The earlier letters in this series can be found on pages 54 and 55 of this website. It is recommended that those readers who have not read them do so before starting this letter.

I would remind readers that this is a work of fiction and is presented for their entertainment only. The characters depicted in this and the other stories are not based on any known persons and the events described are purely inventions of the author’s imagination.

The stories are all copyright and may not be reproduced in whole or in part in any other form than that in which they now appear and with this rubric duly appended. Now read on and enjoy.

Dear Friends,

That Saturday afternoon left me both physically and mentally exhausted. I was sore in just about every possible place but nevertheless I had enjoyed all that took place then. –Well, to be absolutely honest, there were odd times when I wasn’t particularly enjoying myself, especially when I had two hard cocks pounding away at me at the same time, one in my cunny and the other up my bum. That can be rather uncomfortable but in the end I was both excited and contented with what Jack, Leon and Kimmie did to or with me. Of course I got a degree of satisfaction too when it was Kimmie’s turn to be the recipient of their attentions and I got to play with her along with them.

When Leon and Jack dropped me off at home afterwards Mom wasn’t home. She works as a cocktail waitress at one of the casinos in Vegas and her hours are, to say the least, elastic. With the casino open 24/7 she often has to work through the night, as was the case that day. I was able to run a hot bath for myself and soak in the rose-perfumed water for ages, which helped get rid of most of the soreness I was feeling, as well as removing the last traces of gunk from my body. I was glad to get into a nice clean bed and almost as soon as my head touched the pillow, I was asleep.

I didn’t hear Mom come home but when she came into my room with my breakfast on a tray, something she seldom did, I knew this was something special. She sat on the edge of my bed and we chatted for an hour or more about the events of the previous afternoon. As always Mom was not judgmental at all. She accepted that I was rapidly growing up and she was very supportive of me. She made it clear that both Jack and Leon would be welcome in our house at any time but from some of the questions she asked I began to wonder if she could be as interested in them as much as I was. Could it be that she was getting the hots for them as I described what had happened the day before?

Sunday was a very quiet day for us. I didn’t see Kimmie or either of the boys that day although Kimmie rang me mid-day to ask how I was feeling. She too was somewhat sore and said she was glad of a rest after the hectic time we had on Saturday. We agreed that a rest day would do us all good.

Back at school on the Monday I was hoping to see Leon again, but for some reason he seemed to be avoiding me. Perhaps, I thought, he didn’t want it noised abroad that he was paying attention to a young girl nearly five years younger than himself. Or perhaps – perish the thought – he didn’t want anything more to do with me. After all, he’d had everything he wanted and everything that I could give him only 36 hours or so previously. Some boys are like that – the “Slam, Bam, Thank you Ma’am” type. Somehow though I didn’t think Leon fell into that category.

I was right. When I went to my locker on the following day, Tuesday, there was an envelope inside with my name on it. I opened it to find a note from Leon and a key. The note was short and to the point.

“Go alone to Room G5 at lunch time. Use this key to let yourself in. Do not say anything to Kimmie or anyone else and don’t let yourself be seen going there. Be there at 12.30 precisely. L.”

Naturally I wondered what this was all about. It was very much cloak and dagger stuff but I knew I would have to do what he ordered and for the rest of the morning I found it hard to concentrate on the lessons – my mind kept wandering off into wonderland. What had Leon got planned and why the secrecy?

The last period before lunch seemed to drag on interminably but eventually the bell rang and I was able to make my way to G5. It was on the top floor of the school, an area seldom visited by students as it was largely given over to store rooms and only staff members were supposed to go up there. I managed to evade Kimmie, who I knew would be looking for me in our usual corner by the tennis courts and I made my way up the back stairs managing to do so without running into any inquisitive staff or students to question where I was going.

Room G5 was just along the corridor from the staircase and, as I’d hoped, the corridor was deserted. I slipped the key in the lock and the door opened smoothly. The room had been used as a storeroom for stationery and suchlike but the shelves were empty, only a few sheets of paper left lying about. A table occupied most of the centre of the room and that too was bare and the drawers empty. The room was lit only by the light from a small window in the far wall, a window that looked down on to the approaches to the school rather than on the playing fields and yards where the rest of the school population was to be found.

I closed the door behind me. Checking my watch I found it was still only 12:25 – I was five minutes early. Would Leon be on time? Would he be alone? I must admit I wondered if he had planned to bring some of his friends up and let them molest me, but somehow it didn’t seem to be the sort of thing I expected him to do. I was right, for dead on the stroke of 12:30 the door opened and he came in – alone. He closed the door and stood facing me, the light from the window behind me.

“Hi,” he said. ‘Did you manage to get here without anyone seeing you?” I assured him that I hadn’t been either seen or followed and he seemed relieved. “There’s something I want to ask you,” he said. I wondered what was coming. “Are you doing anything special on Friday evening?” he asked. I shook my head. “Not that I know of,” I told him. He smiled. “Great. Would you like to come out on a date with me on Friday evening then?”

I wondered what sort of date he had in mind. This was highly unusual for a senior student and a well known member of the upper school student body and a member of the student council, to ask a lowly girl from the lower school, a girl five years younger than him, out on a date. I felt suddenly shy and apprehensive too. “Why me?” I asked. “Because I like you and we seem to get on well. Also you are a very attractive girl and I rather like taking attractive girls out on dates.” “What sort of date?” I asked. ‘Nothing too elaborate,” he said. “Just go out for dinner, then take in a show then, if you are agreeable, back to my place for the rest of the evening.”

I was stunned. Here was a boy who could have his pick of all the girls in the school actually asking me if I would like to spend what sounded like a perfectly beautiful, romantic evening with him. I felt myself blushing and for a moment I couldn’t find the right words to say ‘Yes please.’ He stood there watching me, a grin all over his handsome face. “Well, what do you say?” I nodded dumbly. I swallowed hard. “Yes, I’d love to,” I stammered out. “Good. Then that’s settled. I will pick you up from your place at 6:30, which will give us plenty of time to enjoy a decent meal before the show.”

“Hang on a minute,” I said. “You’ve not said what sort of show, where it’s playing, where are we going to eat? What do I have to wear? All those sort of details I need to know so I can be prepared properly for the dinner, the show and everything.” He laughed. “Let’s say it’s all going to be a big surprise for you, but I promise you that you will not be disappointed” “Yes, but…..” I started to say but he stopped me. “So far as what you have to wear, just be yourself. Just one thing though, the restaurant I have in mind is rather exclusive and has a strict dress code. No jeans or shorts. Smart casual is the minimum but if you have a long evening dress then that would be ideal. Otherwise just be yourself – a nice dress will be quite OK. Now as to your other questions, I won’t answer them now. I want the whole evening to be a pleasant surprise for you.”

I didn’t know how to respond. What he was offering was a date beyond my wildest dreams. I knew I could not refuse him. I also knew that I would have to talk to Mom and ask her advice over my outfit for the evening. I might even be able to talk her into buying me a dress especially for the evening. I stood there for a moment, totally swept off my feet, confused, yet inside deliriously happy. Oh I knew that the invitation to go back to his place after the theatre would mean only one thing – sex – but that was something we’d already shared and it had no terrors for me since the previous Saturday’s exertions.

“All right then,” I said. “But do you mind if I ask my Mom first?” ‘I’m sure she won’t have any objections,” Leon said, “But ask her in any case. And while you’re at it, ask if she would mind if you stayed overnight. We have several spare bedrooms and we can make you very comfortable.”

So he had ideas of an all night session – probably similar to that on Saturday. I guessed that Mom would want to know where I would be but she didn’t mind when I’d spent the night at Kimmie’s – but that wasn’t quite the same as spending the night with a boy, and all that implied. I turned to look out of the window, my mind seething with all kinds of thoughts, some welcome others less so. What was I letting myself in for? I sensed Leon coming up to stand behind me and as he did so I felt his hands on my waist.

I stood still, painfully aware of his closeness, of his breath on the back of my neck, of his hands on my hips. I could smell his musky sort of smell and I could hear his quickening breathing. His hands on my hips began to move, slowly creeping down from my hips to caress my butt through my uniform skirt. I could feel his fingers tracing the outline of my panties and, as he reached down even further to slide his hand up underneath my skirt. I felt again that delicious shiver of excitement as they came into contact with my panties.

I heard the sharp intake of his breath as his hands moved up to caress my panty-clad buttocks, his fingers sliding along the cleft between them as he discovered that I was wearing the traditional cotton panties that most schoolgirls wear under their uniform. I felt him take hold of the hem of my skirt and lift it up to my waist, exposing my white cotton panties to his gaze. “That’s better,” he said softly.

“What’s better?” I asked, still gazing unseeingly out of the window. “You are wearing proper panties today – not those silly little skimpy thong things you had on Saturday.” “Why don’t you like girls wearing thong panties?” I asked, as both Jack and Arthur had liked them more than my school panties. “Because they leave nothing to the imagination,” he replied. “Female underwear should be designed to conceal, but at the same time to suggest what lies beneath it. Thong panties don’t do that, especially lace ones and when viewed from the back. You might as well have been bare-assed.” “I shall have to remember that,” I said, turning my head to smile at him. “I hope you will,” he replied his excitement building as he brought his hand up between my legs and his fingers sought my slit through the tightly stretched material covering it.

For a moment we remained there, his fingers probing my cunny but making no attempt to enter my panties. Then, taking his hands from beneath my skirt, he pushed me forwards forcing me to bend over the shelving beneath the window. He held me down with one hand (even though I wasn’t resisting him,) while with the other he drew the hem of my skirt up and tucked it into the waistband. Then, as I held the position he wanted me in, he reached for the top of my panties and eased them down, down on to my thighs, then lower still so they were round my knees. I heard the sound of his zipper being slid open and the rustle of denim as he slipped his jeans down and seconds later felt the hard shaft of his cock nuzzling my bare butt.

I thought at first that he was going to slide it into my ass, but he didn’t. He wanted it in my cunt and I reached down and helped guide it into place. Once more I felt his hard shaft slide easily into my cunt, passing smoothly over the point where, until recently, my hymen had sealed the entrance to my innermost secret places. Then it was in all the way and I felt him slowly begin the rhythmic pumping which I knew would bring both of us to an explosive climax if he kept it up. He didn’t though. Instead he held his cock deep inside me while he reached round and began to undo my blouse. I helped him and soon it was wide open and his hands were fondling my tits. My bra was a simple one, white nylon with a delicate lace top edging and a single hook and eye fasting at the back.

Leon eased my blouse out of the top of my skirt and I helped him drag it down and off. My bra came off next and my breasts were hanging free for him to fondle. My nipples were hard and erect and he pinched and pulled them, causing shafts of excruciating pain, yet a pain that I reveled in feeling. “Take my skirt off too,” I whispered but he refused. “Remember what I said a moment ago about clothes concealing yet hinting at what lies beneath them?” I know now that many guys like to have their partners retain some clothing – a skirt or may be their panties – while they are fucking them but to me then it seemed a little odd. “Take your panties off though,” he said.

It was a bit of a struggle getting my panties off completely as he was reluctant to withdraw his cock from deep inside me, but between us we managed to get them off leaving me completely naked except for my school uniform skirt. That was when his fucking resumed and this time at full throttle. He was slamming it into me harder and harder, driving it deep into my cunt so that it felt like a jack hammer working away inside me. I knew it could not last long at that pace and sure enough after about three minutes – or was it three hours – I felt him tense up and seconds later he exploded inside me. It took him several strokes to empty his balls into my cunny and I knew that, if I hadn’t been protected by my regular contraceptive pills, I would almost certainly have conceived there and then.

Once the storm had blown itself out we both stood facing each other. I watched, fascinated, as his hard cock, once so arrogantly hard and erect, slowly subsided like a leaking balloon. For my part I could feel a suspicious trickling down my upper thigh as his semen leaked out of my ravished cunt. He smiled at me and offered me his handkerchief to mop myself dry. “How was that?” he asked. I didn’t like to confess that I was disappointed not to have reached orgasm myself. “Great,” I whispered, and I was partly correct. It had been good having him take me like that but there was still that niggling disappointment there. Shades of Arthur I suppose. Still, I told myself I could not expect to have an orgasm every time a guy put his cock into me. That would be too much to hope for.

Leon wiped his cock on my panties before handing them to me to put on. They were sticky with his cock juices, mingled with my own cunt juices, and I hoped they would dry out quickly. I would have to wear them for the rest of the afternoon. I made a mental note to always have a spare pair of panties available, either in my locker or my school bag, in future.

We dressed quietly, Leon helping me with my bra fastening – although I never had any trouble with it before, but somehow my fingers just would not do what they’d done so often and so easily many, many times before. Once we were dressed Leon took me into his arms and hugged me. “You still on for Friday?” he asked. “Of course I am,” I replied. “Good. Then I will see you then. I will pick you up from your place at 6.30 sharp so be ready. And don’t forget the long dress if you have one:” I assured him that I wouldn’t forget and giving me a last hug he opened the door. Peering out the corridor was still empty and he ushered me out first. “Off you go,” he said. “And not a word to anybody about now or about Friday.” “Not even ?” I asked. “Not even her,” he replied.

I made my way back down the back stairs and back to where my class was lining up outside Mr. Steven’s room for our geography lesson. I had not had any lunch and yet for some reason I was not hungry. What Leon had given me had more than satisfied me. A couple of the girls looked at me and one of them smiled knowingly. I think she had guessed that I’d been with a boy during the lunch break, but she didn’t say anything, and of course I didn’t either. Some things are best not said, even to your closest friends.

***

Mom was home that afternoon and of course I told her of Leon’s surprise invitation. She was as mystified as I was as to why a young man in his senior year should wish to take me out on a date – and not just any date either. This was to be no trip to the drive-in movie with a quiet snog on the back seat of his car, but a full blown romantic evening, dinner, a show and afterwards the rest of the evening – or probably the whole night – back at his place. Why? Neither Mom nor I could really work out the answer. Still, there is a saying about never looking a gift horse in the mouth and we decided that, as everything seemed to be above board, Mom would have no objection to me accepting Leon’s invitation. “A night on the town will probably do you good,” she said. “Broaden your horizons so to speak.” That was a prophetic statement if there ever was one but we didn’t know that at the time.

We decided that, as I didn’t have much in the way of dresses – I usually slop around in jeans and sweaters – we could afford to buy me a suitable dress and the following day we went into town with that intention. It was wonderful visiting several exclusive dress shops and trying on a variety of dresses and ultimately we settled on a beautiful dress of dark emerald green silky material that went well with my fair hair. It was ankle length and fitted tightly around my hips and upper body emphasizing my small but developing breasts. The skirt was split up the sides to just above my knees, giving me freedom of movement yet at the same time not revealing much of my upper legs. The neckline was decently plunging, exposing just a little of my cleavage and leaving my shoulders bare. The top of the dress was really two broad straps of the material which crossed in front of my neck and fastened with a concealed hook and eye fastener behind it. My back was bare down to just above the line of my bra strap.

Mom then surprised me by talking me to a specialist shoe shop to have a pair of high heeled shoes made especially for me in material that matched the dress. She also insisted that I have a pair of evening slippers made in the same material. “It’s a relief sometimes to take your heels off,” she said. We discussed the question of what to wear under the dress and she was surprised when I told her I didn’t want fancy lace panties but just a simple pair of white nylon and cotton bikini briefs. When she asked why I told her that Leon wasn’t a fan of skimpy thong panties. “So you intend giving him what he wants, do you?” she asked, smiling at me. I didn’t reply. I didn’t need to. A nice flesh-colored bra with a neat front fastening but which would not show from under my new dress completed my lingerie as I decided not to wear either stockings or pantyhose – there was no need for them with a long skirted dress.

I was floating on air for the rest of the week and as Friday drew closer the coming date with Leon became the main thing occupying my mind. My lessons were paid scant attention and more than once my teachers had to call me back from my dream world. Mom decided I ought to stay home Friday afternoon in order to get ready for the evening. She insisted on helping me get ready. First there was the bath – and hour soaking in sweetly perfumed hot water that left me feeling clean and relaxed. She shampooed my hair with her own special shampoo that would leave it soft and shining. Then there was the makeup. That again took ages as she wanted it to look just right. We finished up with a very light makeup; just enough to enhance my natural coloring and bone structure without making me look too grown up. We spent quite a time doing my hair. We decided that it would add to the effect and complement my dress if I put my hair up and when I saw the finished effect I was delighted.

The image looking back at me from the long mirror was that not of a 12-year-old schoolgirl going to her first party, but an elegant young lady looking as though she had just stepped out of the pages of Vogue or some other fashionable magazine. I was sure Leon would be proud of me.

When I was ready we still had an hour to wait before Leon was due to pick me up. Mom made me sit down – I had been pacing up and down like an expectant father is supposed to do while waiting the summons to see his new born. “There is something I have to tell you,” she said. I asked what, and she said “I’ve made a few enquiries about your Leon and there is something I think you ought to know.” Again I asked what she meant. “Well your Leon is not quite what you seem to think he is.” I wondered what was coming but I sat down and waited for her to go on.

“It seems Leon is the nephew of someone called George. No one seems to have any other name for him, but from what I’ve been told he is an important figure in the underworld here.” I gave a little gasp of surprise. “You mean he’s a gangster?” Mom laughed. “Nothing of the sort,” she said. “It’s just that from what I can gather he’s got his fingers in a lot of pies in the city.” ‘What sort of pies?” I asked. ‘Well, let’s say they are sometimes on the shady side of the law, but nothing really nasty. H seems to manage to stay on the right side of the law and so far as I can find out he’s never been in any real trouble with the police or the city authorities. He’s also immensely rich and owns a major share in two or three casinos, including the one I work at, together with a number of other ventures including one or two exclusive clubs.”

“How does this affect Leon?” I asked. “Well obviously it means that money is no problem for him – which is why he can afford to take you to exclusive restaurants and treat you like he is treating you tonight.” I had been wondering, at the back of my mind, how Leon could afford to spend money on me in that way. Now it made some sort of sense if his Uncle was bank-rolling him. Still there was nothing wrong with that. “So what are you really saying Mom?” “Well, you are going out into deep water tonight. I just want you to be very careful and don’t get in too deep.” “That sounds like ‘Don’t do anything I wouldn’t do’,” I said. “More like don’t do anything you are not happy and comfortable with,” she replied.

Just then there was the sound of a car pulling up outside and then, a few seconds later, a ring at the front doorbell. Mom came to the door with me. When she opened the door Leon was standing there smiling at us. He was immaculate in a white tuxedo and perfectly tailored black evening trousers and looked considerably older and more sophisticated than his 16 years. Behind him was a white stretch limousine, polished to perfection, with a uniformed chauffeur standing ready to open the door for us.

I saw him smile as he looked at me, a smile of genuine pleasure. “Wendy you look absolutely fantastic,” he said. “That gown is just right for you and I love your hair done up like that. I shall be very proud to have you as my lady for the evening.” I felt myself blushing as I thanked him for the compliment. He had a small box in his hand which he offered to me. “I’d like you to wear this for me tonight,” he said. I opened the box and inside was a beautiful necklace with a single glowing green stone set in a gold pendant.

Mom was obviously impressed and a little flustered. “I’m sorry Leon. I should have asked you in for a moment.” “That’s OK Mrs. ,” he said but as Mom moved aside he stepped into the hall. Taking the necklace from the box he put it around my neck. I turned round so he could fasten it and when he’d done so I caught sight of myself in the hall mirror. The necklace was perfect. The gold pendant with its emerald gemstone was a perfect complement for my gown. It hung down just far enough to draw attention to my cleavage yet not far enough to disappear down it. I couldn’t help but throw my arms round him and give him a hug, trying to stammer out my thanks and yet keep from crushing either my dress or his tux at the same time. He took hold of my arms and disentangled himself. “There’s nothing to thank me for,’ he said. “I just hope that this evening will be one that you will remember for a long, long time.

How right he was.

That, dear reader, is as far as I want to go with this story. In my next letter I will tell you about our date, about the restaurant and the delicious meal we shared, about the show we saw – and which turned out to be something I was never expecting – and what happened afterwards when Leon and I shared the rest of the night alone together. You will also meet his Uncle George – a man who was to play a major part in the events which followed that wonderful, exciting evening. Something for you to look forward to next week.

Until then, Bye for now.

Love to you all,

Wendy.