Chapter 1

‘Remember, Tommy, you were here to help me with the garden. If you want to do this again, no one must know, ever. Tell me you won’t tell a soul, Tommy.’

‘I won’t Miss, I promise. When can I come again?’

‘Soon, now back to school or you’ll be late. I’ll see you in class later and don’t smile at me when I come in, just act normal and behave, now go, I have to dress.’

When I heard the door shut I got off the bed and walked to the window. I watched as Tommy walked back to the school, still naked, I liked staying naked after sex, it made me feel good.

Tommy looked back but didn’t wave, probably not seeing me as I gazed at his young body from behind the curtain. He looked so sweet as he skipped and hopped along the pathway, he was in heaven and today was the best day of his short life.

My name is Trudy and I’m a school teacher. I’ve been a teacher for seven years, since I was twenty one, and this is my fourth school in those seven years. You see, I’ve done this before and each time I’ve been found out I’ve been made to resign. Each school had rather got rid of me quietly than have a scandal, none of them wanted that kind of publicity, it wouldn’t be good for their reputation. Private boarding schools very much relied on their good name and any hint of anything like this could ruin them, which was very lucky for me.

This school is the ‘Duke of Wellington school for young men’, it’s very old and very prestigious and my last school very kindly provided me with a glowing reference. They were only too happy to help me get another job quickly and Wellington school were desperate for a maths teacher, so it worked out well, for me anyway. The boys here ranged from eleven up to eighteen, I taught mainly the younger ones but not always.

I’ve been here eight weeks and today was the first time Tommy, or any boy had been in my bedroom. The build up to today had taken weeks, Tommy was very shy but from the beginning I could tell he would be the one, he couldn’t stop looking at me and when I caught him he would blush terribly, poor thing. The other boys all stared, too, but they were more aggressive about it, especially the older ones and that didn’t interest me at all. I hated aggressiveness, be it men or boys. Any that tried to act this way just made feel cold and angry, the very opposite of what I was looking for.

But because of the way I looked I attracted many who acted this way. It seemed most men thought they had to be all macho and arrogant to attract a female, as if we couldn’t see through their shit and see them for what they were, assholes. In fact, I hated all men, they were all bully’s and only wanted to fuck me. All of them saw me as a piece of meat to enjoy, to do what they wanted with, regardless of my feelings or needs. Boys were different, well some of them, they were innocent still, shy and not aggressive, they so wanted to please and if you told them no they would listen. I was in charge and I decided the pace of the things, it was my show and it was always done how I wanted. This is why I did this, I could only find sexual satisfaction with boys, I loved to seduce them and be in charge. The way they were so grateful and non-threatening and easily manipulated made me feel so strong and powerful and this is what I needed to get off.

To look at me you would think butter wouldn’t melt in my mouth. I was slim, 5ft8”, with long blond hair and big blue eyes. My tits were big and firm and my bum just about perfect, I was very athletic and kept myself in great shape, it made me feel sexy being fit and strong. My skin was fair and I had a few freckles which helped me look younger than I was. I wore little make-up because I didn’t need it and it made me feel cheap, my daddy had made me wear it when I was a teenager to make me look sexy. He was the reason I was fucked up sexually.

My mum died when I young, you see, just as I was becoming a woman and needed her the most. This left just me and daddy. Daddy took her death really badly, he became so protective toward me, scared I would die as well and leave him all alone. My mum had been murdered while coming home after a night out with some friends, a man had stabbed her in the street while trying to rob her, she died in the gutter with only a girlfriend with her.

Daddy wanted to know where I was all the time and who I was with and would insist on driving me everywhere and picking me up. We were both grieving and needed each other and I liked that he loved me this much, we became really close, it was lovely. But when I started going out again, I felt guilty about leaving daddy, knowing he was worrying all the time, it made me feel bad. He was lonely and needed me so I started to stay in more, happy he was happy. He was so nice and would cook and even take me out to lovely restaurants, it was like we were a couple at times.

I remember taking a bath and daddy coming in to talk to me, he didn’t seem to notice I was naked and just started chatting. He acted so normal I just accepted it and it became a thing. He then started to wash my hair, massaging my head and rinsing me off, it was nice and I liked him doing it, he was so good at it. And when he took the face cloth and started washing my back I said nothing; and when he told me to stand so he could wash the rest of me I let him. He started to wash me all over, every night, telling me how essential it was to be clean and that I should pay special attention to my privates. After washing my body he would then soap his hands and begin to wash my pussy, his would gently rub me while talking to me about his day, telling me how it was at work and how lucky I was to still be at school.

He would slide a finger inside me and tell me that this part needed to be cleaned very carefully. As a girl my insides could become dirty and smell so he must do this properly, he would say. He pushed them in and out and rubbed the walls of my pussy, his fingers filling me up as he cleaned me. I would stand perfectly still as he did this, my legs apart and my hand on his shoulder keeping me from swaying too much. He would then wash between my lips and pay a lot of attention to my clit, making me feel all fuzzy and a bit dizzy.

He did this for months, sometimes making me cum, though I tried my hardest to stop it, feeling so shameful when it happened. He then began asking me to his bedroom at night to look through old albums of mum and us, we would sit on his bed for hours, eventually falling asleep together, cuddling. It didn’t take long until we were under the covers looking at them and then it became every night sleeping together. Sometimes we would go straight from me having a bath to going to bed, when this happened I was always naked and would stay like that all night, daddy holding me as I fell asleep.

I was soon expected to be naked whenever I was in bed and so was daddy. After making me cum in the bath one night he asked me to help him with an ache he had in his penis. We were in bed and he put my hand on his cock, it was rock hard. He made me rub it until he cum, his sperm spewing all over his tummy and my hand. He held me tight after and told me he loved me like he did mummy and that we could be like that, a couple.

The next night he didn’t make me cum in the bath, he wanted to do that in the bed. He climbed on top of me and took my virginity, telling me I was now a woman. He did this most nights, fucking me and touching me all over, even licking my pussy. I hated it but would cum, he made me and I couldn’t stop myself. He then told me mummy used to do something real special for him and I should do it, too. Of course, I just agreed, he was daddy after all. He then fucked me up the bum, his big cock spewing his load up there. Again, I cum, crying with shame as I moaned into the pillow. Daddy telling me what a good girl I was, though I hated him for making me feel this way. I was soon sucking his cock as well, another thing mummy did, apparently. He would cum in my mouth and make me swallow it all, watching as I did so.

This went on until I left for University. My first time for years sleeping on my own and not being made to do all sorts of disgusting things. The months I was away were wonderful and when I went home for Christmas I was determined nothing would happen. Daddy of course had other ideas and when I went for a bath daddy was soon beside me not listening to my pleas. He fucked me all over Christmas, making me cum and laughing at me as I tried to hide it. One night he even tied my hands to the bed posts, telling me mummy had always wanted this but he had never done it, until now. When he cum he pulled out and shot his load all over my tits, rubbing it me and not letting me clean myself until the morning.

When I went back to uni after the break I no longer felt guilty about leaving daddy alone, I was determined to enjoy myself. I had made a couple of friends, Jane and Linda, but had never been out with them because of daddy. Jane was very pretty, about the same size as me but with black shoulder length hair and slightly smaller tits. Linda was a bit chubby but pretty.

When they invited me out on the Friday I said yes, much to their surprise. We went to a local pub frequented by students and had a great time, even getting invited to a party. Having boys trying to chat me up was not new for me but tonight I actually let them, not telling them to get lost before they spoke more than four words. Jane was the same, always getting attention, we became good friends and even spent our placement together at the same school.

When we got to the party we had three boys with us, mine was my age and rather good looking, he was your typical student and full of himself. We danced and straight away his hands were all over me. I was watching Jane as she danced and saw her being groped just as badly, but she seemed to enjoy it, even groping him back. After a little while she disappeared with him up the stairs.

My boy asked if I wanted to go upstairs as well. I agreed and followed him, thinking if Jane could do it so could I. I wanted to fuck someone other than daddy, just to see how different it was and to see if I liked it better. John, that was his name, took us to a bedroom and pulled me onto the bed. He was all over me, kissing and groping, trying to take my dress off.

I watched him undress as I did the same, telling him it would be quicker if we did it ourselves. He was soon naked and stood there proudly showing off his hard cock, It was as big as daddy’s. He loved my body and told me I should be a model, my tits were the best he had ever seen, apparently. We laid down and he climbed on top of me, no foreplay as he shoved his cock inside. I tried to enjoy it, hoping he would be amazing and show me how it should be between two people.

But he was hopeless, he just grunted and fucked me as if I was a dead pig, cumming in a few minutes. He thought it wonderful, asking if we could go out together? I told him I’d think about it. Jane had a better time, she said her lover was good and she had cum twice. She asked about me and I lied, telling her it was fun.

I tried quite a few boys that semester but never really enjoyed it, all of them arrogant and pushy and none of them interested in my needs. If it wasn’t for Jane I don’t think I would have gone out at all. When summer came I had nowhere to go but home, I didn’t want to but having no money meant I couldn’t afford a place of my own.

My first night home daddy came to the bathroom, he stood there and looked at me, his eyes bright and full of desire. I told him I didn’t want this and begged him not to but he ignored my pleas and told me to stand. He stared as I stood, my body now that of a full-grown woman. It felt different now, I was aware more of my beauty, I felt so exposed.

Daddy came to me and began touching me all over, his soapy hands caressing my tits, pinching my nipples, telling me how much he missed me and how much he wanted me. Once he had washed me and fingered me, he took me to the bedroom, fucking me three times that night. He wasn’t like those boys at Uni, he knew what he was doing and loved that he could make me cum against my will. As much as I fought against him I couldn’t stop myself cumming and what made it worse was he knew when I was, telling me to relax and just enjoy it. I hated him when he said this and never gave him that satisfaction.

All summer he used me, even taking me out as his date, telling people I was his girlfriend when they didn’t know us. He was insatiable and would fuck me every day, thinking up more and more kinky things he could do. We did it in public and he even made me sunbathe nude so the neighbour could watch me, fucking me wildly after. I just gave myself to him for three months, submitting to all his kinky needs and never saying no. It was as though he had me hypnotised, I went along with it all, cumming so many times he was convinced I loved it.

But he was wrong, I hated it and fought constantly against my body. When I went back to Uni I decided that was the last time, I would get a job and find a place during the holidays so I wouldn’t have to go home. Jane came to my rescue and offered to take me home with her whenever I needed, she came from a wealthy family with a big house and had plenty of rooms. Her family were lovely and made me feel very welcome.

For the next year I studied really hard and only went out when Jane dragged me, she was such a party girl but I loved her dearly and would go if she desperately needed me. I tried sex a few more times with some random boys but always felt like it was them just using me. I masturbated more and more to help with my sexual frustrations, I hated daddy for the way he used me but I missed the orgasms he could give me.

In our final year me and Jane managed to get our teacher training placement at the same school, it was such a stroke of luck. The school was only a short journey from Uni and we could easily walk it. I wasn’t actually going to become a teacher but Jane talked about it so much and I didn’t really know what I wanted to do, so I just kind of followed her.

It was September 1966 and the swinging sixties were in full swing. On our first day at the school, it was to be every Wednesday for the whole year, Jane put on a mini skirt and tight sweater, telling me she had to look good for the handsome head master. I couldn’t believe she was going to go dressed like that, but she was.

I wore a skirt, too, but mine was just above my knee not twelve inches above it. Jane called me a prude but I didn’t care. In a way I was happy she would attract all the attention; I was so sick of men always staring at me and telling me how sexy I was. When we arrived at the school Jane suddenly became very nervous and anxious, she dragged me into the loo and began crying.

‘I can’t do this ... uh ... in this skirt, look at me, I look like ... well, oh god, Trudy, why did you let me come like this? I have to go home, tell them I quit, I want to be a bus driver.’ She cried, staring in the mirror.

‘It’s ok, honestly, you look very nice and the head will love you.’ I lied, not knowing what to say.

‘No, my career is over, I’m sorry I have to go. Daddy will kill me, i’ll have to leave Uni.’ She blubbed, tears running down her face.

My normally super confident friend was suddenly a complete mess, she was so scared and I couldn’t understand why and I so wanted to help her, she had been so good to me and I hated seeing her like this.

‘Let’s swap clothes.’ I suddenly blurted out, not really thinking.

‘What, you’d do that for me?’

‘Yes, but hurry, we’re going to be late and we need to make good impressions.’ I said, stripping off my clothes and thinking I must be mad.

‘Oh Trudy, I love you, thank you, thank you.’ She gushed, hugging me and kissing me.

We were changed in a matter of minutes and I stared into the mirror, horrified by what I looked like. Oh god, I thought, my tits look huge in this sweater and you could almost see my panties, what will people think?

The skirt was white and the sweater was red, I looked so sexy and completely inappropriate, I would be lucky if the head didn’t send me home. We left the bathroom and made our way to the head’s office, Jane holding my arm and telling me she would love me forever.

When we arrived his secretary asked us to sit down while she told him we were here, her eyes all over me and her expression one of disgust. I wanted to die, I dreaded what was coming.

She reappeared and told us to go in. Jane led the way, trying to hide me as we entered. Mr Smith was standing as we stepped in, his eyes immediately going to me and staring, he looked shocked but also appreciative. He looked me up and down, barely disguising his admiration of my figure, enjoying the view. I had seen this look a thousand times, he was just like the rest of them.

‘Good morning, ladies. Welcome to Bolton street school for boys, please have a seat and I’ll walk you through what you’ll be doing.’

For thirty minutes he explained our roles and how we would be learning and who would be mentoring us. It was all straight forward really, we’d be glorified classroom assistants helping the children and doing whatever we were told. Throughout the whole meeting he stared quite brazenly at my chest, his smug smile telling me I could be his anytime I wanted. What I wanted was to slap him, arsehole.

As we were leaving he said to me: ‘You look very lovely Trudy but perhaps next week you could wear a slightly longer skirt, the boys can be a bit naughty here, if you know what I mean? But it’s up to you, I don’t mind at all, I love this new fashion.’ His smug, arrogant smile returning.

‘Thank you, I will.’ I answered, smiling sweetly, knowing he was staring at my legs as we left.

Jane hugged me again as we went to our separate classrooms. We would meet for lunch in the car park.

Everyone was already in class as I walked along the corridor looking for 1B. When I found it I stopped and looked in, my heart sinking when I saw the age of the boys inside, they were all in their teens, hormones probably raging. The teacher was a Mr Phelps and he was expecting me, hopefully he was a kind man and wouldn’t be mean. He looked old, in his sixties at least. I knocked and opened the door, stepping in and smiling.

There was an audible gasp as they all turned and looked, I couldn’t have felt more exposed if I was completely naked. Every eye was on me, burning into me, devouring me. I almost turned and ran but Mr Phelps smiled and held out his hand, his eyes on mine.

‘Welcome Miss Green, it’s lovely to meet you. Say hello to my boys.’

‘Hello, it’s lovely to meet you all.’ I said, my voice shaking a little as I stood before twenty or so boys.

Mr Phelps explained who I was and what my role would be, telling the boys I was here to learn like them and should be thought of as a second teacher and must be respected at all times. I tried to relax a little but felt so uneasy as I gazed at the boys.

Mr Phelps told me to go to the back of the class and take a seat, he was about to give the boys some fractions to do.

‘Ok boys, do these on the board and I’ll check them when you’ve finished. If you need assistance Miss Green will be only to happy to help but don’t ask her to do them for you.’ He told them, laughing and sitting down behind his desk, taking out a newspaper.

I sat there doing nothing, waiting for Mr Phelps to give me something. But within ten minutes he was asleep, snoring quietly. The boys ignored him and got on with their exercise, all of them working to complete the task. I was grateful for the desk in front of me, hiding my legs and saving my blushes, my panties probably on display without it.

‘Miss?’ A voice suddenly asked.

A boy at the front had his hand in the air. I stood and walked over to him, more than aware of my exposed legs.

‘Yes, can I help?’ I asked.

‘Could you explain this one to me, please?’ He asked, pointing to a sum.

I looked at his face to see if he was being a little shit but saw only a genuine expression, his eyes going from my face to his desk, he appeared more nervous than me. I managed to kneel without exposing myself and explained what was expected from this question. He smiled nervously and thanked me, looking back to his book.

I stood and started to walk back to my seat, pleased I had helped him. Halfway there another voice asked: ‘Miss, can you help me.’

Another boy with his hand in the air, this time at the back, near my desk. I went to him and looked into his eyes, again suspicious of his motives. But he seemed just as nervous as the other boy and wanted to ask about the same question. He was even blushing, scared to meet my gaze. I knelt again and explained what he had to do.

‘Thank you, Miss.’ He said, trying to smile.

When I stood I went to the front of the class next to Mr Phelps, who was still snoring, and looked at the boys, all of whom had their heads down. It felt strange, they seemed to want to look at me but were too timid, nervous even.

‘Does anyone else need help?’ I asked.

One hand went up and then another, and another, in the end there was at least seven hands in the air. I went to them all, kneeling and helping them, all of them but one seeming genuine. A cocky little shit, a good-looking athletic type, asking a silly question and ogling my tits. I ignored him and went back to the front, leaning against Mr Phelp’s desk and looking out at the boys.

As I stood there, a cool breeze reminding me I was wearing practically nothing below my waist, my eyes began looking at each individual boy. I felt safe in here, none of them were threatening or acting in any way that was demeaning, or trying to undress me with their eyes and make me feel like a sex object, well maybe one but I didn’t feel scared of him.

I began to walk between the desks, looking at them work, watching them closely, studying them, trying to work them out. The more I walked and watched the more I noticed the subtle glances, they were indeed looking at me, admiring me, enjoying what they could see. But there was a difference, they were scared of me, well, maybe not scared but nervous of me, in awe of me, even. I was this sexy woman and completely out of their league. I would have so many men, proper men not boys, after me and they knew this and felt inferior, unworthy and this made them vulnerable, open to ridicule and for a young boy this was the worst thing imaginable.

Young boys hated other boys laughing at them and would avoid doing anything that made this happen, especially having a beautiful, sexy woman making fun of them or rejecting them publicly. Being caught perving on me and being told off for all to see would certainly do this. So, they had to do it with great care, wait till my back was turned or I was helping another boy, it was a game but they couldn’t not look, they were boys after all and a woman dressed like this right in front of them was an opportunity to good to pass up.

I went to the blackboard and looked up at the questions, taking a piece of chalk and writing my name at the top of it. By doing this I must have shown them my white panties and turned quickly to see if i could catch them. All of them were looking, quickly looking back down at their desks as I turned, none of them daring to look back up as I walked among them. I almost laughed out loud, they were so cute and innocent, I felt sorry for them, poor things but at least they had something to wank about later.

The rest of the lesson went pretty well, Mr Phelps waking up and going through the answers with them. Me helping check them as he did so, explaining to individuals if they were uncertain. All the time enjoying catching someone looking at my tits or legs and watching them blush and try to act as though they weren’t.

When the lesson was over and the boys were leaving, Mr Phelps asked one of the boys, Billy, to stay behind.

‘Billy, you are still struggling with these fractions and I was going to ask Miss Green if she could spend ten minutes with you now to help you a little. What do you say, ten minutes before lunch?’ He asked, not really giving him choice.

‘Uh ... ok ... i suppose, thank you, Miss.’ He whispered, glowing red.

He was a nice young lad, fair hair and cute but obviously as shy as can be. I had noticed him earlier taking sneaky looks at me.

‘Here, sit at my desk, you have ten minutes before the bell. I’ll see you next week, Miss Green.’ He said, turning and leaving the room.

Poor Billy was embarrassed, he just wanted to get out of here but I couldn’t not do as Mr Phelps asked, he might report me, I thought.

‘Sit Billy, let’s just chat and see if I can help, no pressure I promise.’ I told him, using my best reassuring voice.

We sat next to each other, my leg momentarily touching his as we adjusted ourselves on the chairs. He looked down at the desk, waiting for me to say something, unable to look at me. I asked him about his friends and football and learned he had one friend and supported Arsenal, both of them going to watch whenever they could. He eventually looked at me but only for a second, his eyes darting to my tits before going back to the desk.

‘Listen, Billy, why don’t I go through a few of the ones you struggled with today and explain how I deal with them and see how you get on with that? I asked.

‘Ok Miss, thank you.’

‘Relax, Billy, I want us to be friends, I promise I won’t say anything to anyone about what we do when I’m helping you. If you want to shout or scream or even swear that’ok, we all get frustrated with things and it’s ok to let it out.’ I told him, touching his hand with mine.

I got up and went to the blackboard, writing out one of the fractions and going through it verbally hoping he would get it. When I turned to see if he was following he was staring at my legs, blissfully unaware of anything else, he was totally absorbed. I smiled and turned back to the board, pushing my bum out slightly to give him a better view.

‘Are you following?’ I asked, still facing the board.

‘Uh ... uh ... sorry Miss ... no’ He eventually stammered.

I sat back down next to him, being dressed like this was not conducive to teaching, that was obvious.

‘Ok, Billy, we’ll leave it for now. Maybe next week we can try again. Go on, go have some lunch.’ I told him.

He seemed reluctant to stand, his face glowing again, something was wrong. Then it hit me, oh my, he had an erection, poor boy. I stood and went back to the board and started cleaning it, giving him a chance to escape.

‘Bye Miss.’ He blurted, scrambling to get away as quickly as possible.

Jane was waiting for me in the car park, smiling like a Cheshire cat.

‘Oh my god, what a great morning I had, it was so interesting and Mr Peters is such a dreamboat, I’m in love.’ She gushed, hugging me and telling me I had saved her life.

I told my teacher was 102 and fell asleep, she laughed out loud and hugged me again. I then told her every boy had a hard on and never stopped staring at me and that she owed me for the rest of her life and even then she would still owe me. She laughed even louder and squeezed my boobs, telling me I was too sexy and too beautiful.

‘I hate you and the day isn’t over yet. We have another two classes this afternoon, let’s go home so I can change.’ I said, pushing her hands off my sensitive tits.

‘No, we can’t, I’m starving and the chippy is over there, we haven’t got time, come on, I’ll treat you, whatever you want.’ She teased.

‘Oh wow, what a treat, fish and chips, you won’t get my panties off with that.’ I said, sticking my tongue out.

She lifted my skirt quickly, showing the world my panties before running off toward the chippy, shouting at me to follow. We ate our chips sitting on a wall with boys all around us, Jane enjoying my discomfort and not hiding it at all. I threw a chip at her and told her she was the worst friend ever. She giggled and hugged me again, squeezing tightly and whispering she would never forget what I had for her today, kissing my cheek as she let go of me.

‘Shut up, I did it to give the boys a treat not for you.’ I told her, punching her arm softly.

We giggled together and talked about everything, both of us glad we were together for this. We walked back to school and went to our different classrooms. I was surprised to be with the same bunch of boys, I thought I would be with a different group. The afternoon was much like the morning, I was just there to help the boys at the moment. It would be a few weeks before I got to take a lesson and plan one, so for now I was just to get used to the surroundings.

The teacher in the afternoon was a younger man and took every opportunity to stare at my legs and chest, not even trying to hide his lust. In the end I went to sit next to Billy and asked him if I could stay and help him. He smiled and said yes, blushing again. It was History now so I was less helpful, even having to ask Billy who the Duke of Wellington was. Billy laughed at this but told me, happy that he knew something that I didn’t. He then told me all about the battle of Waterloo and how we had whipped the French.

‘You help me with history and I’ll help you with Maths, what do you say?’ I asked, touching his arm.