Private School (Older Woman, Teen Male, Coercion)

phtlc

Super-Earth
Joined
Jun 11, 2009
Location
Under your bed, in your cloest, in your head
After class I had been summoned to Ms Atkins office. She was the vice principle of the school, and most people felt she was the one who was really in charge as the principle Mr. Henderson was a dopey old man who usually seemed clueless. She was a severe woman, in her early 40s' looked like she could be quite pretty if she wore make up and didn't always have her hair tied up and a permanent scowl on her face.
Saint Sofia Boys School was a private school, where students lived in residence. My parents had experienced difficulty coming up with the tuition to send me there, but they managed to scrape enough together to send me. They died a year ago in a car crash, but I was allowed to stay here to finish school due to a catholic foundation charity for students in crisis. My tuition and room and board were covered until graduation.

I had never really fit in and furthermore I was not a very good student. Not a disciplinary problem (until very recently), just distracted and not very interested in school. I also had social difficulties. I had been bullied quite a bit. I was not really a fighter so I tried to stay out of peoples way as much as possible. Ms Atkins had spoken to me several times about my attitude, which baffled me because I was never disrespectful to any authority figures, just distracted, usually daydreaming and putting little effort into my work.

Recently, I had gotten into serious trouble with the law which was completely out of character. I had never even stolen a pack of gum before, but recently some of the kids from the football team invited me out and when they got me there they put me on the spot and gave me a dare. Desperate to fit in, I reluctantly complied even though what they were daring me to do was clearly illegal. When I carried out the dare, something went terribly wrong, and something serious happened by accident. Fortunately nobody was seriously hurt but the property damage was severe.
The trial had been short, and hadn't really gone my way. The judge was prepared to send me to the state youth correctional facility, which housed people under 25. I was scared shitless at that prospect. Heck I couldn't even handle bullies at school...I'd be dead in there! The School and the church intervened on my behalf with my lawyer, and managed to convince the judge to allow for a suspended sentence, aka I was sentenced to time in juvy hall and technically could be held there, but would be allowed conditionally to stay at the school to finish my education.

When mentioning the deal, the judge lowered his glasses on his nose, looked at me and spoke. "While it goes against my better judgement, I reluctantly agree to release you to the custody of Saint Sofia Catholic School contingent on regular meetings with a parole officer having a representative of your school present. Understand..." he paused theatrically, "...you have not beaten the rap! You belong in the state youth correctional facility and will only remain free of there on condition that your probation officer received favourable reports from your school. Despite the shame you have brought upon the school with your conduct, they have stuck their neck out for you. I hope you recognize this, take full advantage of the second chance they have granted you and never stand in my court again!"

I could barely contain my relief! On the drive back to the school, I stayed quiet, contemplating what the rest of my time at St. Sofia's would be like, and vowing never to so much as jaywalk again. I also intended to repay their support by motivating myself and becoming more committed to my education.

I made it to my afternoon classes and was instructed to go to Mrs. Atkins Office after dinner. I was curious, but assumed this would be about her laying down the law, regarding my future here. I committed to thanking her, and assuring her I would be a whole new student from now on. As I walked the halls to her office, I pondered how the conversation would go. She really did not like me, so I wanted it to go quickly, so I could get out of there. The halls were poorly lit, expensive wood carving on the walls, as my footsteps echoed down the hall. Arriving at the head office I knock on the outer door which is open. I can see her in her office, as she looks up raising her finger in a gesture telling me to wait while she finishes what she is doing. I stood there awkwardly for about 10 minutes as she typed on her computer, before she stood and came to me.
She grabbed my arm and pulled me into the main office, and closed the door behind me, locking it. I didn't really register at the time how odd that was
Guiding me into the office, she places her hand on my back and runs it gently up and down. I find this incredibly awkward, being alone with her like this. She never really liked me much, and now she suddenly without warning takes me into her office? Was I in trouble? Did she have bad news for me? She also locked the door to her office.

I turned to face her as we both stood there, looking at each other in silence. I assumed she would start the conversation but she didn't. She just stood there looking at me, allowing the awkward tension to build. After awhile I felt compelled to say something.

"Mrs..." I started, but she cut me off by pushing me against the desk, rather aggressively. I was completely taken aback by this, but did not protest, having been raised to respect authority figures. I felt a sudden pressure in my crotch as she grabbed me through my pants, touching me in my privates causing me to gasp partly from fear and her rough handling, but also partly from humiliation. This wasn't ok.....she shouldn't be doing this! I had never even kissed a girl, much less made out with anyone. Some of my friends had, but I was a bit of an introvert, easily bullied and a bit of an outcast.

I opened my mouth to speak again, when she leaned in and kissed me hard, still groping me, being a bit rough while I leaned back wanting to pull back, but frozen in fear and humiliation. Had I done something wrong? What would my parents have thought if they were alive and saw me like this? This was sin! To compound my humiliation, I was actually getting a boner from being groped by this woman who was in her early 40's at least

She was not being affectionate with me so much as attacking me. Her hands went to my pants and opened the front, exposing my erection, grasping it with her hand while her other hand started to fondle my balls. She was quite rough in her aggression and I gasped and yelped a few times, even saying "ow" as she was hurting me a bit. I was afraid, and even wanted to cry. Sure like any young teen boy I liked girls and was curious about sex, but this was shameful and crude. Mostly what she did felt real good, but occasionally she gave a rough squeeze or tug, which she seemed to do intentionally to hurt me. I could see a look of excited satisfaction in her eyes every time she made me yelp in pain.

"Stop!" I said, trying to pull away. With that she gripped my balls hard and slapped me across the face. Looking at me harshly, she spoke;

"Shut up! Not only were you originally here due to our good charity, right now I am the only person keeping you out of the state youth correctional facility. You really want to go there? A weakling like you? Within minutes you would be sucking some gang bangers dick through broken teeth while another one fucks you in the ass from behind and twenty or so more stand there waiting their turn!". I stared in shock at the language she was using and the fact that she would use such a horrible threat against me. Sure she had never really liked me but who was this person! It was like someone had taken our school mistress and replaced her with someone entirely different.

"Understand I do not like you, and wouldn't hesitate to send you there. To be honest it would give me pleasure to deliver you gift wrapped to them. Now, shut up and do what you're fucking told!"

She paused to reach between her legs and pull her panties down , stepping right out of them, which made me quite concerned about her intentions. Grabbing my hand she roughly put in between her legs, crudely placing it on her private spot as I stood there in shock. I felt course hairs, heat and dampness, and while I had often fantasized about seeing a woman "down there" I was a bit grossed out by this despite the fact that she was quite pretty for her age.

"Put them inside me" she said, making sure I understood it was not a request. Probing I found an opening and stuck my finger inside her feeling the soft innards of a woman for the first time, amazed that I was inside a woman's private spot for the first time. While creeped out by the overall situation, I was mystified by the sexy secrets of a woman's body, and quickly probed inside her with another finger as she roughly manhandled me, kissing me aggressively.

Taking her hand, she reached down and grabbed my hand which currently was fingering her, and she guided my thumb to a soft little bump, which I intuitively knew was her clit, as I was not completely stupid, had been through sex ed and seen a porno. As soon as I stroked it, she gasped and twisted my balls a bit, causing me to cry out as my knees buckled slightly while I gasped desperately.

"It hurts..please!" I said desperately

"Shut up and stroke me" she said as she slid my shirt up, and placed her mouth on one of my nipples before biting hard. I gasped, and jolted, wanting to get away from the pain of this, and her rough handling of my genitals but pulling away would cause it to hurt worse. I blinked a few times, feeling my eyes begin to water as I wondered why she enjoyed hurting me like this.

Releasing the bite, she went back to nicely stroking me for awhile, making sure her thumb slid expertly over the pee hole at the end of my penis and around the glands each time her hand stroke reached the tip. The whole time she was pressing herself against me, kissing me as I continued to finger her.

Suddenly and without much by way of warning, I felt myself approaching orgasm. I did not want to spray everywhere, so I tried to warn her, but as I opened my mouth she hooked her arm around my neck, pulling me in for a kiss. I tried to pull away, removing my hand from between her legs but she tugged on my scrotum, keeping me in place when suddenly it happened. I felt a massive tingle gather from my balls and fire through my body as I experienced my first orgasm as a result of a woman's touch. As soon as my flesh started to convulse and spray fluids, some of it getting on her, she looked down at my now spewing cock and gave me a nasty look...before twisting my balls savagely in mid ejaculation, causing me to scream and collapse onto the floor, unable to appreciate the current orgasm as the pain was overriding it.

She fell to the floor with me, landing on me painfully as I hit with a thud. Still holding onto my testicles, she kept squeezing and twisting as I screamed, before she covered my mouth with her hand and leaned forward to start biting me again, leaving little marks all over my abdomen and chest. When she stopped biting and squeezing, I was struggling to hold back tears, tears of pain and shame. Why was she doing this to me?

"Think you can just finish without me?" she hissed aggressively, before moving herself over me, straddling me as she brought her pelvis well up past my chest, and before I knew it, she was straddling just over my face. I barely had time to contemplate what she was about to do when she mashed her vagina against my face.

"Use your tongue" she commanded, "There" she said, placing her finger on her clitoris. I was in shock, disgusted that my mouth was on another person's private parts. I mean I had heard the term 'eating pussy' and had even made a joke about it, but this was too real. I wasn't ready for anything like this. Guys always made comments about how this was supposed to "taste so sweet" despite the fact that none of us had the slightest clue what it tasted like, and to be frank I actually found it disgusting. Now granted it might have been psychological due to the thought of my tongue being where someone pees from, but I felt I might get sick. She did not care. All she did was grab my hair tightly, yanking it painfully as she ground her body against my face, riding it as one might ride a mechanical bull. She was not interacting sexually with me so much as just using me as a toy.

She kept this up for several more minutes before raising herself and turning herself around, so she was still straddling my face but facing the direction of my feet. This had the added gross out factor of her butt hole being right in front of my eyes as she went back to grinding and riding me, satisfying her pussy with my tongue.

After a few more minutes of this, she reached forward and grabbed my scrotum, holding it firmly as she fucked my face aggressively until finally her body tensed up, and she emitted a high pitched squeal. As her orgasm struck, she again squeezed my testicles viciously, worse than the last time, twisting hard as she sat herself down hard on my face to muffle my scream as she shuddered for several minutes before relaxing, and laying down on me, with her ass in my face and her head resting on my pelvis for a few moments, breathing heavily.

Suddenly she got up, standing and reached for her panties, pulling them on.

"Get up, and clean yourself" she said throwing me a hand towel, as I stood and cleaned myself and fully dressed. As I stood there in shock at what had just happened, she reached out and grabbed my lower lip between her thumb and forefinger, pulling me close.

"You will not speak a word of this, or show anybody those bite marks. Understood!". As she said that she grabbed my crotch with her other hand. I nodded quickly, shaking nervously.

"Good. Fuck with me and I will place one call and have you in the youth correctional faculty getting passed around like a blow up doll before the taste of my pussy is out of your mouth!"

With that she roughly, pushed me towards the door. As I staggered towards it in shock, trying to blink away the tears of shame, and the feelings of disgust, she said one more thing.

"And I want you here the same time tomorrow!"
 
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