Sissy Hypno Stories

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Orientation
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Infinite Scroll

Little Larry Ch. 02

by pantywriter on Oct 9, 2018
Transgender & Crossdressers Stories

The transition from sleep to wake came rather early for Larry the following Monday morning. He rolled over and sat up, and winced as a blinding flash of pain hit him. "Owwwww fuck me," he moaned as he quickly adjusted his sitting position. When he stood it was slowly and carefully, and it wasn't until he had walked through his apartment getting ready for Mon...

How I Became a Sissy for BBC

by Caged4goddessd on Mar 12, 2019
Transgender & Crossdressers

It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes. It was my junior year and at the time I was dating...

Sissy Fantasy to Nightmare

by Anon729 on Sep 16, 2017
Transsexuals & Crossdressers

My first ever story here so I would appreciate any feedback. Hope you enjoy it! ***** Sunlight drifted gently through the hotel room as I woke up and rolled over to feel the warmth of Rosie next to me. "Morning sleepy head," she greeted me with a smile. "No time to waste if you're getting ready for the stag." It was just 3 days until our wedding and the...

My New Daddy Ch. 08

by sissytoy20 on Apr 17, 2018
Transsexuals & Crossdressers

I slept in the next day and no one bothered me. The sunlight streamed in through the windows as I got up, bathed and got dressed in a skin-tight black minidress, bra, thong panties, and a pair of slut heels. I did my best with my makeup but I was still critical of my look. I knew enough about makeup to know that I could look so much sexier if I knew what I w...

A Day in the Lifestyle: Cock Cage

by secondsamuel on Dec 3, 2019
Fetish

Author's Note: My wife and I have been together for nearly ten years. In that time, we have been heavily involved in the local BDSM/Kink/Swinging scene, usually labeled ubiquitously as the lifestyle. I am incredibly fortunate to have such an open-minded and sexually adventurous partner. With her permission, this series shares and amalgamates some of our mo...

Another Weird but Satisfying Dream

by MrJimJim on Jan 22, 2019
BDSM

This story is not true. I just felt the need to get another recurring dream down in words to share with you. I hope you enjoy it! -- It was late. I was tired. I'd had one of those work days that makes you want to scream FUCK YOU to the entire world. I walk in the front door, set my keys on the table, and walk into the kitchen for some water. I go to the...

Strawberry Milk Pt. 04

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

Once I figured out how I wanted to experiment with this revelation on my nanos I decided on Dr. Corey as the start and Jill my porn store sissy. Dr. Corey was fucking me everytime I seen him and I started trying to concentrate as he breastfed from my huge titties. Not out loud but like mentally to my nanos. ~Harder, a harder bigger cock...more sperm, more...

A Very Public Sissy Adventure

by DivinaTellsAll on Jun 4, 2019
BDSM

At Madame Vega's instruction I had spent the last hour edging myself. This is not always an easy task for a sissy who is not allowed to stroke her clitty. The edging was primarily accomplished by the use of a vibrating wand inserted in my fuck hole, and an Hitachi wand that I could rub my clitty on, as I teased my fuck hole deep inside. I had been banned fro...

A Glorious Adventure

by Bobbirox2 on Oct 5, 2020
Transgender & Crossdressers

It was an unusually warm Thanksgiving evening in upstate NY, and I was called out to make an emergency run for my delivery job. I should have checked the weather better before leaving the house to make the run, as my route usually takes me about 4 hours each way with me expecting to get home by around 9AM if everything went well and I didn't stop anywhere ot...

The Emergence of Jocelyn

by JocelynF99 on Sep 17, 2017
Loving Wives

"Oh daddy. Oh daddy, you make me feel so good." "Oh daddy, you make me so hot for your body." "I love it when you touch me. You make me feel so good." "Please daddy, please daddy, make love to me." "I need you so badly." "I need you inside me." "Ohhh, OOhhh..." "Please daddy, make me your woman." "Please daddy, please daddy, please fuck me." "Oh God...