Boarding School Boys

Mount Saint Joseph Semi-Military Academy was located in the motherhouse of the Presentation Sisters of the Blessed Virgin Mary in Newburgh, New York. To say that it was a hotbed of homosexuality is an oversimplification, an understatement and a gross misstatement. In fact, it was an incubator of healthy, well-adjusted homosex with most of the boys participating at one time or another. Certainly there was a non-participating minority, but that is exactly what it was, a minority. Since the school was for boys from first to eighth grades, most were not sperm producers until sixth grade or so, around puberty. But that did not matter in the least with overt sexual activity between the cadets starting as early as the third and fourth graders. It was that way with me. I am grateful that I went there, because I grew up certain that what was happening with me and other boys was entirely normal and believing that the minority existed to produce an regenerate the queer majority---an opinion that I hold even now. There were five dormitories in MSJ: Infant Jesus Hall, St. Aloysius Hall, Guardian Angel Hall, St. Joseph Hall and Senior Hall. I began in Guardian Angel Hall in the fourth grade and ended up in Senior Hall for the seventh and eighth. For the five years that I attended MSJ, I went home three times a year: Thanksgiving, Christmas and summer. I always wanted to return not only because of Raphael (whom I have written about in these pages before), but because I thrived in and craved the cornucopia of male flesh that was my school. There were all kinds of boys: Italian, Irish, Puerto Rican, Afro-American, Colombian, German: a regular United Nations of queer Catholicism.. Three dominant male figureheads had daily formatter contact with the boys: Mr. Counselor who controlled the three dorms for the younger boys, Mr. Prefect, who controlled the two dorms for the older boys and Sgt. Cronin a big square jawed Roger Ramjet type, who came from Stewart Air Force Base (across the street) to teach drill. One Mr. Counselor didn't return after my first year. It was rumored that he was fired for fucking fourth graders, but Mr. Prefect was a constant presence, with his Barbra Streisand records, his diamond pinky ring and his lavender painted walls. It was considered an honor to be invited to his room for a slice of pizza. Anyway, since it was a military school, there was a certain demerit system for offenses and disobedience. Demerits had to be paid off in some way, one demerit being equal to ten minutes of time. The most common ways were that we would have to stand either in the corridor, or in the dormitory aisle between the two rows of beds or sit with our backs to the weekly movie. When I wrote in these pages about Raphael, I wrote that I used to watch the weekly movie with him, my hand in his crotch clutching his fat, uncut dick. He was an extraordinarily horny lad, able to drop a load five or six times a day. A chronic masturbator, he would always be tumescent and often hard and he would entice m into a bathroom or behind the schoolhouse where he would say the magic words, "Suck it," and I'd be on my knees in a flash. Since we slept next to each other, during the weekly common rosary, we would be kneeling across from each other leaning on my bed. If Mr. Prefect wasn't leading the rosary, I would slip underneath my bed and play with Raphael's cock, which more often than not, would already be poking out of the fly of his pajamas dripping a small puddle of dick slime on the floor. I'd lay on my back on the floor under my bed and just hold his dick in my mouth barely moving. It would get harder and harder overtime until it would twitch and jerk and he'd shoot a hot wad of cream in my mouth. He was incredible, my beautiful Raphael. Monogamy was unheard of with multiple partner sex being the rule among the boys. Tall, athletic Archimedes, with feet that smelled like corn chips in the rain and an uncut cock with skin that didn't retract, blond Italian Nicholas with a killer smile and dark pubic hair, dark brooding Rocco; a secret anal penetrator with a battering ram mushroom headed dick and strawberry blond Aaron, who I want to write about today. Aaron had a Germanic last name, Stein, which to us was Jewish. He took a lot of shit because of it. He was older than I, his brother Carl was in my class. I had a killer crush on him. He was tall, freckled and studious. I noticed him originally because of his thick lips and strawberry-blond eyebrows. One evening, some of us were paying off demerits by standing in the dorm aisle. I had ten and had to stand more than an hour. Luis had stood behind me, but had been dismissed and sent to bed. His place was taken by Aaron. The dormitory was half-dark and most of the boys were either already asleep or on the way there. I was bushed because I had played baseball earlier and run around a lot. But I had to stand. I heard a cough behind me. I paid no attention. It repeated and I felt a small spray on the back of my neck. I turned around to say, "Watch it!", but when I did, Aaron was just smiling at me. I had to turn around quickly, because if Mr. Prefect caught me, he'd give me more demerits and I might never go to sleep. I felt the temperature of the air behind my back get warmer and Aaron was standing almost pressed up against me. He whispered, "Hold this for me" and put his dick in my right hand. It was already hard and felt like a hot iron. It was round and square at the same time. He wasn't uncut like Raphael, so the skin was taut, stretched and tight like a drum head. He was not a leaker, but his dick was the biggest that I had ever felt. In hindsight, I'd have to say that it was probably a fat nine inches, quite a piece of equipment for a seventh grader. I loved the feel of it. I got scared and let go. I put my hand to my nose and inhaled his scent: a combination of Ivory soap and circumcised boy musk. The temperature of the air behind my back rose again and I heard him say, "Touch it. Hold it. Please." I think that it was the "Please" that did it. So fucking proper and kind in a way. I just opened my hand and he put it in my palm. We just stood there: me holding his hot dick in my hand and he barely moving. It must have been about fifteen minutes, but it seemed a lot longer. Naturally, my hand began to discover uncharted lands tracing veins, my fingers making like the Lewis and Clark expedition. I distinctly remember his cockhead, bulbous like a helmet and when I palmed it, he exhaled. I don't know what possessed me, but I had to suck it. I turned around, got on my knees and took him in my mouth. Other boys in the line started to laugh but I didn't care. I held onto Aaron's thighs and began to pull him to me. I had just gotten the first third of his dick in my mouth when the silence was shattered by an "Atten-hut!" I immediately got to my feet in time to see the student major point to me and Aaron, "You and you in the corridor. Now!" "Well. Well. Well. What do you think you were doing in there, mister?" he asked, rocking back and forth on his heels with his hands behind his back. "I donno," I stammered. Pointing to Aaron he leered, "What d'ya got there? The key to heaven or the staff of life? Both of you by the laundry bags. On the double!" We went down to the end of the corridor where the laundry bags were hung. It was a fragrant area, especially because of the two web dirty sock bags. I wasn't too concerned because Joe, the cadet major was known to have a thing for Nicholas, who he would sometimes pull out of the line and into the hall cleaning closet for a quickie. Nicky would show up late in the dining hall with his hair mussed and puffy lips. It was rumored that he fucked Nicky up the ass, although I had never been a witness. The seniors didn't hang out with the seventh graders too much. Joe was like a god to me. Thick, black, wavy hair and an already muscular build, he was the highest ranking cadet and really ruled the roost. He slept right by the dorm door and loved to grab asses when boys went to piss in the middle of the night. Once when I had to go, I walked pass him and I saw that his covers were moving up and down. As I walked by, he threw them off and let me see him stroking his talleywacker. "One of these days," he whispered," I'm gonna make you lick this lollipop, little boy." I guessed that my time had come. Aaron and I waited at the end of the dark corridor and after about five minutes had passed, we heard the shuffling of slippered feet. The cadet major came into view with his bathrobe open. His heavy equipment was flopping around as he swaggered towards us. "Ok, you," pointing to me, "on your knees and continue what you were doing. I wanna watch." Aaron, having lost his taste for the game said, "Cadet Major, I.....I...I don't think that I can do anything now, sir." "I didn't ask you to think, private. You don't do anything. Just stand there and do what I tell you. Private Blow Job here is going to suck your dick for you. Get to it, private!" So, I knelt down on the cold floor and opened the fly of Aaron's pajamas. His limp dick had shrunk considerably from fear or anxiety and I looked up at him with a "don't worry" look in my eyes. He closed his eyes and I began to suction his cock to get it hard. As blood started to engorge his cock, it began to fill my mouth and I started licking up and down. The cadet major said, " I don't hear you private. I wanna hear you suck that dick. Suck it hard." So I had to slurp all around Aaron's rod, smacking my lips around his cock head and shaft. "That's right, private, suck it good." The cadet major moved next to us, I guess to get a better view. He had his hand in he fly of his pjs, and I could see that he was stroking himself hard. He took his cock out and I saw that although it wasn't as long as Aaron's, it was fat like a water glass with a little head. Close to its base, it was almost three times the diameter of its cherry red plum-shaped head. For all intents and purposes, it was a wedge. He stepped closer and as I was blowing Aaron, rubbed his cock head all over my face, my cheeks, even my eyes. I slid my mouth off Aaron and the cadet major rubbed the underside of his dick on Aaron's slick pole. Then he grabbed both dicks and said, "Pretend that you have jaws like a snake and open wide, private." He tried to get me to suck both dicks, but I could only get both heads in my mouth. "I can't do it, sir," I said, "Two is too much." "There is no such thing as 'I can't', private, there is only 'I won't. I'm giving you an order. If you don't obey, I'll have to punish you and you won't like it one bit," he threatened. So I went ahead and tried to get both dicks in my mouth. My jaws were stretched and my mouth hurt. The cadet major slipped his fat schlong in my mouth and as it was sliding out, he slid Aaron's in. In and out, in and out they went and he was holding my head by one ear. I suppose that it hurt but I didn't notice. Snot was shooting out of my nose as he grabbed my head and forced Aaron's big dick down my throat. "That's right, private. Eat my bone, like the dog you are." Now even then I liked sucking cock and I was excited. Aaron had gotten over his anxiety or was getting horny because he started getting into it, crouching down slightly and stuffing my mouth with sausage from all different kinds of angles. The cadet major stood behind me and said, "No matter what I do, you keep sucking or you're in a lot of trouble, boy." That's when he pulled my pajama bottoms down off my ass and knelt behind me, forcing my legs open. I heard a spitting sound and felt wetness around my asshole. "Oh shit", I thought, "he wants to fuck me!" I had heard about that but I had never been fucked before. Raphael had wanted to fuck me once in the woods, but I was scared and he didn't force the issue. The cadet major wasn't Raphael. I felt a burning sensation as he shoved a finger in my asshole. "Gonna fuck your pussy, boy. Gonna pop your cherry. Fuckin' tight asshole!" I tried to ignore him and concentrated on sucking Aaron's dick, swirling my mouth in circles around his cockhead and holding on to his shins. The cadet major yanked his finger out and I felt his cockhead pushing against my exit, trying to make an entrance. I couldn't/wouldn't relax. I didn't know how, and the cadet major wasn't really interested . He wanted in. He started poking me, and drawing me backwards onto his dick. "Open up, motherfucker!" he hissed and pushed and poked and prodded. Finally, the head slipped in and he rammed his big wedge up my butt. I was sure that I would pass out from the pain. It felt like there was a telephone pole up my ass and at the same time, I felt like I wanted to shit. I guess my muscles started making shitting motions because he said, "Don't shit me out, boy" and he started slamming in and out of me. "Ahhhhh, fuckin' tight hole, boy. Gonna turn you into the Holland Tunnel." With my shit chute taking its first-ever beating and it being really uncomfortable (I actually never felt that gradual warming to pleasure that porn writers speak about) I concentrated in getting Aaron off. I started lapping around his swollen cock head and taking it in my mouth, started shaking and turning my head around like an alligator with its dinner. Joe hissed, "Suck that cock cadet! Eat his scum!" I didn't need much encouragement as this was where the whole thing started. The cadet major increased his tempo and really started slamming my butt. I was so fucked open that I could feel him scraping his dick head along the walls of my bowels and screwing his dick in and out of me like a wacko demented corkscrew. He was fucking fast and furious like a rabbit and he bent over my back and clamped down on the skin of my neck like a vise with his teeth. Drool was sliding down onto my chest and back and he cried out, "Jesus fuckin' Christ ughh ughh ughh," pulled me back and held me in place as his cock spasmed and pumped me full of teenage cream. Aaron picked this moment to pull his dick out of my mouth and I looked it straight in the eye as it jumped and spat gobs of snotty slimy scum in my face. All I could do was hang my head over and tremble. I still wasn't able to cum---my balls weren't producing anything but piss. However, I could feel the cadet major's load oozing out of my asshole and sliding down my legs. He said, "You assholes hit the showers and if you say anything about this I'll kick both your asses." That was how it was.