Humiliating Orgasm Stories

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Inaugural Crossdress Sexfight Ch. 02

by danidhotcd on Sep 16, 2017
Transsexuals & Crossdressers

CXSFL – Match 2: Dani vs Jamie With my first match under my belt, albeit a humiliating lopsided loss, I felt better prepared and even more excited to try another match. I was hoping to be on the giving end for my next match and felt I had learned some valuable lessons that would increase my chances of getting a win. Although it's difficult to complain about...

Allison's Addiction Ch. 07

by Schlank on Jun 11, 2019
BDSM

It was somewhat before 7:00 am when I woke up. It was dark in my room, but I could hear the soft breathing of a sleeping female in my bed and I could feel one of her legs draped over mine, as well as one of her hands resting limply on my torso, just between my breasts. "Nat?" I asked groggily, assuming that the identity of my bedmate was my teenage neighbo...

Sarah Goes to College Ch. 03

by Sarahcheer on Sep 19, 2017
BDSM

Chapter 3: Sarah's First Day as a Puppy Slave Sarah had managed to finally get to sleep after tossing and turning in her cage. She had been sealed in a restraining Dalmatian colored bitchsuit the previous night by Brian, the person supposedly assigned to be her mentor at state slave university. Brian had dreamed of what it would be like to have his own pu...

The Exhibitionist Pet

by Ruination on Sep 28, 2020
Exhibitionist & Voyeur

This is a fictional story and all the names were created using a random generator. It does not reflect real events, real people, nor does it have the ambition to be totally realistic. It is also important to mention that I am not a native speaker of the English language, which may mean that mistakes may have passed even with the various revisions I made. Hop...

Taken at a Party Pt. 06

by johan26 on Sep 16, 2017
Loving Wives

Ever since Aaron fucked her at a party at his house, he had been seeing my wife Marta almost exclusively. He frequently slept over (I moved to the couch), and he would fuck my wife all night long. After humiliating me by cumming all over my face, Aaron informed me I was to cater and bartend a party at his house that Friday night. The last two parties I went...

For Her Amusement Ch. 01

by jsx730 on Sep 25, 2017
BDSM

Preface This story is loosely based around the life of my wife and I, along with a married couple that we are friends with. The characters are based on real people, but the events of the story are only fantasy. We're all around 30, give or take a few years. In the past, my wife and I have explored swinging, power exchange, and a long list of kinks. At the t...

Booty Call

by ashenthorn on Sep 12, 2017
BDSM

"You wanna go outside?" She was cute. Nice tight body packaged and displayed in the latest fuck-me style. Trendy raver-style blond hair, and big blue doe eyes. She wanted to take me out into the back alley of the club and blow me and God knows what else. This is where things get a little complicated for me now. I told her no. She probably never heard that o...

Sissy Hubby gets a Birthday Treat

by sissychelsea on Sep 15, 2017
Transsexuals & Crossdressers

One of the greatest nights of my life started with a simple request for my birthday. When my wife Madison asked me what I wanted to do, I told her that I wanted to go out with her and have a night of dancing and drinking as "Chelsea", my girly-side. I had been cross-dressing for most of my life and just recently my wife has become more accepting of it. She h...

Return to Sessia Ch. 11

by Schlank on Sep 25, 2017
BDSM

The day Amy and Scott left Sessia, Gretchen took me to the airport to see them off. Of course I got plenty of stares. A naked girl with my figure walking through a public place will get ogled and gaped at. Of course there were quite a few people with iPhones or cameras who took my picture. My bottom was still red from that morning's spanking. Something abo...

Fucking & Punishing A Slut Ch. 03

by Abeja on Sep 12, 2017
BDSM

I soon caught wind of Shelly having an affair. How far they went I didn't know, but I had my suspicions. She claimed that they were just friends, but from her mannerisms, I knew that there was more. Evidently the spanking that I gave her some time ago was not sufficient; I told her this one night when we were alone in the house and that I should have punishe...