Boarding School Stories

I woke to a large, calloused, and gentle hand caressing my lower back. It was summer, my dorm room was warm, and all the windows were fully open to the July breezes, and I was sleeping naked. He drew the sheet down, exposing my pale hairless butt to the air. “Are you awake sweet boy?” he murmured. “hey" I responded sleepily, stretching against his hand, which slid down to cup my ass. It was L-- a counselor in my boarding school’s dorm. The bed creaked quietly as he sat on the edge next to me. Leaning down close to me “Want to give me some of that sweet boi pussy?” he murmured in my ear, lightly flicking it with his tongue, causing me to shiver in delight. My cock was instantly at full attention pressed between my belly and the mattress, and I arched my back in response and his fingers found the opening between my cheeks.

L—was late 20s, six feet, gingery-blond, slim and wiry-muscled, compared to my 5’7” slender blonde twink build. He wasn’t the hottest dorm counselor there, but he sure loved to eat my ass and I loved the way his facial hair felt against my tender flesh. I murmured encouragingly as his hands parted my cheeks and his fingers began to caress my ass lips. The bed creaked again as he shifted and turned to lean down to part my cheeks further and blow on my pink hole; I moaned quietly as he spread me open. The bed shifted again as he got up and turned on the bedside lamp, throwing his button-down shirt over it to mute the light. He stood over me in tight jeans that did nothing to hide his big hardon and a thin white wife-beater that emphasized his tautly muscled torso. His gingery-blond body hair glistened on his arms and chest in the low light.

Looking up at him, I rolled over, fully exposing my pale, slender, nearly hairless body, and hard cock to him. He sighed, ripped the wife-beater over his head and sank down on the bed beside me, both hands caressing and exploring my body, gently pinching a nipple, sliding up and into my near hairless armpit, down, under the small of my back; his hands were everywhere on me. He leaned over me and gently placed his mouth on mine; mustache and beard tickling my smooth face as he kissed me. My hands were roving over his hard chest, fingers tangling in his chest hair, gripping his biceps. As his tongue penetrated my mouth he lay full length on top of me, wrapping me in his long arms and pulling me tight against his body. I wrapped my legs around his waist, bracing my heels on his belt, as he kissed me more deeply. He abruptly broke our embrace, kneeling on the bed between my spread legs looking down at me. He flipped my legs back, exposing my pink hole to the breeze; without breaking eye contact with me he lowered his face to my rosebud, which he gently began to kiss, lick, and suck. His tongue, both rough and soft, drew circles around my little hole as I gasped with pleasure. He began to tongue me more deeply, penetrating to my moist insides. He lifted his head long enough to softly say “Such a sweet boi pussy” and resumed his soft devotions to my pink hole; I reached down to caress his thick curly hair. The combination of his soft and hard tongue in my hole surrounded by his crisp beard and mustache drove me wild, and I was stifling my moans of pleasure so the boys in the next dorm room wouldn’t hear. “You like that, huh, boi” I moaned my assent, and he bent back to his labors over me. He ate my ass as if it was his job, I moaned and cooed encouragingly, running my fingers thru the hair in his head, squeezing his hands that held me spread open for him, caressing his muscular arms and shoulders.

He went back on his haunches between my legs and the warm breeze blew across my tender moist flesh. He took off his belt and dropped it on the floor. He unbuttoned his jeans to free his large cock and shoved them down below his hairy ass. “Ready for some daddy dick boi?” he asked, rubbing the head of his cock against the hole he’d thoroughly moistened. I was so horny I could only nod eagerly. “Tell daddy how much you want his dick” he ordered. “Please put your big cock inside me daddy I need it” I moaned. He spit on my hole again and rubbed his cock against me more vigorously. My hole stretched to accommodate the girth of his cockhead as the fat helmet breeched me, and I moaned as he began to sink into me; he covered my mouth with one large hand “shhhhh” and I licked it like a bitch in heat, moaning into his hand as my hole stretched to take the circumference of his manhood. Inch after inch he pushed into me, the base of his dick thicker than the shaft. Finally, his balls were draped down the crack of my ass, and he lay over me again, his hairy body against my smooth one. I wrapped my legs around his narrow waist again as he kissed me deeply “such a sweet pussy boi” he whispered in my ear as he began to slowly pump his big dick in my little ass.

I could feel every ridge and vein of his big cock moving inside me; he put his arms around me again to hold me in place for the fuck that was coming. I didn’t yet understand the mechanics of the pleasure I was feeling; that it was the prostate massage from his cock was the cause of my skin’s sensitivity to the hirsute body rubbing against and inside me, and the nearly unendurable hardon I had. It didn’t matter though; I knew that I lived for the sensations L—was creating in me. I knew that I belonged just here; spread open to provide him pleasure and take my own pleasure from him. His hairy muscular arms held me close to his chest and I explored his torso with my hands, loving the feel of his crisp body hair gently scouring my smooth skin. L—started to move faster inside me and the gentle kisses were replaced by his more insistent tongue. I was being drilled fore and aft and loving it! His arms tightened around me, and his breathing became heavy in my mouth. I broke the kiss to throw my head back and moan; he leaned in to kiss and nibble my throat, then drove his tongue into my ear, driving me wild. Nothing else existed in the world except for our bodies; my boy cunt and his cock owning it, taking his dick deeply. His body grew hotter against mine, and I could feel him begin to sweat against me as he began to move faster. The kisses ended when he put the shelf of his chin over my head and pulled me even more tightly to him, and impossibly his cock became thicker and harder inside me as my face pressed against his furry chest. My mouth found one thick pink nipple cresting out of all the hair; his breathing became guttural over my head as I began to suck and gently chew on it. The only noise in the room was our breathing, the wet sounds from where our bodies joined, and the slap of flesh against flesh.

My hardon was pressed between our hard bellies, lubricated by sex sweat and precum, it was rubbing against his hairy abs as pounded his dick into me, course hair scouring one side, my smooth belly caressing the other side. I was very close to a killer orgasm.   

“You’re going to make me cum, boy” he grunted as he thrust more deeply into me. I loved feeling him shoot his hot load deep inside me, and that put me over top. Stifling my moans against his chest, I shot copious jets of hot cum between us, which he smeared all over us as he pounded my hole. “Don’t stop daddy” I gasped “fill me with your cum please”. “You little slut” he grunted, and his cock began to throb inside me. The first jet of cum was scalding hot as it splattered my inner walls, and his cock jerked inside me with each fresh spurt. L—muffled his moans in the pillow above my head, and his fuck slowed as he finished ejaculating inside me. The wet noises of my ass and his cock grew louder as he slowly churned his big load inside me, and I worked my ass muscles to milk every drop from him. Finally, he stopped moving and laid atop me, prick not losing any stiffness yet. His heart pounded in his chest against my face; his cock throbbed in time inside me. My arms and legs still wrapped around him, I held him close to smell his manly smell and kissed his salty neck and chest, smelling both our essences.

Still breathing hard, he propped himself up on his elbows over me. A happy grin broke on his face, making me smile back. “You came really hard, didn’t you boi?” “oh yeah” I breathed “and you must have pumped a gallon of hot cum into me” We kissed again, deep, gently sweaty kisses. “One of these days we’ll have to figure out how to get you outta here and to my house for a weekend so we can fuck over and over and sleep in the same bed. I want to wake up next to you and give you my morning wood”. His softening prick slid out of me as he rolled off of me and onto the bed; I must have made a sad little noise for the emptiness of my hole, because he leaned over me and kissed me deeply again and whispered how sexy I was and how I made him hard just looking at me, because all he could think about was sinking his cock into my little boi hole all the time.

A car crunched gravel as it entered the driveway three floors below my room, and L—jumped up. “Shit, C—must be here early”. I looked at the clock and saw it was after 5 AM, shift change would be soon. L—hurriedly wiped off his big cock on my underwear, laying on the floor by my bed, and dressed rapidly so that he could be in the office when whoever had just arrived walked into the building. He turned to leave my room, then dashed back to my bedside, leaning down to kiss me deeply one more time, turned again and was gone, the door closing softly behind him. I slide back in to sleep, satiated, sticky, and full of man juice. It was gonna be a great day.