My early education was supervised at home by a tutor. I had qualified for university entrance by the time I was fifteen, so I suppose they would call me a nerd nowadays. Anyway. when I was seventeen my father decided that I should enter a seminary to finish off my education. Saint Nicholas was renowned for a high academic standard and firm discipline, and moral standards that many academics considered well outdated. And it was a boarding establishment, so I should be seeing my mother only between semesters. I looked forward to a dismal few years.
By the time I entered the college, I had led a cloistered life. I knew nothing about girls and I'd indulged in a limited amount of uninformed discussion about sex, but I hadn't even seen any girlie pictures, so breasts were still bumps in swimsuit advertisements and I hadn't the remotest idea what a woman's genitalia looked like. All of which hadn't prevented me from doing a fair bit of what my few friends called wanking while I was in bed at night.
Some time after my eighteenth birthday I came down with flu, and following the college's health regulations I was isolated in the school sanatorium and prescribed "bed rest", which seemed to be the panacea for most ailments at Saint Nicholas. With so much time spent in bed, I had more time for wanking, because I was the only patient in a room for four. And that was when the school matron caught me.
Matron had only just taken over from the elderly dragon who had been in charge of the sanatorium for years and years. I found out later that she was only twenty seven, but in her severe matron's uniform and with no make-up and severe bi-focals on her nose, she promised to be no less a dragon than her predecessor. Though certainly she was far from sack-shaped like the old dragon: in fact she had an incredibly small waist and her uniform bulged mysteriously at the top top.
But, as I said, she caught me masturbating. I had my eyes closed, and she was in the room before I realized she was there. I looked up to see her standing beside my bed.
"What are you doing?" she demanded, and flung back the bedclothes.
My cock was poking through the fly of my pyjama trousers, and still in my hand. Some of us had indulged in group wanking behind the gymnasium, so I knew that even at eighteen I had a better developed weapon than the others. And this day I'd been working on it for quite a while, so there was no hiding it.
"You're masturbating!" Matron said accusingly. "What have you got to say for yourself?"
"Nothing," I mumbled.
"Take your hand away. Don't try to hide it." She grabbed my hand and pulled it away from my cock. I willed the offending organ to shrink, but even the shame of being caught and the fear of the consequences couldn't reduce the tell-tale erection.
"Get out of bed, and stand up!" commanded Matron. I stood beside the bed, stooping, knees together, ashamed of the rod that still obstinately thrust out toward her.
"Stand up straight, you're not going to hide it that way." Matron stared at it for a long while. "I shall have to report this You know you can be expelled for this, don't you?" "Yes Matron," I mumbled. I was near to blubbing, but I wasn't going to let her see. "I'll have to think seriously about it," Matron said. "College rules cannot be flouted in this way. In the meantime, I'd better give you a check-up. Masturbation by itself can do you no physical harm, but a sudden interruption like this can have bad effects. Take off your pyjamas and lie on the bed."
She left the room, and I peeled off. By this time the erection had shrunk to a droop that was evidently ashamed of itself. If it wasn't for Matron, I thought, I'd rather have it standing up proudly. It certainly felt better that way.
Matron bustled back into the room, a stethescope round her neck, and drew up a chair. "Not much there for me to examine," she said. "I'll have to see what I can do. Open your legs."
She reached between my thighs and cupped my scrotum in her hand. I expected a rough examination, but her hand was cool and gentle. She kneaded my testicles in her hand, and then took hold of my shrunken cock in her other hand, squeezing it gently and feeling all round the rim. This was like no physical examination I'd ever experienced. I'd never had my cock held by a woman before, or by anyone, and it was a good sensation. I was afraid my cock would start to swell again, and I tried to will it to shrink. But she was massaging it all over, squeezing, rubbing her finger over the knob. It excited me as much as my own fingers did. More. And in spite of anything I could do my cock was swelling in her fingers, and I felt myself blushing with shame.
"There's nothing to be ashamed of," Matron said. "But it's got to be larger than this for me to examine it. Now relax."
She seemed to know just what to do to give it all the best feelings, and I wondered if maybe she had something similar between her own legs, even though it was popularly supposed that women had something altogether different. Inside a minute she was manipulating a bigger erection than I'd ever managed to give myself. Manipulating? More like masturbating!
"Not bad for an eighteen year old," Matron said, and continued to squeeze and examine every part of my cock and my scrotum. Every so often she stopped and checked my heart with her stethoscope, and sometimes she'd listen and masturbate me at the same time. I'd been enjoying it, but suddenly I was engulfed in another fear. At any moment I was going to cum. And by that time I was capable of ejaculating a pretty fair stream of semen. I had to stop her, and yet I was too shy to tell her she was going to make me have an orgasm.
My dilemma was solved quite suddenly. Without any warning I started to cum, and just as a stream of jism squirted out from the hole in the end of my knob, Matron seemed to change her squeezing so that she was massaging my cock in time to the surges that were controlling it. Almost as if she knew what I needed to keep my orgasm going to the end. I'd never pumped out so many jets of cum juice, or gone on throbbing for so long after the ejaculations stopped. And right till every last throb was finished and I lay back exhausted, Matron squeezed my cock up and down and squeezed out every last drop onto the towel that I hadn't noticed before.
"Well, he seems to be in fairly good shape," Matron said. "One or two little irregularities. Put your pyjamas back on, and I may have to do some more tests tomorrow. Mind you don't start playing with yourself again. I haven't decided yet whether I'll have to report this."
The next afternoon I was sitting up reading when Matron stood beside the bed. "Unbutton your jacket," she said, and leaned over to listen to my heart. The top button of her white uniform was undone, and as she leaned over me it dropped away from her body so that I was able to look down inside. There were two bulges that hung down inside some sort of lacy thing. There was a pleasant perfume coming from her that quite excited me. And then I realized the sight of a part of her body that I wasn't supposed to see was also exciting me, and I felt my cock rising even though I wasn't playing with it.
Matron looked up suddenly at my face, and saw where I was looking. I looked away quickly, and blushed. "I'm sorry," I mumbled. "I couldn't help it."
"It's not a good idea to get caught looking down women's clothes," Matron said. She pulled down the bedclothes and looked at the cock that was poking aggressively out of my pyjama fly. "Masturbating again, are we?"