The Second Degradation of Alice
Copyright© 2025 by tiffany58
Chapter 1: Reunion and memories
Erotica Sex Story: Chapter 1: Reunion and memories - A young woman is recovering from years of degradation at the hands of a group of mature men. But an invite to a school reunion triggers emotional flashbacks and leads her towards a second degrading life. How will she survive?
Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft Coercion Consensual DomSub MaleDom Humiliation Anal Sex Cream Pie Double Penetration Exhibitionism First Fisting Masturbation Squirting Teacher/Student Prostitution
It was my best friend from my school days, Jessica, or Jess as I called her, who caused me to take a trip down memory lane, triggering memories and sensations that subsequently changed my life completely. I had just got my life in order after my first years of degradation but this simple and supposedly happy occasion pushed me back into the dark days I thought I had left behind.
When she suggested we should go to the Centenary celebration tea party at our old school, an all-girl school on the edge of the town where I grew up, celebrating 100 years since it had been opened, I agreed to go with her as I thought it might be fun to see some of our old friends. Although I admit there was a nervous tightening in my stomach when I set out that day. So much of my life had been shaped by that place, and not all of it for the best. Indeed, the nearer I got to the school the less the idea of meeting old friends was at the forefront of my mind, and increasingly it was the school itself that was my focus.
Let me just give you a quick pen-portrait of me at that time. I was just 26 years old, and had been on my own and celibate since I was 21, no lovers or boyfriends, just some good girl friends and a determined focus on building my career.
I was a cyber security trainer for several hi-Tech companies and financial institutions, having recently gone freelance with a core group of loyal clients. I spent most of my week travelling to clients, or more usually to their clients, to deliver training courses for them, meaning I spent several nights a week in hotels all over the country, and sometimes in Europe too.
Physically I am 5-3/160 cms, weighing just over 50 kilos (110 lbs or 8 Stone), with a petite body, with small 32a breasts, although my nipples are large and long with small pink areolas; they can be quite prominent, and depending on what I am wearing, can frequently be obvious – thin or silky tops can be the biggest risk! However, I have been braless since I was 14 so, nowadays, I am oblivious to any watching eyes. I wore my shoulder length blonde hair in a bob, but it was long enough to pull back into a pony tail if I wanted to, or piled up into a loose bun when I was relaxed.
I always dress smartly, in dresses and skirts/tops, and usually wear 4-inch stiletto heels when working, to give me a bit of height and because I know they make my legs look good – I can be a bit vain about my appearance! I make every effort to keep my body and legs naturally tanned, as I never wear tights/pantyhose or stockings. Basically, what you can see is all that I am wearing, and today I chose a simple silk dress that was fitted at the top but flared out from my hips.
When I arrived at the school I pulled into the carpark and sat in my car for a few minutes, waiting for Jess to arrive. But I was also looking at the building where so much had happened to me, and the butterflies in my stomach were getting worse the longer I sat there. Was it nerves or excitement? I was not sure but by the time Jess had arrived and we were walking in through the main doors my body was already tensing up.
We walked through to the sports hall and out into the area set up for the Tea Party, just outside on the first hockey pitch. Several girls were there who we knew, and a few old teachers were chatting to the assembled women, who ranged in ages from some in their 70s to ones like me and Jess who were only in our mid-twenties. We chatted for ages, enjoyed the sunshine, and nibbled on the assorted cakes and sandwiches laid out for everyone. But all the time I was getting more anxious without knowing why.
When Jess was deep in conversation with two other girls, I took the opportunity to wander off and go back into the school. For the next 30 minutes or so, I ambled around the school, unconsciously perhaps, retracing the places that had such deep meaning for me. Somehow the first place I found was the caretaker’s storeroom, where I had spent a lot of time, several times every week; then the teachers’ staffroom, where I had been most Saturday afternoons before being allowed to go shopping with Jess and my other girlfriends; and finally, the changing rooms where I had also spent time after hours.
And all the time, I found myself thinking about Mr Green, and getting more and more aroused as I entered each space, recalling what I had done there and his part in things. As I stood in the doorway to the caretaker’s storeroom for a second time, picturing the time I had spent in this place with Mr Green, I felt myself becoming aroused and could feel the dampness between my legs. My inner thighs were sticky and moist, and I could feel the first trickle beginning to slide down under my dress.
By the time I had visited all the places in the school where Mr Green and I had spent time together, I could feel my inner core becoming ever more aroused, and my inner thighs were both slippery. I could stand no more. I raced into the nearest girl’s toilet and locked myself in a cubicle. I pulled up my dress, no panties being one of the legacies of my time at this school, and sat on the edge of the seat, instantly spreading my legs wide, so I could sink two fingers deep inside my sopping wet vagina, curling them up to press my g-spot and drag a stifled groan from my mouth. With the other hand I stroked my smooth mons and fleshy labia, then found my already hard and erect clitoris and began to rub furiously. It took only a couple of minutes before I had the most enormous gut-clenching orgasm, my juices spraying from me on to the floor between my feet, and almost passing out from the adrenaline rush that shook my entire body.
After five minutes I stood up, wiped myself dry, and put my dress straight, before walking unsteadily out of the school and sliding into my car. As I drove out of the carpark I said to myself that I would explain my disappearance somehow to Jess later.
I drove a short distance to a small public park, which I used to pass every day as I walked to and from school, and parked in the little carpark next to it. For a few minutes I sat there in my car, my hands under my dress and pressed tightly against my still wet and tingling vagina, before forcing myself to climb out of the car and start a slow walk around the scene of my early life and first degradation.
Five minutes’ walk found me standing outside the house where I spent the first eighteen years of my life, before I left for university and my ever-expanding life of sin. The old house was now owned by somebody new; my parents having retired to the Canary Islands when my father took retirement from his high-level job in an investment bank. My parents married late in life and I was born when my father was in his mid-40s and my mother in her late 30s, so by the time I was 14, when my story first started, my father was well into his late 50s, and my mother just past her 50th.
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