The Second Degradation of Alice - Cover

The Second Degradation of Alice

Copyright© 2025 by tiffany58

Chapter 4: Session 2 - Mr Green

Erotica Sex Story: Chapter 4: Session 2 - Mr Green - 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  

My second paying session with Dylan Jones was to focus on Mr Green, my deputy school head and my English teacher and my real life master from 15 until I left school for university at 18. This is what I told Dylan about how Mr Green came into my life and what he did to me.

Being a respected doctor at the local private hospital, Uncle John was obviously an important member of the community, and as such had a seat on the Board of Governors at my school. One Saturday afternoon he arrived unexpectedly at my parents’ house with Mr Green, my English teacher, in tow. As we sat around the kitchen table, having a very polite English cup of tea and biscuits, John told my parents that he had arranged with Mr Green, my English teacher, to give me extra coaching to help me with my exams and hopefully get me to the university I wanted to go to in a couple of years.

My parents were delighted when they met Mr Green, although nobody asked me how delighted I might be. They told my mum and dad that, each week, I would spend one evening after school with Mr Green at his house, which might mean I would not be home till about 9.30 or 10.00 but not to worry as he would have things for me to eat. And possibly Saturday afternoons, either at his place or back in school, might be useful, plus any occasions when at-school activities might be of benefit. Mr Green was tall and slim, probably a year or two younger than Uncle John and my father, with grey hair and round wire glasses that made him look much older than John. A respectable man to help their daughter progress well in school and life, so nothing to worry about there my parents both commented later that evening, by which time I already knew there was a lot for them to worry about!

When John said he was going round to Mr Green’s house now to discuss another matter, and suggested that I might walk along with them so I knew where I was going in future and to get the lay of the land, so to speak, my parents both said it was a good idea and no rush for me to get back as we would not be eating until later tonight. I just knew this was not a good thing and already had a feeling that Mr Green was more interested in me than he should be as he stared at my nipples protruding through my vest.

As we had not been expecting visitors, I was wearing my usual little satin shorts and another spaghetti strap vest, just as I had when John had first taken my virginity a year ago. Like that time, I had no bra on, although under my new dress rules I was also not wearing any panties. I asked if I should go and change but John said no, it was the weekend so I should wear what I liked.

So, the three of us left my home about 3.00pm, uncle John holding my hand possessively, and headed a few streets along the edge of our little park where John and I frequently met for “pre-bed” playtime, as he called it, which usually involved me masturbating for him or masturbating him. It only took a few minutes to walk past John’s house and a few more to reach Mr Green’s house.

No sooner were we inside than John put his arm round my shoulder and let his hand slide down inside my vest to squeeze and lift my breast. “You will enjoy these” he said to Mr Green who was staring blatantly at them now, “But before we have fun maybe its time to explain to young Alice how this is going to work from now on.” He told me that Mr Green would indeed do everything he could to give me additional teaching and coaching to help me to achieve my exam and university ambitions. That news made me feel a little more relaxed about things, but not for very long.

“In return for his teaching support Mr Green will need some compensation for his time and effort but he does not want to place a financial burden on your parents. So, I told him you are now my personal little slut and whore and like all good whores you will provide whatever services he may need in return for his investment in you. From now on Mr Green will be your lead coach but I will also continue to teach you how to be a good slut and whore, sometimes we might even do it together like this afternoon. Now, I think it is time for you to show Mr Green what a skilled and dirty little whore you are – so get those clothes off now!”

Shocked by John’s words and the fact he was finally giving me to another man, despite talking about it for a year, I hesitated for a few seconds, looking at John and Mr Green who was undoing his shirt, and then reluctantly lifted my vest off over my head and dropped my little shorts. I stood there naked before them both, hands at my side, hiding nothing as I knew it would be pointless.

Mr Green took off his shirt, revealing his skinny bony body, then kicked off his shoes and undid his jeans, before pushing them down his skinny legs and shaking them off his feet. As he stood there in his briefs, a large bulge pushing out towards me, John quietly said “Why don’t you show Mr Green your excellent oral skills? I have been teaching her for a while now and she has reached the point where she can go very deep but probably needs another teacher to make her go that bit further.”

Mr Green dropped onto his sofa and as he did so, removed his tented briefs to reveal an impressive erection that was standing to attention awaiting my first lesson. In his best teachers voice he suddenly said, “Come on girl, get on with it, you might need a bit of discipline as well as coaching it seems.”

Hesitantly I crossed the room and stood between his outstretched legs so he could grab my breasts and tweak my nipples hard, sliding his hands down my body to fondle my hips and buttocks, before the final indignity of having my naked teacher push two fingers into my already wet pussy – once again my body had let me down and was reacting to the thought of being given to this man.

 
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