Sissy Hotel Stories

62,092 results
Orientation
Length
Source
Infinite Scroll

Stranger In El Paso

by Playset on Sep 2, 2017
Exhibitionist & Voyeur

My wife and I recently had to take another business trip to El Paso. Since she had a meeting to attend we thought it was going to be just another routine run. It had been a busy week and we didn't even get to pack up many things for the overnight stay. We grabbed a few things, threw them in an over night bag and rushed out the door. El Paso is about a 5 hour...

Almost Public Sex

by SecretHowl on Sep 14, 2017
Erotic Couplings

As I noted in the story about my spring break trio, my name is Kirsten. Twenty-five years old, not long out of a long term relationship, I have begun exploring my sexuality. I 'm 5'2" about 135 lbs with reddish hair. I'm not real big up top, 32C, but I've had no complaints, and I am still firm, and my build is more athletic than super curvy. I had come bac...

A Hot Party Crowd

by snj4fun on Sep 17, 2017
Loving Wives

It was a perfect summer day in early July. We were heading to the shore for the weekend and decided to head straight to the beach before checking into the hotel. It was 85 and sunny without a hint of humidity and our bodies melted into the sand as the sun rejuvenated our souls. Around 2 o'clock, we headed to the hotel and took a well-needed nap. I woke you u...

Nobody Does it Better

by Mediastar on Sep 17, 2017
BDSM

I looked up as the young girl writhed and gyrated on the counter above me, a university student in a whore's costume. Her adult but almost boyish body looking incongruous in electric blue hot pants and pink push up bra, quaint in its old fashioned seedy promise. Her eyes fixed straight ahead, looking at herself in the gilded mirror on the wall opposite in al...

The Rituals of Thelema Ch. 02

by LeopoldNicholas on Sep 19, 2017
BDSM

Our train pulled into Gare de Nord at twenty three twenty six local time. The platform swarmed with life as we disembarked, passengers intermingling with the always over excitable station employees. Elizabeth insisted on keeping her baggage, a bastard collection of handbag, shoulder satchel and small wheeled case. Not wishing to make a scene I indulged her b...

Desires Unexpectedly Learned

by nikiwest on Sep 1, 2017
Group Sex

I sat at the hotel's bar by myself. I held my glass of Chardonnay to my lips, sort of rolling the large bulbous glass from side to side. I was deep in thought, in sort of a trance really. I was thinking about all of the deadlines I had at work and realized that I had been sitting there not long. I looked up to the right of me to meet the gaze of a man. He...

Helena Will Go

by SwagmanDank on Sep 14, 2017
Group Sex

It was Helena's 30th day in a row working her office job. She had been inundated with calls for 29 of those days but this day was deceptively quiet. Boredom had started to sweep across her mind, ravaging all the positive sentiment she had fostered amongst her colleagues, destroying all the pleasant conversations she had undertaken in her duties as a contac...

Majorcan Surprise

by BJ_HoneyCut on Sep 1, 2017
Group Sex

Like a lot of restless young men, when I was 19, I ran off and joined the Navy. I had some pretty wild times in the service, usually involving some combination of drinking and sex. As they say in the Navy, I was "young, dumb, and full of cum." Of course it was also the Navy routine that contributed to it. We would be out at sea for months at a time, and then...

A Weekend Away

by BlissfulAbuse on Sep 14, 2017
Group Sex

I'd never been to Liverpool before, so when I was told I'd have to go up there on business I figured I'd stay for the weekend and see some of the city. I knew that, after a particularly rough time in the 70s and 80s, the city was being revitalised, and I planned to take in some of the cultural attractions. I'd also made several previous trips to Manchester a...

The Packages

by Eroviking on Sep 12, 2017
Group Sex

You are sitting at your job and it's about time to call it a day. A guy from some delivery service comes up to you are gives you a package. The box is wrapped in a shiny red paper and black strings and you see your name written on it. As soon as the delivery guy walks away you open up the box. What you find is a key with a small label on it, it reads "202"....