6 comments/ 31076 views/ 7 favorites The Caretaker By: Wetaketurns THE CARETAKER I knew by the look on his face, by the way he looked at me, that something had changed. I could tell that he had been with another woman; he had been unfaithful. It was time to let him know that that was unacceptable behavior. "A weekend getaway," I proposed. "It might be just what we need." He seemed less than pleased. He had already left me in his mind. That might be true, but I was determined that he wouldn't forget me as well. I had rented a cabin for us, deep in the woods, away from the rest of the world; far enough away that no one would hear him scream. As we walked through the doorway of our retreat, I was pleased to see that all the arrangements that I had requested had been fulfilled. I smiled when I realized how well the caretaker would be compensated. It seemed to be a harmless scene until one looked closer. Did he see the hooks embedded in the ceiling rafters? Did he realize the coiled whip hanging on the wall was not for decoration? I took all of this in as he brought in the luggage. The first step, I thought to myself, was to make him relax. His favorite liquor was set out on the bar. I poured him one drink and then another. I sent him into the bathroom to clean up and to give myself time to prep for him. I pulled a length of rope from my bag. Grabbing a chair from the kitchen, I climbed up and rigged the rope through the hooks. When he came out of the bathroom, fully dressed once more, he looked up and gave me a shrug. It wasn't that he didn't like the kink. It's just that this was our same old kink. What used to excite him had now turned vanilla. I hoped to renew his interest. "You brought me all the way up here for this?" he asked. "Humor me." I walked behind him and slowly unbuttoned his shirt. As it slid to the floor, my hands played across his chest. I could feel his heart beat quicken as I pinched his nipples. Perhaps I had not entirely lost my touch. First I tied his wrists together and then tied the rope to the hooks. It raised his heels slightly off the floor. Our eyes met when my hands went to his waistband. Without breaking eye contact, I unbuttoned his jeans and unzipped the fly. I saw his cock twitch when it hit the open air. I went down to my knees and began to suck it. I popped the head in and out of my mouth softly. His moan told me I that I was headed in the right direction. With his balls in my hand, my mouth went further and further down the shaft until my nose bumped his stomach. Fighting my gag reflex, I stayed there. Of course, I stopped before allowing him to cum. There was still the matter of his infidelity to address. This was not going to be easy on him. Getting off my knees, I walked over to the whip and took it off the wall. I could feel his eyes following me. A whip was definitely not vanilla for us and his eyes widened. This gave him his first clue that something big was in store for him. "OK, enough of the games." "Games? Do you think I would go through all of this trouble for a game?" I paused. "I know." "You know? What do you think you know?" I could sense a bit of unease creeping into his voice. I whispered to him, "I know about her." Caught in his lies, he hung his head. Before he could start spinning a defense, the whip came down across his back. I had been practicing and I knew by the way his body played, that my time had not been wasted. He groaned as he struggled to regain his tenuous footing. The look in his eyes, though, told me that I still had a long way to go before I had broken him. The whip came down again...hard. A thin line of blood appeared across his back. He arched and swung from the hook. He had begun panting and he whispered my name. Until I had him pleading, I didn't want to hear what he had to say. "Shut up," I commanded. "When I want you to talk, I'll let you know." Obviously he hadn't learned his lesson because he opened his mouth again. Again, the whip came down and broke his skin; over and over. He seemed to give up quickly but I knew he could take much more that I had given him. With a kick, I spun him around to face me. I brought the whip down across his chest. I switched my stance and branded an X across his body. The whip wrapped around him and bit into his back. I moved down and began working over his stomach; from the left and then from the right. The blood was beginning to flow. His moaning only got louder when I picked up the bottle of liquor and poured it over his fresh wounds. I realized I was working up a sweat. As I pulled off my sweater, his eyes remained down. "Look at me," I said. When his eyes met mine, I unhooked my bra and let it drop to the floor. His eyes followed. I lifted his chin so that I could look him in the eye. "I hope you understand that this is the last time. I promise you, after tonight, you will never fuck another woman." I could tell he still had a bit of fight left in him by the way he was struggling against the restraints. He thought he still had a chance of talking his way out of this. As his mouth opened, I slapped it shut again. "Your mouth is such a bother to me," I said as I peeled off my jeans and sweaty panties. Walking into the kitchen, I returned with a roll of duct tape. I ripped a piece off and pasted it across his mouth. There was a knock on the door and he jerked his head in that direction. "Oh yes," I said. "I know you've had worse. I realize that I'm not man enough for you. Luckily this place comes with a caretaker." I opened the door and in walked my new friend. He was easily six feet tall, closer to six and a half. He had played football for many years and had retained his physique, wearing his 275 pounds well. He ducked his head when he stepped over the threshold. "Am I too early?" he asked. "I couldn't wait any longer," and he rubbed the crotch of his pants. It seemed to dawn on my pet that the caretaker would be taking over for me. He struggled, gauging the rope and hook, hoping he could get himself free. "My poor, sweet idiot," I laughed. "You're always so cock sure of yourself, aren't you?" He shook his head and mumbled through the tape. I patted his face to placate him. "Don't worry. You'll get your turn to talk." Turning to the caretaker, I said, "Go ahead. Make yourself comfortable." He began to strip, avidly looking at the naked man. He was grinning and licking his big lips. He was a brutal looking fellow. His arms, legs, and chest were strong and muscular but not the least of his body was the impressive size of his genitals. His balls hung low and were the size of small lemons surrounded by a thick patch of bristly, black hair. What got my attention the most was his long, thick, black monster cock jutting out at rigid attention. I picked up the whip again. The bleeding of Pet's chest had stopped so I first re-opened those wounds: first his chest and then his stomach. When he realized I was moving lower, he twisted his body away from me. "Caretaker, can you help me?" Now completely naked, he approached my pet. With a smile on his face, he grabbed Pet's hips and slowly turned him to face me again. The whip met with virgin territory and cut his flesh just below his pubic hair line. While that certainly got his attention, there was no way out for him since Caretaker held him firmly. The whip cut lower-an inch above the base of his cock. One more flick of my wrist and his cock jumped. It began to bleed immediately. I met Caretaker's gaze and nodded my consent. He spun Pet around and dropped to his knees. He began to suck Pet's cock-to lick the blood away before it fell to the floor. He started to get greedy and I had to push him away. "Not yet," I said. He looked disappointed but by then we all knew who was in charge. He got up from the floor but retained his grip on Pet's waist. Again and again the whip broke skin. Pet's cock was bleeding more profusely now; blood pooling on the floor as he cried pitifully. "Don't worry, sissy. You get to keep your cock. Although by the end of the night, you may never want to use it again. How many times do we have to go through this?" He looked at me questioningly. "You have a problem staying faithful." I drew my right hand back and slapped his face as hard as I could. It felt so good to punish him that I drew my back hand across his face as well. I took his jaw in my hand to make sure I had his undivided attention. "Now you get to talk." I ripped the tape from his mouth and ignored his moan. "Repeat after me. For my disobedience, for my lack of control, I deserve to be punished." Tearfully and through stifled sobs he began, "For...for my disobedience," and he paused. The whip sang through the air and a line of blood sprang from his cock again. He screamed. "For my disobedience, for my lack of control, I deserve to be punished." "Say it again, bitch, louder!" "For my disobedience, for my lack of control, I deserve to be punished." The last was whispered and he hung his head, beaten. I looked at Caretaker. "Take him down now. He's yours." The caretaker took a knife from the counter and cut the ropes that suspended Pet, who fell to the floor. He gave an excited grin and moved forward. "Wait," I said as I dropped to my knees beside my pet. "Are you paying attention? Today you lose your manhood. I'm going to make sure that you are never interested in another woman again." "Caretaker, I want you to make sure that our pet here becomes skilled at properly pleasing his lovers." "Are you watching, Pet? I hope so because you will be tested very soon." With that, I leaned forward and took the caretaker's massive cock into my mouth. I started licking the bulbous tip, slowly allowing a bit of the muscle into my mouth, wetting it and sucking it as I slowly moved forward. My eyes started to water and I backed off. Looking up at him, I said, "You may need to help me." He looked questioningly at me and I gestured for him to put his hands on the back of my head, nodding devilishly. He put his hands there and began to pull my mouth onto his huge cock, closing his eyes in pleasure. More of his cock was buried in my mouth as I began sucking again, moaning softly. My mouth was soft and wet and hot as Caretaker felt the tip of his cock enter my throat. He pulled back a bit as I looked up into his eyes and nodded. Understanding me, he pulled on me as he pushed forward once more, forcefully, beginning to bury more of his cock into my throat. Deeper and deeper he went. Every time he pulled, more of his cock was buried in my throat. With a cry he pushed the entire length of himself into me. He could feel me buck against it and felt me gag. He held his cock all the way down my throat. His eyes were closed in ecstasy as he came in my mouth. I pulled back and took a minute to catch my breath. "Did you enjoy that?" "Oh, yes," he replied. "Would you like more?" I asked him. "Yes, ma'am." "Pet, were you watching?" He looked to the floor and slowly nodded his head. "Good! Excellent! Caretaker, Pet, here, will show us what he has learned." His eyes widened and a look of horror crossed his face as he fully understood what was asked of him. The caretaker licked his big lips. "You had better have watched closely, Pet, because if you don't do a VERY good job, it will not go well for you." "Caretaker, you will settle for nothing less that complete satisfaction. Is that clear?" "Yes, ma'am," he said with a wicked grin on his broad face. He moved forward toward Pet with his large, black cock eagerly twitching and with strings of pre-cum dripping from the head, oozing in a thin stream toward the floor. "Alright, my pet. Show us what you've learned." The caretaker placed the dark purple head of his cock against Pet's lips. Pet turned his face to the side. "Tsk, tsk, tsk. That will never do." I picked up my whip and gave him several lashing blows across his shoulders and naked ass. Small beads of blood welled up on his buttocks. "Now," I said, "let's try this again." With a small nod, I motioned Caretaker forward again. Once again, his cock was at Pet's lips. Reluctantly he opened his mouth, his face filled with disgust. Slowly but ever so surely, Caretaker began to shove the length of his cock down Pet's throat. "Take it, bitch!" I yelled at him. "Take all of it. Show me how badly you want it." I took the knife and sliced the bindings from his wrists. I pulled them around back to Caretaker's ass. "Grab it, my little pet. Show me some enthusiasm. Pull him into you." Inch by inch Caretaker's cock was disappearing into Pet's unwilling mouth. He was turning him into a bona fide cock sucker. He gave me a questioning look and I nodded. He put his hands on the back of Pet's head and began to force himself further. He was gaining on the virgin mouth and throat at the end of his cock. Pet was moaning and struggling, gagging as the cock pushed relentlessly deeper. I picked up the whip again and slashed his ass. Tears were streaming down his face and he was slobbering. "Take it, bitch! You know you want it. Show me that you love it. Show momma that you can do this. You're such a good cock sucker." The caretaker was getting into it now as he advanced and retreated, advanced and retreated, getting into Pet's throat further with every thrust. He was being violated completely and as the cock invaded him, I continued to work his ass over with my whip. With an excited grunt, the caretaker buried his cock all the way down to his large, swollen balls and held it there; hands on the back of Pet's head. He began grinding and fucking Pet's throat like it was a pussy; all the way in and all the way out. Pet was slobbering and crying. He was being used like a slutty cock sucking whore! He was giving no resistance. "Show me, Pet. Pull him into you. Grab that ass and pull him all the way in. Make me believe you want that cock." Caretaker was enjoying the throat fuck immensely. He shot me another questioning look. "I shook my head. NO! Enough, Caretaker. We have other business to finish first." The caretaker pulled his cock out the ravaged throat until the head rested on Pet's lips. "Kiss it," I said. "Kiss it and tell him 'thank you'". Tears were pouring from Pet's eyes, his nose was running as he kissed the black cock in front of his face. "Now repeat after me; for my disobedience, for my lack of control, I deserve to be punished." He repeated my command, obviously a broken man. "I'm glad you see the error of your ways." With that, I grabbed his wrists and had the caretaker bind them behind his back again. I gestured toward the chair and Caretaker steered the pet over the back of it. I picked up my whip and told Caretaker to move up in front of him. "Lube that cock up well, my pet, because we all know what comes next, don't we?" As I began the ass whipping for one last time, Pet was again confronted with the caretaker's cock. Each lash of the whip forced him forward further and forced his mouth onto Caretaker's cock. "Suck it, make love to it. You're going to want it very wet and sloppy," I told my pet. Wiser, he now did was he was told to do. "Caretaker," I said lovingly, "take him and fuck him raw. Make him your bitch," I crooned. Walking around the back of the chair, Caretaker gazed at Pet's wide open, bent over ass. Lining up with Pet's asshole, he placed the head of his big, veiny, black cock at the winking little hole. Grabbing Pet's ass cheeks in his large hands, he took a deep breath and pushed the head all the way into Pet's asshole. Pet threw his head back and screamed, "No! Oh God, take it out! Take it out!" Caretaker grasped Pet's ass cheeks firmly, took a deep breath, and plunged the entire length of his cock all the way into his ass; never stopping until his large balls were resting on the pet's own balls. "Oh, Jesus. Take it out. I'll be good. You'll never have any trouble out of me again. Just please," he whimpered, "take it out." I laughed at his final attempt to get into my good graces. "Now you'll see what I meant when I said that you would never fuck another woman. You're going to be some man's bitch from now on and you're going to love it. You're going to be everyone's piece of ass quite literally, you piece of shit." With his eyes closed and his head thrown back, the caretaker gave himself over to the sheer pleasure of fucking Pet's ass brutally. Grabbing handfuls of his ass, Caretaker took the final plunge and came inside my pet violently. With a look of satisfaction on both of our faces, I told Caretaker, "He's yours for the rest of the weekend. Make sure you and the guys get your fill of him but have him home by Sunday night. My plans for him aren't finished. The Caretaker Gets Careless Synopsis A mature escort who enjoys fantasy role-plays with a "schoolgirl" theme reminisces about her second erotic encounter with an older man, which took place when she was 18. This is the sequel to "A conscientious caretaker". Introduction Thank you to all the readers who took the trouble to post comments or send feedback about my first story. I hope you find this one equally satisfying. If you read my first story, you can skip the sections about me, my schooldays, and Len, as this material will be familiar. Please read the description of Len's hut, which is the setting for this story. About me (for those who don't know me) My name is Ellen. I'm a 45-year-old full-time escort based in Lancashire. One of my favourite fantasy scenarios is to play the role of a schoolgirl in uniform. Since I have been advertising this kind of session as an option, it has proved very popular with my clients, and it always works out well. At the request of one of my clients, who found our classroom-based role-play especially gratifying, I wrote a story about myself as a schoolgirl. The events in the story took place when I was just 18. That story is called "A Conscientious Caretaker". In this story, I meet my school caretaker, Len, for a second time. About my schooldays I attended a local mixed school, with fairly high academic standards. I'd done well there, without having to make too much of an effort, and I'd shown a certain talent for sports as well. The school's uniform policy was strict, and for girls, a crisp white blouse and sharply-pleated charcoal skirt were mandatory, even in the sixth form. I had no ambition to become a professional glamour model, but I knew I looked good, and I had plenty of self-confidence. I was physically fit, a little on the stocky side, with a curvy figure and lovely firm breasts. By the time I'd entered my final year at school, I was already leading a double life. I was a popular and generally well-behaved pupil, and a strong asset to the hockey team. For some time, however, I'd nurtured a fantasy ambition, which was to become the school's most outrageously wanton filthy cock-sucking spunk-guzzling slut. At first, that was all in my imagination, but lately I'd taken a few discreet steps towards turning it into reality. For the time being, I was happy to have my fun on a no-commitment basis with pretty much anyone who was willing and able. I'd identified a few of the older lads who were ready to appreciate some attention from an attractive young woman with a horny appetite. I'd also found a suitably out-of-the-way location - behind a bike shed, believe it or not - and in a few short months I'd developed considerable proficiency in sucking cock. I loved the taste of spunk, I loved to swallow it, and even at that early age I was well on my way to becoming addicted to the stuff. Len the caretaker Len had been at the school forever. He was an active and conscientious worker, and rarely had any direct contact with pupils. He was a widower, now well past normal retirement age. To me, he looked at least a century old. He was fit-looking, lean and bony, with tanned, leathery skin that had the look of soft, supple animal hide. He was known among the pupils as "lecherous Len". That seemed to me to be grossly unfair. It was quite obvious that he liked to look at the prettier girls, when he had the opportunity, but as far as I was concerned, that was normal, and in any case, I got a thrill out of being appreciated in that way. It was widely rumoured that he often had a raging hard-on, even though it was difficult to be sure what was going on underneath the heavy fabric of his overalls. This was a frequent topic of discussion among the girls, but again, my attitude was that it was an entirely normal state of affairs, and if he was still hard and horny at his age, well, good for him! The caretaker's hut (the location for this story) Len's hut was a small, squat rectangular brick building with a flat concrete roof, tucked away, inconspicuously, at the back of the school. It was strictly off-limits to pupils. As well as providing storage space and workshop facilities, it was Len's place of refuge, where his privacy was guaranteed. The school was built on the side of a low hill, and Len's hut was situated on rising ground behind the main building, at one end of it, with a clear view of the path that led down the side of the school, past the bike shed, providing one route to the main drive, and from there to the main gate. It was near that bike shed that I held my cock-sucking sessions, at certain carefully selected times. As far as possible, I tried to stay out of view of the hut, to minimise any risk of being seen from there. Immediately behind the school was a large public park, separated from it by a high, thick, untidy hedge. Most people would have been aware that, by walking up the path to Len's hut, passing the door and turning the corner at the end, you would find, hidden just behind the hut, a narrow gap in the hedge that led straight into the park. Taking this route to enter or leave the school premises was not approved of, officially, but occasional use of it was unlikely to be taken very seriously. The location of this concealed short-cut was important for me, though, and for this story. If I were to be seen going up the path, it would simply be assumed that I was making for the park. If I were seen entering the hut, however, then I'd need to have a very good explanation ready, as it was forbidden territory to pupils. Such as: I was returning a pair of gardening gloves that I'd found lying around somewhere. Or something along those lines. And if it ever became necessary for me to make a discreet exit, Len could act as lookout, and I'd be out of sight almost as soon as I was out of the door, as I'd be round the corner, through the hedge and gone. Since my last story ... nothing had happened! My first encounter with Len took place quite unexpectedly, late on a Friday afternoon. The following Monday, I felt an urgent need to talk with him again, only to discover that he'd gone on holiday for a fortnight. Those two weeks passed more slowly than any I'd ever known. I meet Len for the second time At last the day arrived when Len was back on duty. He was already busy when I got to school. On arriving back, he would have seen any number of things that needed his attention, after his fortnight away, and he'd got started immediately. That was a problem for me, as I couldn't approach him when anyone else was around, and we'd always have been in view from somewhere, at any time of day. I'd simply have to wait, and try my luck later on, at the end of the school day. I'd never known a day to pass so slowly. There were so many things I wanted to say to Len, but with each hour that passed, I changed my mind about where to start, and when I packed up my books for the last time that afternoon, I was none the wiser. I felt compelled to go straight to Len's hut, hoping that, by now, he'd be taking his usual tea-break. I slipped furtively into the short, narrow alleyway leading to his door. He opened the door before I could knock, and beckoned me straight inside. He didn't seem very pleased to see me. I made a half-hearted stab at conversation, using one of my over-rehearsed opening lines, asking him about his holiday. He didn't seem to want to talk about that, though, and if I'm honest, neither did I. "You know the consequences, don't you lass", he said, rather gruffly, "if anyone were to find out that you'd been here." Of course I did. I fully understood the potential seriousness of the situation, and I could see why Len was concerned. During his time away, he'd had time to reflect on the worst-case scenario, if he and I were to be discovered together, and he had no wish to live through it. I launched into a speech about why he had no need to worry, explaining all the care I'd taken to avoid being observed. I also took the opportunity to tell him how much I cared about him, and how far I'd go to make sure that nothing bad would ever happen to him, as a consequence of anything I'd done. The speech could have been better rehearsed, to be sure, but it was plainly spelled out and totally honest. It seemed to settle him. "Sorry to sound so grumpy, Ellen, lass. I enjoyed the holiday, thanks, but the work has piled up, you know, while I've been away. It's lovely to see you, of course. We've got some talking to do, between us, haven't we? But there'll be time for that." And then: "Meanwhile ... I suppose I ought to tell you that you're interrupting something." He smiled his familiar mischievous smile, but I didn't feel at all reassured. I had no idea what he meant. It was quite dark inside the hut, but I felt sure that we were the only two people there. Len handed me a pair of field glasses, and I noticed straight away that they were stamped with some words in German, and a faded emblem, an impressively proud eagle, perched above a swastika. "War trophy" he said. "I'll tell you the story one day". That was an aspect of Len's life history that I'd never thought about before, but this wasn't the time to ask about it. The field glasses were heavy, and felt solidly constructed. We'd studied the Second World War in our history lessons, but it had always seemed like something that happened a very long time ago. Now I had a piece of it in my hands. Len indicated that I should go to the window on the far side of the room, and take my place on the padded stool next to it. The window had been blacked out, with the exception of a small rectangle, just wide enough to give a view of the outside. I'd seen the window many times, from the other side, and from a distance, and it had never occurred to me that anyone could see out of it. The window overlooked the bike shed, and as I took up my position, somewhat hesitantly, on the stool, I began to understand what was going on. The viewpoint, the gap in the window-covering, the stool, the field glasses ... it all added up! The location that I was about to focus on was the very one that I used for my cock-sucking escapades, though my own preference had always been to stay closer to the nearby boundary hedge, which would have meant that I wasn't quite in full view, seen from here. Just lately, I hadn't been down to that area very often, so I was out of touch with whatever was going on there. If anyone else was using it, this might have been a good time to catch them, but I thought it most unlikely that Len would have seen anything of interest this afternoon. I could not have been more wrong! As I found the right focusing adjustment for the field glasses, I almost fell backwards in sheer amazement. There was a session under way, the like of which I'd never seen before, and the power of the optics was such that I could have been standing right in the middle of it. I was staring into the face of a girl I hardly knew, and she seemed to be staring straight back at me, as if she could see straight into my eyes. I lowered the glasses, and blinked. It took me a moment to take in what I'd seen. The girl was called Amy. I knew hardly anything about her, except that she was good at maths, and hung around with guys from the "science side", whom I didn't mix with. She was down there with two of those lads, one standing on either side of her. Nearer to us was a third lad, presumably on lookout duty. He didn't seem to be much use, though, as he just kept looking at Amy, and stroking an all-too-obvious protrusion in his trousers. I had to take another close look. This was incredible. I considered myself the school's only true hardcore slut, but I'd never dared to take on two lads at the same time. And yet, here was Amy, with a hard cock in each hand, as blatant as anything, looking as though she was loving every minute. She was kneeling on the ground, on a folded towel, her blouse fully open, with nothing underneath. She had impressively large breasts with prominent, pale nipples. The two lads were standing on either side of her, stroking her hair and caressing her breasts as she worked on each of them in turn. Her technique was surprisingly accomplished. She was pacing things slowly, and taking each cock very deep. And all the while, as I said, it was as if I was standing right in front of her, gazing into her eyes, as she gazed into mine. I was fascinated, and yet, after a few seconds, I couldn't bear to watch any more. I handed the field glasses back to Len, who seemed only too happy to have them back. Something was bothering me about what Amy was doing there. It was just so incredibly blatant. It was as if she was putting on a show for Len's benefit - at his bidding, even - but how could that be? "Len, I'm so sorry ... I can't watch any more of that. I'd like to go now." "No, Ellen, stay on a bit. I just happened to see that lass down there, and I had to take a look. They'll be finished in a moment. Those young lads won't last long, the way she's carrying on." He took back the field glasses, and sat up on the stool. "There, what did I tell you? There goes the first one - she's caught most of that - aye! - and there goes the other one. Oh, well done, lass, that was a couple of nice loads you took there, well done, well done!" By now, I was feeling seriously uncomfortable. What on earth was I doing here, watching this hopelessly over-sexed old bloke - who by rights should have been pensioned off years ago - getting all fired up while observing a group of eighteen-year-olds engaged in frantic, surreptitious experiments with oral sex? Not only that, the experiments were being conducted by a fellow female exam finalist, one whom I'd never have expected to see doing anything of the kind. Bizarrely, the girl was being outrageously blatant about what she was doing, as if she was getting off on the idea of being watched. And worst of all, from what I'd seen, and judging by Len's approving remarks, she was bloody good at sucking cock! Meanwhile, here was I, standing speechless in the gloomy darkness, being treated as if I wasn't there at all. I was about to make my exit - properly this time - when Len slid off the stool and headed swiftly for the door. A moment later, I heard him speaking to the boy who was supposed to be on look-out duty. "Is everything all right, lad?" The boy's face would have been a picture, I'm sure. Len's approach would have shocked him out of his reverie, his role as long-range lookout having long been forgotten. Glancing through Len's peep-hole, I saw the boy scampering down the slope, waving franticly. I couldn't help feeling some embarrassment for Amy, as she struggled to do up her blouse as fast as she could. She gave her face a quick, rough wipe with the towel, which she then rolled up into a tight bundle. As I watched her run a hand through her hair, trying to regain some kind of composure, I saw myself, in just that situation, and I suddenly warmed to her. I couldn't resist the urge to pick up the binoculars again, to examine the scene more closely. Amy seemed shaken. Strangely, she kept looking this way, and at one point she began to walk towards the hut, then appeared to change her mind. The two lads who'd been with her sidled away rapidly, and were making their way as fast as they could towards the main gate. One had grabbed up Amy's sports bag, presumably expecting her to follow, but at a discreet distance. Meanwhile, the so-called look-out had disappeared completely, in some other direction. Amy smoothed down her blouse, straightened her skirt, and strolled slowly away. Before I could get too lost in my thoughts, Len came back into the hut. He seemed pleased with himself. "I think I warned them just in time." Before I could make any further attempt to extricate myself from the situation, he altered his manner towards me, all of a sudden charmingly attentive. That was a side of Len's character that I'd thought I was familiar with. I'd taken him at face value, as an honest chap who genuinely cared about me. Now, though, it dawned on me that perhaps I'd been deceived. I had to consider the possibility that I was dealing with a clever, devious and thoroughly manipulative character, with more complex motives than I could imagine. In any event, this man had a certain advantage over me, in terms of adult life experience: more than 50 years to my zero. In a strange kind of way, though, for all my eighteen years of relatively sheltered existence, I didn't feel wrong-footed by him. In fact I started to find him even more attractive. I felt as though I could see through his tactics, and I wasn't about to be taken in. At the same time, I also realised that he didn't need to know that! If it suited me, on occasion, to let him think that I'd been fooled, then: so be it! In the quarter-century or so since these events took place, I've come to the conclusion that there's a psychopath inside every one of us. I've also realised that, where psychopathic tendencies are concerned, I've got rather more than my share. So I reckoned that I had a pretty good idea what was on Len's mind, and I felt reasonably sure that it had something to do with the impressive bulge in his trousers. For the moment, though, it suited me to play my part as the naïve and suggestible admirer, while he proceeded to treat me to a series of highly flattering compliments. "Well, that was quite something, wasn't it? Two lads at once. And she swallowed the lot. That was a surprise, I must say. Quite a surprise." Then, edging closer, he lowered his voice just a little. "I have to say, though, Ellen, that she's not in your league. Given the choice, I'd much rather have been watching you. Aye, much rather." "Len, for goodness' sake, what's going on? Watching with that thing, it's like you're just inches away from what's happening. And to think that you could see me that close, as well. It doesn't feel right at all ... " "That's just it, though, Ellen, I've never seen you that way. You've always been much more discreet, tucking yourself away, behind the hedge, out of view. You've no idea how tantalising that's been at times." I could very easily have tried to pick a fight with Len at that point. The whole set-up bothered me: the darkness in the hut, the narrow opening in the window-covering, the binoculars with their precision lenses, it all added up to something I didn't like. Instead, I chose to let those thoughts follow their own course, and I allowed my attention to drift slowly back to the bulge in Len's groin. I decided to let him flatter me a little more, even if it meant that I had to fish for the compliments. And in any case, I was curious. "Well, as you said, Len, Amy was pretty good. So why would you rather see me?" "It's hard to explain, Ellen. Amy's technique is good, she knows what she's doing, and the lads love it. But she can take it or leave it. With you it's different. When you've got a cock in your hands it's as if you catch fire, you move to a different level, a different place, there's not many can do that. And for a man, that's a fantastic thing to see". "Well, Len, here I am again! What's it to be? Same as before?" As I spoke, I reached out to touch that bulge. It felt great to be able to sense the strength of his erection, under the coarse fabric of his overalls. It was his decision now: usher me out, or let me have my way. For once, he seemed to have nothing to say. I carried on stroking, then reached for his zip. It was the heavy-duty type, and he had to assist me. This was the second time I'd had the pleasure of seeing Len's truly gorgeous cock. As on the previous occasion, the generously proportioned piece of equipment was already fully primed. I closed my fingers around it, and paused for a moment, to let myself appreciate its size and solidity. The Caretaker Gets Careless In my eagerness to see and touch it once again, I'd given no thought to what exactly I would do, once I had it in my hands. In fact, since entering Len's hut, I'd had no time to get my bearings properly. The whole place was in almost complete darkness, and my attention - like Len's - had been directed towards the remarkable goings-on outside, until now. My eager partner was now intent on showing me just how attentive and considerate he could be. Taking me gently by the arm, he led me to a large leather armchair, and I sat down. The chair was a close match with the sofa in the Camera Club's darkroom, that had featured in our first encounter, and I realised that they were both from the same suite, which in better times had occupied the stately surroundings of the headmaster's office. With Len standing directly in front of me, just inches away, I was perfectly positioned to start work. This was the moment I'd anticipated, in some of my most vivid fantasies, for two long weeks. Amy was welcome to her sixth-form science specialists: this was the real thing. Len stood before me, hands on hips, his rock-solid member almost vertical it seemed to me, the underside fully exposed for my attention, his balls solid and weighty. I reached out, tentatively at first, to run my fingers over the smooth, lean shaft, and immediately felt reassured by its comforting familiarity. Lifting myself a little from the chair, I ran my tongue up the shaft, to the proudly swollen bell-end, then back down to his scrotal sac. I was simply thrilled to be able to re-acquaint myself with the finer detail of its shape and texture, and I could have carried on playing like this for hours. I was, however, fully aware that this, once again, was not going to be that kind of session. In the darkness, I wasn't in a position to pick up cues from Len's posture or facial expression, but I knew that he would still be anxious about the possibility of our being discovered here together. That didn't seem very likely to me, but at this time of day, with some of the staff still on the premises, it couldn't be ruled out. What's more, I also knew that Len had got very aroused while watching Amy in action, and however much he was enjoying my teasing, he wouldn't be able to stand it for very long. Indeed, a moment or two later, he was imploring me to stop! "That's enough, Ellen, lass, just get on and suck it now - please! - take it deep, like you did before, and then finish the job!" "Now, now, Len, don't be mean, I've waited two whole weeks for this! Don't deny me my pleasure now!" I hoped he'd realise, from my tone of voice, that I wasn't being serious. "Come on Len, you dirty old bastard, give me a break! You get all excited watching Amy sucking cock, and swallowing two whole loads at once. And meanwhile you leave me standing here like an idiot, while you can't take your eyes off her. And now, as soon as you've shot your load, you'll want me out of here. That's just not on, is it?" Actually, I didn't say any of that. I simply didn't know him well enough, to know how he'd react, and somehow, I didn't think he'd take it well. Besides which, I had his cock in my mouth, and that was what I was here for. Even as I was savouring these long-awaited pleasures, however, I couldn't forget about Amy. The more I thought about her, the more firmly I was able to convince myself that the bike shed rendezvous hadn't just happened by chance. It had been pre-arranged, and Len had been fully involved in planning it. I realised for the first time that I wasn't the only one who'd been eagerly awaiting Len's return from his holiday. Amy's double shot spectacular had been her way of saying "welcome back", and the message had been fully understood, and greatly appreciated! Len didn't want me to know that, though, and this wasn't the time for questions. Mindful of Len's increasing sense of urgency, I began to apply myself to my task a little more energetically. I shifted my position yet further forward, and closed my lips over the velvet-smooth bell-end. It seemed surprisingly large. My recall of my first impression of it seemed clear enough, and so perhaps Amy really had worked some special magic just now. I slid my hands over Len's naked buttocks, and worked my mouth methodically down the shaft, getting as close to the base as I could. I thought I was doing pretty well, but Len seemed not to think so. Placing a hand flat against the back of my head, he pulled me suddenly forwards, ramming himself hard and deep into me, right to the back of my mouth. That really was a shock! I felt my teeth jabbing sharply into soft flesh, which must have hurt. I would have yelled out a stream of obscenities, but I was gagging on the shaft, and couldn't breathe. Memories of our first encounter came rushing back, as my cheeks flamed and my eyes watered. As a reflex reaction, I dug my fingernails deep into Len's buttocks. That must have hurt, too. Grabbing a handful of hair, he yanked my head back, sharply. At the same moment, his first shot of semen filled my mouth, and streamed down my eager gullet. I'd so wanted to give Len a really clean finish this time, after getting into such a mess before, but it wasn't to be. My mouth was full after that single, overpowering spurt, and he was still pumping the stuff out. Once again, it seemed to be everywhere, all over my face, in my hair, dripping off my chin and splattered all over my blouse. I took his cock in my hand and held it for a little longer, squeezing gently as I watched the last drop or two of semen oozing from the tip, and then licking it clean. I'd so wanted this to be a proper demonstration of my well-practised cock-sucking expertise, but now I was in an even worse mess than last time. For a moment, gagging and retching, I thought I was about to be very, very sick. Then another wave of panic rolled through me, as I felt as though I was going to cry. Somehow, I won the fight to hold onto what remained of my composure, but the effort had left me feeling totally wrecked, and I could feel myself trembling from head to toe. For a moment, all I wanted to do was close my eyes and sink back in the chair. Len was once again at his best as the attentive, considerate lover who knew exactly what the situation required. Stepping back, he took a moment to cover the opening in the window overlooking the bike shed, and to check that all the other window blinds were fully drawn. Then he switched on a table lamp somewhere, bringing a gentle, warm light to the room. He brought a large box of tissues, and knelt beside me, his gentle smile full of reassurance. All the earlier anxiety had dissipated. Presumably, as long as we kept our voices low, it wouldn't occur to anyone passing that the hut was occupied. "I'll get the hang of this one day, won't I, Len?" I whispered, forcing a smile. "Don't be daft, Ellen, lass, you were superb. I've honestly never met anyone better. Though I say it myself, that was quite a climax you had to cope with. I got a bit carried away there, I'm afraid. And I came heavily. For a man of my years I'm not doing badly, in that respect. So you did a superb job. You took it in your stride. Fingernails were a bit sharp, though." Indeed. Not to mention the teeth. Thank God that Len had seen the funny side. I was able to get a quick freshen-up in Len's tiny washroom, and put on the fresh polo shirt that I'd brought with me, in my satchel. Len brewed tea, and I went back to the giant armchair for a while. I was feeling strangely comfortable in the somewhat austere surroundings of Len's hut, and I wanted to savour the moment. At that point, I had no idea whether I'd ever find myself there again, but I was hoping that this wouldn't turn out to be my first and last visit. For the moment, I was content to sink back into the chair, and gather my wits, in preparation for the journey home. Len seemed content to leave me alone with my thoughts for a while, and sat down near the table lamp, to leaf through a newspaper. After resting in the armchair for a few more minutes, I was ready to go. It was by no means an emotional farewell, but Len was kind and courteous to the last, and seemed genuinely appreciative of my efforts. And that was that. Looking back In my last story, I took care to remind my readers that these events happened more than twenty-five years ago. I also mentioned that if every man I'd met since had been as courteous and considerate as Len, my life up to now would have been just about perfect. Right now, if I had a man of Len's stature standing naked in front of me, his rock-solid erection staring me in the face, I'd implore him to grab a handful of hair and thrust my head forwards, forcing me onto it as brutally as he liked. For me, now, with the right guy, a serious face-fuck is one of life's ultimate pleasures. It's guaranteed to bring me to a massive gushing orgasm in seconds. I feel I have good reason to be proud of my abilities, and those skills have to be learned. You might wonder why I've been so keen to describe my first fumbling efforts in such detail in these stories, but, as they say, we all have to start somewhere, and I had the good fortune to meet a highly experienced and very understanding gentleman, of mature years, yet with the erotic appetites and inclination of a much younger man. On my way home that afternoon On leaving the hut, I turned left outside the door, and left again, at the corner of the building, to find the well-concealed gap in the hedge that led into the park. Following my usual route home, I had time to reflect further on what had been happening at the bike shed. There was now no doubt in my mind that the events had been pre-arranged by Amy, with Len's full involvement, and quite possibly at his behest. Amy had certainly been sure that she was being watched from a particular viewpoint, but whether she knew about the binoculars - and if so, whether she had any idea of their astonishing power - was a matter for speculation at this point. As I pondered that question, though, another penny dropped. The bike shed scene had been no more than a prelude. Once the two lads had been sent away satisfied, the arrangement was that Amy would make her way up the path to the hut, for a late-afternoon appointment with dear old Len. Now, at last, I understood why Len left the hut, so suddenly, to frighten the lad on look-out duty, and scare all four of them away. The lads were quite possibly first-timers, and would have had no idea that they were under any kind of surveillance. That would explain why they fled away so rapidly, and once they'd picked up her bag, Amy had to follow. I'd seen her glance uncertainly in this direction, before she set off towards the gate. She'd seemed confused. No wonder. It obviously hadn't occurred to Len that I'd appear at his door on his first day at work, and when I did, he didn't have much time to decide what to do. So, there it was. Len had created a rather awkward dilemma for himself. He'd thrown in his lot with Amy, and now I'd appeared on the scene, to complicate matters. And who was to say that we were the only ones? The arrangement of the padded stool, the binoculars and the cut-out in the window-blind wasn't something that Len had come up with, that afternoon. He'd exploited that vantage point on more than one occasion before. So where now for young Ellen? That was going to take some more thought. A good tactical move might be to get to know the voluptuous Amy a little better. It seemed to me that I had a certain tactical advantage, after what had happened this afternoon. At some point, Len might want to say something to her about me, or perhaps he wouldn't. And anyway, what would he say? After all, he could have turned me away just now, to keep his appointment with Amy, but he didn't, did he? Those were my thoughts as I scurried home. Looking back, all these years later, I'm surprised at how clearly I can remember it all. In those days, though, I wasn't inclined to ruminate at length on such matters. A plan would occur to me, soon enough, and I'd make my next moves accordingly. Comforted by that realisation, I was able to turn my attention to the pressing question of what I might like for my tea. A nice sausage butty would be about right! Ellen Submitted August 2012 If you enjoyed this story, kindly take a second to rate it accordingly. Any constructive comments or feedback would be greatly appreciated.