Sissy Tampon Story Stories

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A Week End with Mistress Pt. 01

by gasissynora on Oct 16, 2018
Transgender & Crossdressers

Dear readers this is my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive. This story is based in part on facts and part on fiction. I will leave it to the reader to decide which is which. ***** We had just finished dinner and I was in the den getting rea...

Walk-In Clinic Ch. 02

by ColinGraham on Sep 26, 2017
Transsexuals & Crossdressers

It was dark when I finally exited the walk-in clinic. My first shock was the blast of night air that swept up under the short nurse's shift and chilled my thighs. How women managed to tolerate wearing skirts and dresses in winter was a mystery to me. The sheer white panty-hose felt utterly foreign against my skin and provided little insulation compared to th...

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...

Walk-In Clinic

by ColinGraham on Sep 26, 2017
Transsexuals & Crossdressers

I don't know why I forgot to wear men's briefs that day, perhaps I was just so used to the comfortable feel of silk and lace that I didn't even think about it when I dressed. Or maybe I had an unconscious desire to be caught; to finally have my little secret uncovered. So here I sat at the walk-in clinic, debating whether to leave, or to risk the off chanc...

Eve Quest Pt. 03

by JJ Neal on Sep 19, 2017
Transsexuals & Crossdressers

Sometime during the night I was released. That exquisite pain at the point my limbs were release must have dulled my recollection of the events. I'm reasonably sure I was given the Toilet command and I hope I did a good job. In any event, I was still on the bathroom floor when I heard my mistresses stirring around the next morning. I got up, crawled under th...

Julie is a Whore Ch. 08

by Pretty_Sissy_Julie on Sep 14, 2020
Fetish

My name is julie. I am a sissy CD that has been working in a brothel for years now. During the week I am a male teacher named Julian, but on week ends and vacations I am a sissy whore that is the property of the owner of the brothel, "Madame." My sister, Becca, also works in the brothel. Since I am a slave there, Madame has given me my own room. Madame has...

Discovering Mistress Sarah's World Pt. 09

by oneguy4fun on Sep 14, 2017
Transsexuals & Crossdressers

Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was getting on with his new life. Miss May played a big part in ensuri...

Becoming More Feminine Pt. 02

by bottumguy84 on Feb 11, 2019
Transgender & Crossdressers

(Editor's note: This one isn't as long as my last story, the main character is getting a first name, and I'm going to incorporate a few requests from readers in the last story) *** Jason, Dan we're back. I barely was able to open my eyes when I heard Jen say, "Dan"? I finally woke up enough to realize what happen, Jason's arm was draped around my waist an...

Eve Quest Pt. 04

by JJ Neal on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 16 Monday morning I was told to wear my red panties, bra and ribbon; my white collar, bracelets and heels and a red sleeveless dress. Sheila and Jenny ate breakfast, got dressed and loaded me in the car. They dropped me off in front of the beauty parlor and Jenny said. "If Hilda finishes today. You should give her a tip." I went inside with that d...

The Domme Club: The Fucking

by NancyPan on Sep 14, 2017
Fetish

This story will likely be most enjoyable if it is read after reading The Domme Club and one or two other stories in the series (for background of Tom and Monica's relationship and how Tom has previously been humiliated in front of the Domme Club.) Respectful comments are appreciated. ***** Mistress Monica left Tom the standard list of chores to do while s...