Sissy Exam Stories

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Infinite Scroll

Jacki's Journey into Sissyhood Pt. 03

by jacki697 on Sep 18, 2017
Transsexuals & Crossdressers

This is the 3rd installment of the Jacki's Journey series. I'd like to thank those who were nice enough to add comments and feedback on the proceeding stories. I'll try and keep them cumming. ***** I had a couple days to evaluate Steve and Laura's offer and I was no closer to a decision than I had been. I went back and forth on the verdict. How was I goin...

Retired to a Whole New Life

by sissymissyct on Jan 22, 2019
BDSM

Well, I am finally on my way to the airport for a long dreamed of ski trip to the French Alps. I am in pretty good shape for a widowed retiree in his 60's, and life is pretty good. I hadn't flown in years and, as I sat in the back of the Uber, I wondered if the airport scanners would show the pretty panties and cami I always wore. Old habits are hard to br...

The Prostate Exam Pt. 06

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

"Just as it should be, now walk to quickly to the Langham hotel. Make sure you keep the bag out in full view, for all to see, it cannot go in your back pack. I want anyone who sees you to know what a slut you are.." "Go straight to the bar and order a triple G&T and 3 shots of good tequila. If the bar man asks you what you're doing you will tell him that yo...

Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...

Dear Diary

by MissYellowPanties on Mar 26, 2019
Transgender & Crossdressers

Dear Diary. I never really like my job, the best I could manage was feigned enthusiasm in front of my supervisors, but it paid well, and so far I had been able to spoof my way through 3 years of regular paychecks with minimal effort. Cube life sucked the life out of you, but computer programing wasn't really difficult and at least it paid far better than m...

Wife in Control Ch. 03

by wifetoy on Sep 25, 2017
Fetish

This is the third chapter in the story of my submission to my wife for punishment for failure to control my orgasm. My full offer of punishment for my transgression is fully set out in the first chapter for your reference. Each part of this story is true and is told as it actually occurred. As with the previous chapters, my wife told me to let the readers kn...

Feminized by a Black Thug

by Tinydickthongboy88 on Sep 25, 2017
Transsexuals & Crossdressers

I had been with my girlfriend since college. Somehow despite being a buxom blond she didn't mind my less than average size member or my slight slim stature, we're almost the same size. We were taking a big step now that we'd graduated, we decided to move in together. My girlfriend, Katy's parents gave her their condo in the north side of Chicago. The place w...

Gas Money

by ValerieMay on Jun 19, 2018
Transsexuals & Crossdressers

By the end of my first year at college, I was terribly homesick and dying for a relief from all of the stress. As an English major in the honors program, my workload was tough enough, but on top of that, my girlfriend of 2 years dumped me a few weeks after move in day. We dated in high school and decided to attend the same university to stay-together. What a...

Someday Scores Settled? Ch. 03

by eymach on Apr 9, 2019
Erotic Couplings

Someday Scores Settled? Chapter 3 More Abuse Ryan got a call from Ricki one day after school and from the emotion in her voice he could tell something was wrong. As he walked over to Ricki's, it was clear to him that the elite high school group had derived some type of cruel satisfaction at her expense. Even after his accident, they had never shown any c...

Ugly Duckling to Sissy Princess Ch. 06

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

I was terrified, yet part of me was aroused to have such beautiful girl and gurl touching my body. It felt as if they were preparing my body for a sacrifice. Vanessa and Bernice seemed to want to sync their attacks. I could feel the tip of Vanessa's cock at my back door and the tip of Bernice's strap-on cock on my lips. I looked straight into Bernice's eye...