mike I'm 24 years old right out of college entering the workforce as a entry level pharmacist. I'm about 6'2 about 180 but being so busy studying for the past few years my body is a bit soft. I always have been bad with women, I'm what you call the typical nerd/geek/loser. I live in a small apartment even though I...

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...

My Mom Versus My Bully

by blizzardy12 on Sep 19, 2017
Mature

All characters are 18 and over. I knew Mom would overreact when she saw the black eye Seth had given me at the skate park. Being a scrawny and short guy, I got picked on and beaten up a lot. Mom was always the first one to really make me feel inadequate though. I knew how it embarrassed her that her pathetic son was too much of a pussy to defend himself....

Mindy's Moving Day - CFNM Ch. 01

by BuckyDuckman on Sep 25, 2017
Fetish

Author's Note: Humiliation, CFNM and pegging lie ahead! I've had this idea for a while about an adventurous married couple on the edge of opening a new chapter in their married life. I hope you enjoy reading it as much I enjoyed writing it! On her first day in town, Debbie and I were Mindy's only friends. The professional moving company hired by Mindy's...