Up The Ass - gay / beginnings / high school / masturbation

By JonH

Published on Mar 29, 2002

Gay

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UP THE ASS. by JonH jhimus@yahoo.com.au

The best investment I made was when I was 17 and in final year at boarding school, for ten bucks I'd scored myself a porno called 'Ho's Hole'. It was a straight video with a bunch of woman getting fucked by a bunch of guys, when I first bought it back to my room I never told anyone that I got it because of the good shots of guys cocks and butt.

All up Briers Boarding School had over 1200 male students, a thousand of them were day only and the rest of us were packed four into a room in the east wing dorms. On the day I enrolled for my final year I was running late so when I got to my room all that was left was the bottom bunk near the door. It soon was clear to me that privacy wasn't something worked into the school fees my parents forked over.

Rohan Hillard had the bunk above me, naturally I never said much but I secretly thought he was a good looking guy. He was an inch or so shorter than me and kinda stocky but he was one of those guys that just kinda grew up with a toned looking body. The best thing about him was the way his lips mouthed words when he was reading. I realise saying that makes me sound lame but it's the truth.

It's not that I was dead ugly I was just kinda average I guess, I was 5'10", with a non descript haircut and average build, although I did more sport than Hillard so I could never figure out how come I was fatter than him.

A few metres away on the other bottom bunk was this guy Warren, we were all 17 but he was the tallest, I never knew his exact height but it woulda topped six foot. He was popular with the girls because of his height and we had to admit he was pretty good looking but he had these thicks black eyebrows and this weird looking short fringe.

The last guy in our room was called Cain, he had a sorta pudgy look about him and real golden blonde hair which we learnt was natural. He and Warren both played on the schools lacrosse team so they were often away practising down at the grounds.

I always regretted buying that porno video so late in the year because I realised that it could open a hell of alot of doors in an all male college. Until we had a porno night in our room I coulda counted on one hand the number of times I knew any of the other three guys in my room had jerked off.

I never heard Hillard doing it, the only way I found out that he did jerk off up there on his top bunk was one morning when I saw a drop of watery looking cum running down the wall.

Warren jerked off in the shower because this guy Daniels caught him at it once. It was unusual for anyone to say anything about it - it was kinda something everyone knew went on but didn't wanna ask about.

Cain definately jerked off in the toilet across the hall because often he'd come back with a kinda red looking face and maybe a drop of sweat on his brow.

Things kinda changed in the last term before final exams. The stress of studying and the fact that most of us wouldn't see too much of each other after the summer sorta freed things up a little. It was Hillard that talked me into buying the porno video seeing as he'd supplied the VCR so at around 7 o'clock one Thursday night when Warren and Cain were at practise we invited Daniels and his friend Ryan into a room to watch it. Daniels and Ryan were 17 also, Ryan was tall and skinny with a bum fluff moustache that never seemed to grow much and Daniels was a serious looking guy who wouldn't of been more than 5'6".

I know it sounds like all this was some innocent thing that I did but I gotta fess' up now that this night was something I'd planned. Horniness and cunning got me what I wanted. I knew soon as Daniels told me about Warren jerking off in the shower that he was at least curious about guys and I figured that seeing him and Ryan were such good mates I just felt that they coulda been open to stuff.

Like I said I had a secret attraction to Hillard and at the start of final term I knew without doubt that given the right chance he'd at least let me help jerk him off. He had this habit of walking around the room in his y-front undies acting all pre-occupied but making a point of showing the slight bulge in his briefs. I knew he thought I wouldn't see he was abit aroused when he did it, I never said anything but I'd seem him naked in the shower and when his dick was flaccid their was no way it woulda caused the bulge in his briefs that he 'innocently' waived around our room.

That first night blew my mind even though not much happened. Daniels and Ryan sat on the floor, Hillard sat on Warrens bunk and I was on mine. The video was playing away and after 15 minutes of us all saying the usual crap guys say we all fell pretty silent. For the first time I got a look at some serious tenting of trousers. As we watched a cock sliding into cunt I made a point of putting my hand down my trousers and began to rub at my erection. The other three weren't far behind me, Ryan was the first to pull out his stiff cock, I noticed he was cut and for although skinny his dick was a thick handful at least an inch longer than mine. Sure enough Daniels had his uncut cock out soon after, the way they casually glanced at eachs other erection made it clear they'd seem em' before that night.

I pulled my trousers down a little until my cock bounced out into the air, grabbing at the base I made a point of holding the cuthead in the air so Hillard could see it, he returned the favour and I finally got to see his 17 year old rock hard cock.

With our cocks out in the open none of us held back, the sound of skin on skin as our fists pounded our dicks was the only sound aside from the video. Just ten minutes later I told the others that I was gonna blow, sitting up I kept fisting at my cock and pointed the wet tip towards the centre of the room. My first shot of cum shot four feet into the air before falling onto the carpet, pumping furiously the other three weren't far behind and with a kinda satisfied glint in our eyes we each tried to outdo each other in the amount and distance our cum shot onto the carpet.

Rubbing our loads into the carpet we shoved our deflating cocks back into our trousers and in low voices told each other we'd have to do this again. The video was still playing but I liked the way no one was bothering to look at the screen.

Our next porn night things started to go the way I'd hoped. No body hesitated to pull out their dicks and the final 'blow session' we stood in a circle and with hips pushed foward blew into the air and luckily ribbons of cum ended up on each others clothes. This opened the way for stripping down to our briefs the next time, facing each other we hoisted out our cocks and began to jerk hard and fast giving each other a show no one admitted out loud to loving.

The next night me and Hillard told Cain and Warren about the video. It confirmed that they were straight, both of em' jerked off but they stayed on their bunks when they did it so we never even saw their cocks. Later that same night I followed Hillard into the bath room and for the first time we got a hold of each others cock. Standing in a cubicle we silently felt each others jutted erection, fascinated by the feel of a cock that felt like our own but wasn't. Because it was our second load in the one night the cum kinda pumped out of our cocks rather then spurted. Neither one of us took our hands off each others cock as the warm white jizz ran over our fists. Next time I knew it was ok to take this further.

For the next three nights we had to study. It was damn hard concentraing on work when all I could think of was the coming Thursday night. I knew in my gut that Hillard, Daniels and Ryan had my same curiosity and horniness.

--------------------------------------------------------------------------------------------------------------------- PART TWO

Warren and Cain were down at practise so at 7:30 Daniels and Ryan quitely snuck into our room. I put the video on though by now no one really watched it.

Me and Hillard took the lead and instead of stripping down to our briefs without a word we stripped completely naked, the other two followed quickly and when I reached over and cupped Ryans balls he didn't flinch. Standing in a tight cirle we began to fondle each other, rubbing thumbs on cock heads, squeezing shafts, tickling balls we soon stood stiff and eager, all the usual school boy sexual hang-ups long gone.

Standing so close to Hillard our hips began to touch, the feel of his hairy legs against my smooth skin was a great discovery.

"D' ya two ever blow each other?" Ryan suddenly asked. "No. Do you two do it?" The smirk on Daniels face didn't give a real answer. "C'mon. What the fuck. I'll do you if you do me first" Hillards thighs rubbed hot and hard against mine as he said it. "We all gotta do it if I do ok?" I acted like I'd never thought of it before.

It was tough trying to act like I was nervous about doing it, fact was I fantasied about alot more.

Getting down on my knees I got my first close up look at Hillards stiff cock, tight and violent he held it at the base and slowly waived it front of my face before pushing the firm bulbous head against my lips. Opening my mouth I moved my head into his crotch slowly engulfing another 17 year olds cock. The unfamilier taste and feel of another guys cock in my mouth got my head spinning with nervousness and excitement. His body flinched a couple of times as my teeth scraped along his shaft but soon my sucking mouth was doing what it fuckin' dreamed about.

Daniels and Ryan stood closer to me until all I could see and smell was sweaty male thighs and crotches. As I slid my mouth up and down Hillards shaft I felt the other two cocks being pushed towards my mouth, both the others pushed their erections onto my cheeks eager to experience what made Hillard sigh. Tight cocks heads pushed into my ear, my hair and nose as Ryan and Daniels pushed for their turn.

Pulling back off Hillards shaft the spit wet head fell from my lips, looking up at the eager faces I left my mouth open as an invitation. Soon I had three cocks vighing for a go in my mouth, all three cock heads pushed at my lips before I tried Daniels uncut cock, the head was well and truly exposed and I licked at the salty tip with my tongue. Taking one last suck of the tip as I stood up again I held my jutting cock at the base and waited for Hillard to do as he promised.

Dropping to his knees he took my cock into his mouth in one fast clean movement, the soft wetness of his mouth engulfed my shaft, taking hold of the back of his head I slowly pumped myself into his eager throat.

Daniels had by now got onto his knees and was licking widely at Ryans shaft as he playfully hit it against his face. The sound of slurping mouths and lusty sighs filled the warm, stuffy room.

Me and Ryan began to caress and rub at each others ass cheeks as we had our dicks serviced. Ryans slim hairless ass cheeks felt firm and damp against my palm as I pushed hard against the flesh. Working our way between each others ass cheeks our fingers sunk disappeared slowly into each others hot and sweaty cracks.

Soon Hillard had reach around to my ass and letting out a low groan I experienced the feeling of two guys hands fingering deep between my cheeks, finger tips wiped across my hidden hole which I no doubt twitched in appreciation. I felt a short fingernail tickle lightly against my hole, pushing my ass out abit to welcome it I it sunk into the puckered opening before once again tickling at the sides of my sorta hairy cheeks.

Ryan leaned close into my ear and whispered, "you ever fucked a guy?". Hillard must of heard him because he suddenly pulled his mouth of my cock and with lips wet with spit looked straight into my face and without shyness blurted out "fuck me. I got lube"

As he climbed up to his bunk to get it he made a point of spreading his legs which exposed his almost hairless crack and the puckering red hole of his ring. Reaching across I put my hands on either one of Hillards ass cheeks and held up him where he was, the faint smell of teenage ass crack swam into my head.

"Ya' gotta get him ready. Go on lick it" Ryan said, not taking his glazed eye of Hillards twitching hole. He and Daniels each took a hold of Hillards thighs and held his ass up to my ruddy eager face.

"Eat my asshole" Hillard grunted into the air. I swiped my tongue first at the top of the crack, salty sweat taste shot into my brain, the musky heat from Hillards crack wafted into my head. Ryan must of thought my savouring of the taste and texture of a guys crack was me holding back on going for the hole because in an eager impatient voice and told me to "go for it, here, I'll show ya'.

He then got Daniels to climb up onto the bunk, Daniels pushed his hairy young ass into the air. With quick movements Ryan wrenched the cheeks apart before diving deep into the crack with his tongue lewdly pointing out. Daniels body shook and shuddered as the tongue pushed against his hole.

Following along the tip of my tongue flickered across Hillards hole, twitching wildly it seemed to almost open at the invasion from my face. A loud groan filled the room as I pistoned against the puckering ass tunnel. This was alot dirtier than I'd planned on ever getting but the taste of another guys ass overcame any doubts.

Spitting again and again onto Hillards hole I soon had it glistening and soft, the tip of my tongue sunk easily into his body as his horniess released all resistence. I tested his ass with my middle finger, it took it easily and fast, way past the second knuckle - he was ready!

Ryan pulled his face out of Daniels crack, we both had spit wet mouths and maybe the odd ass hair plastered to our face. Pushing Daniels cheeks further apart Ryan showed me just how wet and loose he'd got the hole, a small bubble popped in the spit covering the hairy opening. Man, not to fuck em' woulda been criminal!

Getting down onto the floor our four naked bodies awkwardly tried to get into fucking positions. This was new to all of us so it took abit of rolling and wrestling around to get the right position. Me and Ryan both had trouble getting into the eager holes of Hillard and Daniels. When my rock hard shaft missed Hillards target for the second time and slid instead up and down the base of his crevise we figured the only position that'd work this time is if we lay on our backs and Hillard and Daniels squated onto our jutting cocks.

We lay side my side and held our cocks at the base, straight up, waiting to impale the wet and ready asses. Standing above us Hillard and Daniels pulled their ass cheeks apart before lowering themselves into the squat position. With some fast groping I finally felt my cock head sink in past Hillards puckered hole. Slowly lowering himself down onto my shaft my cock eased it's way up into his guts.

When finally those big round fleshy cheeks pushed down onto my pubic hair I knew we'd done it. Taking hold of his cock Hillard began to jerk off as he took my dick into his ass.

As I humped my hips up to meet Hillards hole he lowered his body heavily down onto my hips, barely noticing the scratching carpet under my body I revelled in the new found activity. Sweat ran down from Hillards brow and began to drop onto my stomach as he concentrated and savoured the feel of cock in his body. The hot softeness of muscle inside his ass seemed to knead and welcome every intrusion I rammed into him.

Ryan had got a hold of Daniels shaft and was pummeling at it like a madmen. They were gonna blow and blow soon. And I wasn't far behind.

Looking back towards Hillards cock I suddenly got a shot of hot white cum direct into my eye, the salty jizz stung my eye blinding me, wiping at it with my fingers I then took a direct shot of his cum into my open mouth, a perfect shot.

Hillard lifted himself up a little so my cock hard cock plopped from his hole. Without a second thought of where it'd been I grabbed at my shaft and wanked it for all it was worth. Cum soon shot up onto Hillards raw butt hole before dripping down onto my shaft.

Ribbons of cum shot up from Daniels cock as Ryans vice like grip didn't falter, rivers of jizz juice ran down Daniels chest and pooled into Ryans thighs. Satisfied groans and writhing hips told me RYan was blowing sure enough right then he pulled his spewing cock from Daniels hole cum shooting into the air spraying his own chest and mine. The smell of young ass shafts filled the room, a musky faintly shitty smell didn't seem at all gross I never knew why and for some reason I didn't give a fuck. This is what I'd wanted all term, all year and proably all my life.


THE END. If you wanna see pics of the characters send me an e-mail and I'll give you the link. It's free. I work from pics I find on the net. Send an e-mail to: jhimus@yahoo.com.au

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