Date: Wed, 28 Jun 2006 18:46:14 -0700 (PDT) From: andy jones Subject: "A New School-A New Beginning - 1 / The Uniform Fitting A New School-A New Beginning -1 The Uniform Fitting Before starting school, I was given a list of things to get and do, including books and a uniform. My mom picked the books up for me and off we went to the tailor in charge of the uniforms. The sign said Sir Anthony Foccabotto- Fine English & Continental Tailor. I had seen the other boys at Hardwick, and they looked so handsome in their uniforms, which consisted of navy blue blazers and dark gray flannel pants, a blue button down shirt and a red and blue striped rep tie. The younger boys in grades 5-8 wore gray flannel short pants in the spring and fall. I was so excited about getting my uniform I jumped out of the car and told her to pick me up in an hour. I ran as fast as I could to the store, opened the door, and went inside. A very distinguished gentleman about 50 years who was about 6'2" feet tall with salt and pepper hair , looked up from his cutting table, smiled at me, and said , "What can I do for you young man"? "My name is Andy Jones, and I'm to start at Hardwick School for Boys in two weeks and I need to get my uniforms!" I gleefully replied. "Indeed you do, Andy Jones, and with just two weeks to go we have to get you fitted at once! Please come with me into the fitting room." He rose from his chair, and gestured me to follow him in the back behind a gray flannel curtain. "Now Andy, what grade are you going to begin this fall?" asked Sir Anthony. "I'll be in the seventh grade Sir", I replied proudly as I followed him into the back room. "As you may know, boys in grades 5-8 have two sets of pants, one long and the other quite short." We entered the fitting room which was really cool. It had mirrors on all the walls at odd angles. There was long mahogany and leather bench, a low leather stool, and several maroon carpeted platforms for modeling and measuring. On the walls were hanging various jackets, shirts, trousers and shorts. "Now Andy, please remove all of your clothing so that I can measure you properly." Said Sir Anthony. "But Sir, can't you measure me on the outside?" I queried. "Absolutely not, and no more `buts' about it; please take off your clothes, or find another tailor to make your uniform! If you can`t take simple orders, you might start looking for another school as well. I`ve known the Dean of your school for years, and I know that they don`t put up with uncooperative, students!" I thought about how angry my mother would be if I came back empty handed, and then there would be my Dad telling me to stop acting like a wuss, and worst of all, I didn't know of another tailor anywhere, or another boys` school either. Besides, Sir Anthony did seem like a very nice man, and his clothes did look very beautiful. "I'm sorry for being difficult , Sir, I promise to behave." I began taking off my topsiders and my jeans, and socks, and finally my new polo shirt. I stood in the corner in my little white briefs, feeling both embarrassed and strangely excited. Sir Anthony was eyeing me from across the room the entire time. He took off his jacket, put it on a hanger, and said, indicating a small box in the middle of the room. "Now young man, please step up on the platform." I did as told and Sir Anthony produced a long measuring tape from his pocket. He began measuring my body with the tape, noting my arm length and girth, my neck, chest , and waist size. Next he wrapped the tape around my butt , facing into my crotch. I could feel his hot breath on my dick and all of a sudden , to my horror, my dick started to get hard. He didn't seem to notice this and made some more notes. "Now step down and spread your legs." he said. I did as told, and he came behind me, placing the tape measure all the way on the inside of my foot. His hand then traced its way all the way up to my balls. His fingers fidgeted around under my balls for what seemed like a whole minute. By now I had a boner. "Please remove your underpants, Andy" demanded Sir Anthony. Shit! What was I going to do. I had this raging boner...I was so embarrassed . "Now!" he barked. I quickly pulled down my briefs and covered my dick with my hands. He smiled at me, winked, and went back to work on my inseam. Now I could feel his fingers on my balls and his hot breath again on my ass. I was going crazy. His hands were on my butt cheeks now, spreading them, while he took more measurements. "Now raise your hands above your head." Sir Anthony ordered. Now what was I going to do? Reluctantly, I raised my hands up high, revealing my 6" rock hard dick. He must have sensed my embarrassment, because he just smiled and said, "Don't worry young Andy, your arousal is perfectly normal at your age. I remember when I was a young lad myself, I was aroused more often than not. In fact I could barely keep my hands off of Tony Jr. here." With that he grabbed the bulge in his crotch, which looked pretty impressive. " Do you masturbate often Andy?" He asked? "Yeeessss, Sir." I stammered. "That's perfectly healthy, Andy. Now let's get you fitted for your undergarments. You have a choice between briefs and an athletic supporter. Most boys wear briefs until the 9th grade, but some choose to wear a jock because it offers more support and freedom. Which do you prefer, Andy?" He asked. I thought for a moment about how sexy my jockstrap made me feel when I played soccer, but I also liked my briefs. "May I have a supporter, please, please?" I asked. "Absolutely," replied Sir Anthony, "I think it's a wise choice for boy as handsome and outgoing as you. Here are several athletic supporter models for you to choose from. Why don't you try each on and we'll determine which suits you best." He handed me a white normal looking one, a much skimpier looking white one and a black sheer one that looked awfully sexy. I tried on the first, and managed to stuff my hard dick into the pouch . I stood up, walked over and stepped onto the platform and looked at myself in the mirror. "Very handsome indeed" said Sir Anthony. He came up behind me, put his hand on my ass, and stuck fingers under the straps and gave my balls a gentle squeeze. I jumped, but just a bit. "Just checking to make sure you have enough room in there" he said, smiling at me. By now I had relaxed a little, and was getting used to Sir Anthony touching me all over. I stepped down and tried on the smaller white jockstrap, which was really rather small, just a pouch and an inch of strap all around holding it in place. I went back to the platform and stood. Sir Anthony was beaming, but I was blushing because my boner looked sort of obscene in this small thing. " This is what we call a nylon swimmers jock. Many boys and men like it because it is barely there, but still provides support to your precious young reproductive equipment. How does it feel, Andy?" he asked. I said, "I like it although it feels rather small, not tight, but small, like I shouldn't be wearing something so, so, well, sexy, I guess. It's also kinda see-thru." Sir Anthony approached me and cupped my dick and balls in his hand for a moment, exclaiming, " Well this seems to fit rather well, and if you think this supporter is sexy, just wait til' you try the black one." With that I removed the jock and slipped on the black sheer one. Stepping back onto the platform, I caught a glimpse of myself . I could see my entire dick and balls through the sheer black fabric. I felt really sexy. "This is more of a formal, dress supporter, for special occasions. You'll have socks made of the same sheer material, like mine." He lifted his pant leg, showing me his sheer silk sock and black silk garter holding it up. I boldly asked, "Sir Anthony, what kind of underwear do you wear ?" "I'm glad you asked, Andy; I wear what complements my outfit that day. Today I am dressed rather formally, so I am wearing formal underwear." "You mean a sheer black supporter?" I asked, excitedly. He replied, "No, I wear black sheer men's briefs that I have specially made for me." "Could I see them?" I asked coquettishly . "Well it's a bit unorthodox, Andy, but you seem to be rather mature for your age." With that he pulled his braces from off his shoulders, letting them fall to his sides. He unbuttoned his trousers slowly, as there were three buttons and then unzipped his fly. His pants dropped to the floor revealing his sheer black underwear, which were sexy, but not nearly as enticing as the enormous cock he had stuffed into them. I started to shake nervously at the sight of that beautiful penis. "You've never seen an Italian cock before, have you Andy?" Asked Sir Anthony, smiling at me lasciviously. I licked my lips and replied, "No, Sir Anthony, its so big I can't believe my eyes!" "If you think this is big, just wait until it gets hard." Sir Anthony replied. "Andy, why don't you get down here on your knees where you can examine my briefs more closely. This way you can see what kind of underwear you have to look forward to when you grow up." Faster than you can say blowjob, I was on my knees in front of him staring at his monster of a cock in his briefs. His musky scent was overpowering. His cock was now even bigger and looked like it was 8" long and 3 " wide, the thickest one I'd ever seen. "What do you think of my briefs, Andy?" "They're great, Sir! Can I feel them?" I reached out and touched the head of his penis through the sheer fabric. It pulsed and a small stream of precum oozed out through the sheer fabric onto my fingers. Form force of habit I put my fingers in my mouth and licked it off. It tasted sweet, just like the Scoutmaster's . I looked up at him and he smiled back at me and said, "Back up on the platform, I have to see how that supporter fits." I did as told, in a bit of a daze. "Now let's try on some short pants. Many of the boys like wearing these because while being smart and tailored looking, they are aren`t so confining." He handed me a pair of gray flannel shorts. I quickly slipped into them , noting how roomy they were. They had six large pleats on the front and were very short. The inseam appeared to be about an inch, almost nonexistent. "Now how do they feel, Andy, not too tight I hope?" "Well, sir, they seem to fit fine, but they`re awfully short, and the legs seem really wide." "Well, dear boy, this is a special model for very athletic boys like yourself who may be prone to spontaneous physical exercises. I think you`ll find that they'll suit you well in some of your new pastimes at school." .Sir Anthony kneeled behind me, felt the roominess of the shorts with his warm hands, and snaked his fingers under the straps of my supporter, spreading my ass cheeks. The feeling of his hot breath on my asshole was replaced with a sensation I'd never felt before. I felt wetness and a tickling sensation; Sir Anthony was licking my asshole and the whiskers from his moustache were making me crazy. "Oh, Sir Anthony, what are you doing?" I said as my knees were trembling from the sensation. "I'm showing you one of the many advantages of wearing these special shorts and a supporter - easy access to your sweet boypussy!" I cried, "Oh it feels so good." As he resumed eating my ass, I reached between my legs and felt his strong jaw moving up and down while he went to town on my boypussy - I was in heaven. After what seemed like an eternity, Sir Anthony came up for air, picked me up in his arms, sat down on the bench with me on his lap straddling him and kissed my deep on the mouth, opening me up with his tongue. I could feel his enormous hard cock pressing into my crotch. He whispered in my ear, "Andy, I have a feeling that you know what a blowjob is. I'm not going to ask you how you know or who taught you what , but why don't you get to work on my cock and show me your talents." I jumped off his lap and was down on my knees in a flash. His cock was too big to get through thr fly, so I just pulled down the front of his sheer briefs and out sprung his fat hog of a cock, drooling precum. He had the thickest bush I'd ever seen, black with some gray hair, and the biggest balls as well. I licked the sweet nectar from his cock, opened wide and tried to take as much of his cock in my mouth as possible. It was so huge I started t gag, but did my best . I managed to get about two thirds of it in my mouth. "Just take it easy young Andy, you're not going to be able to get that big thing down your throat, which is quite alright, because I have other plans for you." With that, he reached down and started to finger my pussy through the leg opening of my short pants. He then stood straight up, pulled me off his cock like a baby from a bottle, and led me to the floor, where he laid on his back, pulling my ass down on his face and putting me to the task of giving him head again. I eagerly complied, and greedily took his manhood in my mouth again, alternately licking his beautiful balls, luxuriating in all that black curly hair. Sir Anthony continued his earnest exploration of my boypussy using his tongue and then a finger. He gradually worked a couple of fingers in my ass and had me moaning and groaning like a bitch in heat. "Andy, have you ever had a cock up your ass?" he asked? "Yes, Sir." I replied, "but not as big as yours...I don`t think it`ll fit." He sighed, "Well Andy, when you interviewed at Hardwick, I'm sure they explained to you that you have to push yourself occasionally , both mentally and physically." "Yes they did, Sir, but I didn't know that included my boypussy." Sir Anthony said, "Andy, dear boy, I have a strong suspicion that what you do with your mouth and boypussy at Hardwick Academy will be just as important as your ability to throw a football or ace an algebra exam; do I make myself clear?" "Yes, Sir." I replied wile slobbering over his gargantuan cock, which had at once fascinated me but now had me frightened. "I have four fingers in your pussy right now, Andy; I think you're ready to take Anthony Jr. What do you say we give it the old prep-school try?" "Uh... OK... Alright." I gasped, resigned to my fate. "Well, you could sound a little more enthusiastic, Andy. Once you feel my pussy pleaser in your sweet juicy little hole, I guarantee you'll be singing a different tune. Please Just call me Mr. F. from now on." Mr. F pushed me off of him, undid my shorts and had me lay on my back. He took off his bowtie and shirt, leaving just his thin white tank top on and his sheer socks and garters. He looked so sexy, and as nervous as I was, I wanted so badly to please him. "I'm going to put on a little music to help you relax." He went to a shelf and turned on the stereo and some pretty Italian opera music came on. He came back with a bottle of lotion, a little brown bottle of something else, got on his knees between my legs, hoisting them over his holders, and went to work on my boypussy. After applying a copious amount of lubricant to my ass, he handed me the bottle and instructed me to ready his cock for my hole. I put lots of lube on the monster, stroking it over and over, trying to postpone the inevitable. "OK sweet little pussyboy, that's enough now." He aimed his huge cock at my hole and began to push. It didn't seem to be able to fit in my pussyhole. He took more lube, thrust three and then four fingers in my hole, opening me up and sending the wildest sensations through my body. "I think we're ready, son." he said. Again he lined his monster cock up with my hole and gave a hard shove...the head popped in. I screamed, "NOOOOO... PLEASE TAKE IT OUT! IT HURTS!!!" He quickly put his hand over my mouth, admonishing me, "Now quiet down young man. Do you want the entire world to hear what a wimp you are? I`m going to hold this little bottle to your nose and I want you to take four big inhales, it'll help relax your pussy muscles ,do you understand?" "Yes", I said, with tears running down my cheeks. He held the little bottle to my nose and I did as instructed. All of a sudden this weird heat came rolling over me and I felt like I was in heaven. The rest of his huge cock slid right into my boypussy and I felt like the luckiest boy on earth. I reached down between my legs and felt his throbbing cock stuffing me, plunging in and out of my ass. He leaned over and on top of me and opened my mouth with his tongue, kissing me with a passion I'd never felt before. Fireworks were going off inside my head. My little boycock was hard as a rock, stretching the little silky supporter. He reached his big arms around me and pulled my little body off the floor. He then carefully stood up, his mammoth cock still embedded in my ass. He walked over to the long leather bench in front of the mirror and sat down on it. He gave me another two whiffs of the little bottle and said, "Now ride my cock like the little slut you really are, Andy!" I didn't need any further encouragement. I was impaled on his huge cock and my head was spinning. I felt like he was a part of me. I started to bounce up and down on his huge truncheon, feeling so good, like this is what I wanted to do for the rest of my life. Bells were going off inside my head, Mr. B started slapping my ass , the opera was playing ... we were so caught up in the moment that neither of us heard the back door to the shop open . Mr. B was holding the bottle up to my nose, I was reaching back and feeling his balls bouncing against my little as cheeks, when suddenly the service door opened and old man came walked in, calling "Tony" , in a funny New York accent. "Tony, what the hell is going on here?" I can only imagine what it must have looked like with me, this 12 year old, 5'4"115LB blond boy impaled on the cock of a 50year old 6'2"220LB Italian stud. "Shit Abe, can't you learn to knock. I'm in the middle of a fitting session ." "I'm so sorry Tony, but I had to see you about this tear in my cuff. Tony, who is this boy and what are you doing to him?" Replied Abe nervously, and sweating profusely now. He was about medium height and build with a thick grey beard and moustache, and he was wearing a beanie hat. "Abe Goldshlong, please meet Andy Jones, he's a seventh grade WASP slut about start at Hardwick . As to what I'm doing to him, Abe, I'm giving him the fucking of his sweet young life." Mr. Goldshlong addressed me, "Andy, uh, is Mr Fuccabutto hurting you?" I think the lust in my eyes and the fact that I continued to bounce up and down on Mr. F's cock gave him his answer, but I confirmed it, " No Mr. Goldshlong, it feels so, so good." Then I reached behind me and cupped Mr. F's big nuts, feeling their weight, their heat. I then put my fingers in my mouth, savoring the taste and smell. Now my perverted mind thought about Mr. Goldshlong; he was sort of handsome, and he had a cock. Suddenly all I could think about was cock, and how I could get hold of another one. Mr. F seemed to read my mind, because he said, "Abe, why don't you pull out your cock and feed it to the boy. He's young, but he has a very talented mouth." Mr. Goldshlong seemed paralyzed by the scene unfolding before him, thinking to himself, `this is so wrong, but why does it look so right. I'm a married man with children...how could I...do what I...so badly want to do.' He absently minded started rubbing the growing bulge in his trousers. I stared hard into Mr. Goldshlong's eyes, licking my lips, I reached down and started pinching my nipples. As if in a trance, Mr. Goldshlong walked over to where I sat bouncing up and down on Mr. F`s cock. He unzipped his pants, which fell to the floor, and pulled from his boxer shorts a delicious 7" thick beautiful cock and fed it to me. I opened my mouth wide and took his cock almost entirely in my mouth. He gasped and some sweat dripped off his face and hit my forehead. His cock was delicious, and the heady, musky aroma of his crotch was making me want him even more. I licked his balls, nibbled his shaft, and again took his whole cock down to the root. I had never taken a cock all the way down my throat before, and almost gagged, but wanted to please this nice man so much, that I just kept sucking. And sucking for all I was worth. Mr. Goldshlong gasped, "This boy is uh, amazing Tony. Who would imagine that such a young boy could have such talents." Mr. F. said, " He sure is special , ain't he? Let's move this show to the floor, OK? " He patted my ass in a way that told me to dislodge his cock from my ass, so I got up off his cock and stood in the middle of the room. "Good Lord, Tony, how on earth did you get that into his little bum?" Mr Goldshlong gasped when he saw the size of Mr. F's cock. "It was a piece of cake, Abe; the kid's a slut, he wasn't even cherry. I had to work his hole over a little, but now he's ready for any cock that comes his way. Hey Andy, get on all fours like the bitch in heat that you are and show Abe your ass." I eagerly did as I was told. Mr. F said, "Now spread your cheeks for the nice man, Andy." I did as told , even sticking one of my fingers in my hole, which was really juicy. Mr Goldshlong let out a low primal groan, then said, "Andy, do you think I could, uh, sample your ass? I've never fucked an ass before and yours looks so, well, inviting." I looked back at him and smiled, and said, "Well that's up to Mr. F; I'm not sure he's finished." Mr. F. interjected, "Well doesn't little Andy here have nice manners. Abe, buddy, you get down there and stuff his boypussy...I'll feed the boy for a while." Mr. Goldshlong may never have fucked ass before, but once he worked his cock into mine, he did it like a pro, fucking me in long , even strokes, slapping my ass every now and then. I could fell his big hairy balls hitting my ass. In the meanwhile Mr. F got down on his knees in front of me and fed me his delicious cock again. For the next half hour the two of them took turns skewering me. Finally Mr. Goldshlong started gasping for breath and said, "Tony, Andy, I think I'm gonna cum!" Mr. F yelled , "Squirt your load in his ass, Abe, I'm cumming too, and I'm gonna decorate his face." They both came at the same time. I felt Mr. G tense up and shoot what felt like a gallon of cum in my ass. He kept shooting and shooting. Mr. F. cried, "Here it cums, pussyboy!" With that he pulled his cock form my mouth and shot jet after jet of hot creamy cum all over my face and hair. He stuck it back in my mouth , fired off four more jets of cum, and I exploded in my little black supporter, having the most intense cum of my life. I used my fingers to wipe my face and get as much of the cum in my mouth as I could. Mr. Goldshlong pulled his still dripping cock out of my ass, and came around to my face, offering me the last of his man cream. I eagerly grabbed his cock, sucked it into my mouth tasting his delicious cum; I rubbed both their cocks all over my face taking in the sensation of their cum and their scent. Finally Mr. F. Patted me on the head, I looked up and he said, "Now did you have a good time Andy Jones?" I licked my lips and smiled, looked up at them and said, "I had the best time ever! Thank you Mr. F. for feeding me your cum, and thank you Mr. Goldshlong for filling my boypussy!" Mr. Goldshlong stood up looked down at me in amazement and replied, "Well isn't that something, Tony, the little boy's got a load up his ass and another in his tummy, and he still has his manners intact." To me he said, "Your very welcome young man. If you ever need another serving of man cream, you just let me know. I'm going to give you my card, so you just call me anytime you get hungry, OK?" Mr. F. said, "Well Abe, that's the nice thing about these little WASP sluts, they're really appreciative of cock, and they know their place, which in Andy`s case is with a cock up his ass , down his throat, or both. If you ever want to bang the kid again, just give me a ring." To me he said, "You`d like that now Andy, wouldn`t you?" I replied, "Oh yes Sir, yes Mr. Goldshlong." "Now let's get little Andy here cleaned up so he can go home." Mr. F. reached down grabbed my hand and led me to the washroom, where he gently cleaned my face and ass. He put powder on my butt, gave me a kiss, we all got dressed and they sent me home. To Be Continued All comments welcome.