Date: Thu, 7 May 2015 13:41:22 +0000 From: Bruce Demosthenes Subject: Can I fuck you? 6 Remember to give money to nifty! **** When the alarm went at 7am I woke with a start, having only had only four hours of sleep. As soon as I awoke, the night before came flooding back to me. I had been fucked by the 17 year old high school prefect assigned to assist me and by a 14 year old French Canadian boy whose care I was entrusted. My fingers went to my hole. It wasn't as sore as it was last night but it was still very sensitive. It was also sticky from cum, two boys' cum, and baby oil. The last few days had been way too dramatic. My life felt out of control. Fortunately it was Friday so once I got through the day I would have the weekend to recover. While I lived on the flat and had charge of all the grade 9 and 10 boarders, because I had house duty every weeknight I only had to be on duty one weekend a month. Other teachers who live in houses on the school grounds share the duty other weekends. This was not one of my weekends. I had mixed emotions about what I had done. I had enjoyed the sex of the previous three days and thought both Alec and Abbey were gorgeous, but my ass needed to recover and my heart couldn't handle the level of panic I felt at being caught, especially caught with Alec, since he was only 14 and in my direct charge. I had been honest when Alec asked me which cock I liked better. I loved his uncut cock. Though part of me missed being rammed repeatedly for what seemed like hours by the bigger cock of the 17 year old quarterback. I also felt guilty about sucking Alec off right before he used my phone to call his parents. If his parents knew they would pull their kid out of school and have me arrested, but there was something about having their boy's foreskin in my mouth that I could resist. My cock began to stir at the thought of this boy naked and his little cock so I quickly got out of bed and got in my private shower. As I showered I again touched my hole and remembered the battering Abbey had given me followed by the gentle working of my ass, almost love-making, Alec had done. Resist as I tried, my cock instinctively hardened at the memory and before long I was stroking one off in the shower my mind bouncing back and forth thinking of images of these two boys, naked in the shower as I had previously checked them out, in their underwear as I had seen them repeatedly in their rooms and in the locker-room, and more recently in my own rooms naked and in my bed fucking me.. I came all over the wall and floor of my shower remembering each boy's cock pulsing in my ass as they each deposited a huge load of cum deep inside me last night. After I showered and dressed I went to Alec's room to make sure he was up. The last thing I needed was for him to oversleep and Abbey to try to wake him and him putting up a protest. I had a nightmarish thought of Alec saying he was not getting up because he had been up late fucking me and then when Abbey insisted he get up Alec throwing his knowledge of Abbey fucking me last night back in his face. I couldn't really imagine that happening. It was Alec, and he was a quiet shy French kid and he had a roommate who he wouldn't want to know he was gay, but one never knows how a 14 year will react. I have seen some pretty nasty insult matches between boys in my charge and Alec had called me all sorts of dirty words when he fucked me two days ago (plus he seemed to like the idea his cock was in the same place as Abbey's last night and if he looked up to Abbey he might want the prefect to know they were sharing my ass, so I knew I didn't want the two of them confronting each other this morning no matter how discrete I was hopeful both boys were). When I stuck my head in Alec's room, thankfully, he and his roommate were up, showered and in various state of dress. I ran my eyes over each one. They were both in grade 10 (grade 10s live two to a room). They both had bodies that were developed beyond puberty (even my grade 9s had all gone through puberty). Neither had their shirts on. Alec was skinner than his roommate Rob, his roommate, was smaller, compact, with still a bit of baby fat. Both upper bodies were smooth and ill-defined. While Rob had his pants on I knew underneath he was wearing baby blue briefs with a white waistband and piping around the fly. He always wore those briefs just like Alec always wore his white briefs. I don't know if it is because mothers buy boys underwear and they always buy the same brand and style for their sons or if underwear in a boarding school is a statement because the rest of their school uniform doesn't allow for choice. But each of the boys had a specific colour and style of briefs (and every boy in my charge it seemed wore briefs, at least the cute ones). I had noted this checking them out when they changed in their rooms on the flat and in the locker-room where they had to change a couple times a day because there was compulsory sports after school as well as gym class during the day. Having seen them so many times in their underwear, whenever I looked at one of the boys in my charge the first memory that instantly popped into my mind was what they looked like in their briefs including the particular style of underwear and its colour and how their cock and balls filled them out. And for the boys in my charge, since I had to (well maybe I did it more than I had to) check in on them when showering, what their cock and balls looked like when they were naked in the showers. I knew Rob's cock was cut but he was rather unique in that even without foreskin it hung down over his balls (most boys his age, their cocks, while all different shapes and sizes, seemed to stay close to their body if circumcised and hang to the left or the right in their briefs). "15 minutes until breakfast," I said. "Yes sir," they answered in unison. I then worked my way down the hall, sticking my head in each room along the hall and saying the same, getting to see many of my boys in their underwear though most were already dressed and just tying their ties or putting on their blazers. I met Abbey halfway down coming up the hall in the other direction doing the same. He nodded to me and said "good morning sir." "Good morning Abbey," I replied very formally. It was no less or more formal than any other morning but it felt very formal given the battering he had given my ass the night before. "Did you sleep well," he asked with a smirk on his face, the cheeky bastard. Abbey must have assumed he left me exhausted after the long workout he had given my ass. Truth is he had actually left me exhausted and I would have fallen asleep had it not been for Alec. "I actually didn't get to sleep until 3am," I replied honestly. Something made me not want to lie to this boy ever. Abbey didn't seem to pick up on it or didn't care. I suddenly wanted to ask Abbey to fuck me again. How could I not. Here was this handsome 17 year old boy with his blond hair and blue eyes and broad shoulders standing in his prefect uniform, which is the standard grey flannels, white shirt and school tie but with a red blazer that made him stand out as special, a prefect, someone to be respected and to listen to. And I knew under his grey flannels was white briefs (it suddenly struck me that coincidentally both he and Alec wore similar white briefs). Not sure how to bridge the subject of doing again what we had done the previous night, especially standing in the hallway with boys moving to and fro and in the rooms around us, I tried being coy: "if you ever need to 'talk' again my door is always open." While initially he didn't get what I was saying, awareness eventually spread on his face and he replied "nah, but thanks sir. Thanks for the 'talk' last night. But I am good." My heart sank. Was he saying we would never have sex again? Just the thought of never having sex with this gorgeous boy made me want to beg him, even though boy were within earshot, to pound my ass again, harder and longer if he wanted to. This blond Adonis before me, I suddenly desperately needed him to fuck me again! But I had no control over this. He could use me if he wanted but I could never ask him to fuck me. So I changed the subject and said "bet you are glad the weekend is almost here," trying to put a brave face on the fact I was crestfallen and he had basically told me there in the hall that fucking me last night had been a one-off, never to happen again. "I am," he said with a big grin, from ear to ear, which I didn't understand, and with that we parted company. Sticking my head in the larger of the two shower rooms I said "hurry up boys, only 10 minutes until breakfast." There were only two boys in the shower room. The large shower room has 12 shower heads on the walls around the three sides (four on each wall), so boys all shower together. Usually boys will pick a shower head farthest from another boys, but even when each takes one on a different wall that are naked facing each other at times or facing the wall depending if they are washing their backs or fronts. They hang their towels or bathrobes on hooks on the fourth wall where the door is so they also have to walk to and from the shower head naked across the room. Each boy on the flat knew what each other looked like naked whether they wanted to or not. And I got to see them naked when I stuck my head in the room ostensibly doing rounds. Both of these boys were in grade 9 and just happened to be roommates. All the boys in my charge had reached puberty but they were at different stages of development and this was most noticeable with the grade 9s. Both of these boys had similar builds. But their penises were very different (in fact, I was fascinated that every boy's penis seemed to be entirely unique). These two were both cut, as were most of the boys on the flat, and with the black haired boy, Justin, his cock hung straight down over his balls (a bit like Rob's or the uncut boys whose cocks always seemed to hang down and sway when they walked), while the other fair haired boy, Liam, his cock pulled up fairly close to the body which was more common at his age. The heads of their cocks were about the same size. Based on their cock heads and growth of pubes they seemed to be at about the same stage of development so the 'shower versus grower' idea came to mind as I wondered what they would look like hard and what it would feel like to be fucked by a 13 year old grade 9 student. My mind went back to the difference between Abbey and Alec on my back the night before and I felt a twinge in my cock and a twitch of my asshole and quickly tried to put the thought out of my mind before I got a hard on looking at these boys in the shower. Boy I had it bad. I had always checked out the boys changing in their rooms and in the locker-room and naked in the showers and I had all the cute ones' style of briefs and shape of their cocks (when soft, never got to see them hard), their balls and amount of pubes committed to memory. Even pubes as different by boy. Not just the amount, which is very noticeable especially with the grade 9s, but how they responded to water. Like Justin's pubes straightened out as he stood under the shower whereas Liam's small patch staid curly. While all these thoughts ran through my mine, in reality I didn't stare long at these two 13 year old boy's cocks and bodies, afraid I would be caught by them looking, so instead I stared them in the eyes and just checked them out with my peripheral vision. I guess the forced eye contact I was making with them caused them to think I was mad and they both quickly responded "sorry sir" and turned off the water, without fully rinsing (even though they still had 10 minutes to finish and get dressed). Retrieved their towels from hooks near me at the door, which they wrapped around their waists (their cock, balls and small patch of pubes disappearing from sight), they scurried down the hall still dripping water to the room which they shared. Even running down the hall in only towels these boys were cute as buttons. This caused me to think, these boys were roommates and they were showering together and on the same side of the shower room, all of which is unusual (roommates rarely shower at the same time and boys always try to be as far from the other boys in the shower, its like using urinals, boys never take the one right next to one that is occupied). My mind went to the possibility they were lovers and I found myself picturing them 69ing or even fucking and began speculating which was the top. I then shoved this idea out of my mind. In grade 9 there are four boys to a room so how would they possibly have sex, they have no privacy. The fact I was being depraved and had let two boys fuck me did not mean everyone else was having sex on the flat. In fact, if any of these boys knew what I had done they would probably tell their parents or the headmaster or the police. But the brief thought of these two boys sucking each other or even more, and maybe doing something with me, had already made my cock start to harden. Even though by now I had a noticeable semi-erection in my pants, and there were boys in the hallway making their way down to breakfast, I still went to the smaller shower in the hopes of seeing more naked boys. Unfortunately for me there was no one there, which being at Abbey's end of the hall I assumed was the result of his hurrying the boys along as at this time in the morning boys shouldn't be showering as breakfast was now only 5 minutes away. Abbey was an impressive prefect, and I don't just mean in appearance (though he was that). He commanded the boys respect. It didn't hurt he was the quarterback of the first team. Whenever he told a boy to do something they did it without backtalk or complaint. His commanding presence was why the headmaster had assigned him to the younger boys. Once the boys were all at breakfast I decided to leave the school. I didn't have a class to teach until the afternoon and I had decided the night before I needed to get lube. Much as I liked feeling of every inch of these two boys' cocks, if they were going to fuck me repeatedly my ass couldn't take it (especially from Abbey who, while he had just told me it was probably a one-time thing, if he did was willing to do it again I knew he would to take forever and would need to pound my ass hard in order to cum) so I needed something that was a little thicker than baby oil. Friday morning struck me as the ideal time to go to a sex shop. The likelihood of running into anyone (parent, teacher or student) at that time was nil. Though I assumed running into anyone I knew at a sex shop would be nil as who but me was engaged in depraved behaviour. At the store there was a huge selection of everything, including dildos, jockstraps, magazines, DVDs and leather clothing, but I was only interested in lube, at least for now (though something in me made me curious about the other things they sold too). I realized I knew nothing about lube and there was a wide selection. Some of the bottles boasted warming effects, which I couldn't imagine would be pleasant on my sensitive ass (I assumed they must be for women). I read the various labels and there seemed to be a main choice between water and silicone based. Beyond that every bottle promised to be the 'most sensitive natural feel' (none boasted it will hurt less if you get fucked by two boys in one night). There were a couple bottles that specifically seemed to be for anal sex due to their explicit names, but I couldn't imagine taking any of those to the cash and paying for them, especially since the boy behind the cash was kinda cute. I guess I must have lingered too long or looked confused because after a while the boy came out from behind the cash to ask if I needed help. I was too embarrassed to explain that I was looking for lube because my ass was sore from being fucked. So I just said 'no thanks' and quickly exited the store. Returning to the school I went to my room and tried googling information on lube. By the time I had to go to the dining room for lunch I was more confused about the possible choices than I had been in the store. There were just too many choices. I taught my classes in the afternoon, shifting on my seat aware of my sensitive hole and remembering having been fucked. In fact, every cute boy in my classes I imagined what it would be like to have him also fuck me. I had seen all of them in their underwear and the younger boarders in the shower and I tried to picture their cocks and what they would feel like erect and firmly implanted in my ass as they lay on top of me. After school I supervised sports. I supervise what I call the 'disorganized' sports. The organized sports, like the football team Abbey quarterbacks, are coached by either the athletic director or one of the more serious sports minded teachers. Students in the disorganized sports play mostly soccer in the fall. There are no formal teams, they just make them up on their own, with a little help from me and the other teachers, and proceed to kick a ball around for the required one hour of compulsory sports each day. A few grade 10s in my care are athletic enough to be part of an organized team, but most do disorganized sports as do all the grade 9s. It is hot watching the boys run around in their gym kit of green shorts and a white t-shirt and I again found myself remembering each of the cute boys in their underwear or naked, something even easier to do now that they weren't dressed up in a blazer, grey flannels, shirt and tie. It all became too much for me and I told one of my colleagues I was going to go grade papers before I got a hard on in my own shorts standing there on the soccer field. The one good thing about disorganized sports is it doesn't really require supervision so the other teacher was not put off that I was shirking my responsibilities and ducking out of sports duty. I had only been up on the flat for a few minutes and there was a knock on the door. As everyone was at sports I had no clue who it could be. When I opened the door there was Alec, in his gym kit. "What are you doing here," I asked, surprised and a little annoyed as he was taking big chances with both our careers, his as a student and mine as someone who didn't want to be in jail. "I saw you leave the field," he said, stepping into my office uninvited. "Someone could have caught you," I said. "You can't be taking these risks." "That's just it," Alec said. "Tonight you won't be on duty and I wanted to see you." His little face looking up at me longingly melted my heart. "Who is on duty," he asked. I told him which master was on duty this weekend and he said "he is a real ball breaker." "Alec, you need to show your teachers respect," I admonished. "Sorry sir, I just meant that if I tried to come by tonight after lights out I could get caught and he wouldn't let me off with a warning. He will want to know where I am going? or where I have been" he added to drive home his point. "You can't come by this weekend. In fact, you shouldn't come by any more," I said gravely concerned at the risk we were taking. Alec grabbed my hand and placed it on his gym shorts. Sure enough, he was hard under his shorts and I could, given he only had briefs and thin gym shorts on, feel the foreskin around his cock. I sighed. "Sports will be over soon," I said. Trying to figure out how we could do this without being caught. "Everyone still has to change," he said, which was true. Before and after sports the boys changed in the locker-room in the school basement. They didn't come up to the flats until right before dinner and some just waited and went directly to the dinning room. Alec leaned in and kissed me. I immediately responded by kissing him back. When we broke our kiss (and I have no idea how he knew to kiss like that), I said with a note of sadness in my voice "I am still sore and I didn't get lube." Alec looked confused. He had no idea I had ventured out to get lube or probably why I wanted it. But, with a look of concern in his eye, he asked "wasn't I gentle enough last night, sir." "You were," I admitted, and smiled. "But that didn't make me any less tender back there." I couldn't believe we were standing in my office on the flat with my hand on his hard cock, inches away from each other, looking in each other's eyes, having this conversation. "I promise to be as gentle, sir," he said and he leaned in and kissed me again. This time our tongues began to struggle with each other's and our kissing transformed from affection to passion. Soon we were pulling off each other's clothes as we made our way through the connecting door from my office to my bedroom. Naked I reluctantly stopped kissing him and got the baby oil from the nightstand (still regretting I had not bought any lube earlier in the day). When I started to get on the bed face down Alec said "sir, is it ok if you get on your back like the other time we did it." I remembered vividly that time, Alec still with most of his school uniform on. He was hardly gentle that time and even talked dirty. I said "I need you to be gentle like last night, not the time before, and you can't talk dirty, someone could hear." "I will be and I won't, sir" Alec said as I lay on my back naked and he moved between my legs and applied oil to my ass and then to his cock. He looked so cute there kneeling above me, his straight blond hair and smooth upper body, that little patch of blond pubes over his hard uncut cock which he was slicking up. "And you can never tell anyone we do this," I said, stating what I assumed should be obvious but being worried he might mention it even conspiratorially to Abbey, who would not understand that I was letting this continue. To make my point clear I said "not Abbey, not anyone. I could be fired or worse" (I was thinking of the possibility I could go to jail, though I didn't specifically say that as I didn't want him to realize how wrong what were doing was - he was just so cute kneeling naked in front of me and I wanted him to put that young uncut cock that was sticking straight out from his body and now was so shiny with lube into my ass so badly). Alec stopped rubbing the oil on that gorgeous uncut cock and looked at me very serious and a bit ashamed and said "well? er? I already told Rob." "What???!!!" I exclaimed, suddenly sitting up in the bed. "You told your roommate?" I was totally terrified that yet another 14 year old now knew of what was a secret that could ruin me. First Abbey and now Rob? "I had to," Alec said pleadingly. "He confronted me with my coming and going from our room at night, sir," adding defensively (as though it was my fault) "and I didn't get back to my room until 3am last night." I stared at him credulously. I couldn't believe what I was hearing. I was worried Abbey knew we had done it once. I had been terrified that Alec might mention we were continuing to do it to Abbey. But now another boy, Rob, Alec's roommate, knew. "Don't worry, sir" Alec said, pulling back his foreskin and applying oil to the head of his cock and then grabbing my legs and pulling me back down so I was lying flat on the bed. "He won't tell anyone." I was hardly reassured by this statement but before I could comment further Alec leant forward and kissed me. I instinctively kissed him back and opened my mouth for his tongue to enter. As he kissed me he put his cock between my ass cheeks and entered my sensitive hole. As his oiled up cock slid into me while he kissed me, I instantly wrapped my legs around him and let out a moan. Sure my hole was overly sensitive, and the baby oil was doing nothing to lessen that, but his 5" uncut cock buried deep inside me made me complete. True to his word, even in this position, Alec gently moved in and out of my ass like the night before. What is more, he continued to kiss me while fucking me and something about kissing was taking my mind off the tenderness of my asshole and adding to the passion. My hands were roaming all over his upper body, back and shoulders. While Alec was a skinny boy, and had no baby fat, his skin was still so soft to the touch, due to his young age. This 14 year old was so small and young and yet was on top of me and inside me and dominating me. He was in charge of me while we were in bed. His cock felt so good as it slid in and out of my ass. My ass must have gotten a bit tighter during the day than the night before because it felt like it was gripping his cock, causing the loose skin of his uncircumcised penis to move back and forth over the hardness he was shoving it all the way up inside of me, repeatedly. Soon I was panting into his mouth. I knew it wouldn't be long for me to cum and I wanted him to cum too. With my legs wrapped around his young hips, I used the heels of my feet to urge him to shove his cock deeper into me. I also took hold of his upper arms with each of my hands and pulled him up towards me again and again, trying to get him to go deeper and faster and harder, even though I knew it might hurt and leave me more sore. Alec was panting into my mouth as we kissed just as I was panting into his. In spite of my urging him on, true to his word, he kept to the slow pace and just steadily fucked me in the same rhythm he had begun when he first entered me. I didn't know if it was hard and fast enough for him to cum but I couldn't stop myself and my orgasm began. I knew I couldn't say something like "I am cumming" but I wanted to cry that out. To thank this young boy for the pleasure he was giving me my fucking me with his hard uncut cock. I just let out a moan as I began to cum, spraying both of our stomachs and chests with my cum. Being sprayed with my cum, knowing I was cumming and probably feeling my ass contract around his cock with each rope of cum I shot on us seemed to be enough for him and it triggered Alec's orgasm and he let out a similar moan to mine as he began to shoot his load deep inside me. We both seemed to cum at the same time and it seemed to last forever. It was so intense we barely moved and stopped kissing, just having our mouths pressed against the other breathing in gasps into the other. I don't think I have ever shot such a big load. Both his smooth chest and stomach and my hairy one was drenched in cum. And his cock seemed to pulse for so long in my ass I knew he was depositing as much if not more cum deep in my ass. Finally Alec lifted himself off me, raising up on his two arms, and looked down at me and the cum that made both our bodies glisten, with a smile and a genuine look of affection. This boy above me and inside me, who had just seeded my ass yet again and was clearly pleased with himself that he had made my cum by fucking me, looked like an angel. I could swear I saw a halo around his blond hair in the light of the room. Then he leant down and kissed me one more time and rolled off, and with sadness I felt his cock pull out. We both put on our gym clothes in silence and we went back into the office. My quarters have a door into the office but also a door onto the hall (no one would understand Alec coming out of my apartment and I had no idea how long we had been and if students would now be changed from sports and up on the flats). We kissed one last time and I opened the door prepared to say something like "don't cut sports again" if someone was nearby to explain why he was in my office in his gym kit. His white gym shirt I noted was wet, my cum having immediately soaked into it when he put it on. Fortunately no one was there and said a quick "thanks sir" and ran across the hall to his room. He grabbed his towel and ran down to the large shower room in his gym kit. Boys are supposed to shower and change after gym down in the locker-room so why Alec was on the flat in his gym kit and showering upstairs would be difficult for him to explain if he got caught. And there was also the matter that my cum was all over his young body and his cock was slick with oil and his own cum, damning evidence of what we had done. I made a note to myself that I should have him clean himself off before he leaves my apartment in the future - though he couldn't clean himself in my shower as there would be no way to explain him leaving my apartment with wet hair (and the idea of a student in my shower seemed wrong, even though I had just had him in my bed). This thought of him needing to clean before he left my apartment so we wouldn't get caught reminded me what he had told me right before he had fucked me, that his roommate knew what we were doing. Suddenly dread replaced the euphoria I felt at having made out with Alec while his firm 5" uncut penis was planted deep in my ass. I tried to put the worry out of my mind. And as I was washing the cum off myself in my own shower, picturing him doing the same down the hall in the boys' shower room, it dawned on me that this was the third time I had cum without touching myself just from Alec fucking me. I wondered what that meant. 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