You don't get release till I say so." I was merciless. My plan was to now hold off his cumming until I could work open the rip in his pants in to a hole big enough to insert my cock.
Oh this was good! Brian seemed to guess what I was up to and tensed his butt in protest. Who could blame him? What he had thought was going to be a nice little hand job had turned in to his imminent deflowering. My firm grip on his pole assured him that it was too late for backing out now.
I ground my pubic bone harder into his ass, working my prong into the rip and by bunching up and stretching them to one side with my free hand, past his underwear. His ass crack was warm and moist with the sweat of sexual excitement and he seemed resigned now to his fate, even eager to get into it. I ran a finger into the crevice and withdrew it, raising it to my lips to taste his humid funk.
The flavor of his nether regions on my tongue floored me into a frenzy I could only just control. Keeping my wits about me, and my nut secure, I continued with my plan. It took some maneuvering and contortions but I managed to get my cock greased with spit, although it didn't take much spit to do the job as I was pre-coming with a vengeance.
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I remember being astonished at how much head lube was oozing from my cockeye. All that sweet sticky cock drool was to later make easy work of the insertion of my prick into his virgin ass but for now I slipped my dripping meat back in to the gaping rip in his torn jeans and after repositioning those goddamn jockey shorts again, I pushed my cockhead in between his moist cheeks and nestled the wet head of my pole up against his funkhole.
The excitement of my efforts so far had brought me maddeningly close to climax and it took self control of great magnitude to hold back the urge to just let spurt my hot jism into the cleft of his round soft ass, but I wanted into that treasure hole, not just on top of it and I did not plan to waste all my labors by shooting my wad now and maybe never again getting the chance to at last feel that tight virgin muscle grip my delirious cock or to ever seed his hot unspoiled straight boy hole with my megaload of spunk.
I could feel a massive load building up in my nut's plumbing and no doubt , it was gonna be a veritable geyser when at last I shot it. That much spunk as was filling up my hefty balls, besides giving me the hyper drive orgasm of a life time, would no doubt surprise and delight his now-ravenous, insatiable asstube and give him satisfaction he had not yet imagined before tonight, so I felt it was my buttfucking instructor's duty to hold onto my enormous gusher for a little while longer so as to better quench the thirst of his squirming, unsuspecting ass when I finally allowed him to shoot his cum.
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Virgin straight boys are worth that special effort and besides wanting to astound him with a flood of cock juice he'd never forget, I also wanted him to discover just what amazing feats of capacity and intense pleasures this new use of his ass could offer him! It took another 30 minutes of slow probing persuasion to get that hole to open up even a pinhole for my prickhead.
I'd press the head of it firmly against his cherry and after taking a bit of the tip of it into himself he'd push it out with a muffled grunt as if he had decided maybe it was too much for him to swallow the whole thing all at once into his newly hungry-for-cock shit hole. The sensation must have been strange for him and maybe even a little scary.
A cock up the ass? It's impossible!, he must of thought to hisself so I guess he was sure surprised when his tight little outer donut finally surrendered to my insistent prodding and with a definite resigned sigh, he let down his backguard for a nanosecond and relaxed his hole just long enough to let my manhead swiftly slip up and into the first snug inch of his unexplored flesh cavern. I was past the first hurdle! But to my frustration his inner sphictergate was closed even tighter than his sweet outer rim had been. This could take another hour!
I wasn't sure if I could hold out. There was a definite danger I'd just spew into the lips of his cherry and never make it all the way up inside. NO!I'll hold on I thought. Anyway, I knew The intrusion of my cocktip hurt him at first and if I could have talked to him I would have reassured him that the initial pain he was feeling would subside and then slowly give way to pleasure unimaginable, but I didn't say a word and instead briefly halted my progress into his uncharted tube, giving his outer sphincter time to readjust and relax for my further entry.
And eventually that's just what happened. Those of us who have been well-fucked know that the sharp, stabbing pains of first cock do eventually morph into waves of pleasure unimaginable ,as the prostate is repeatedly banged and prodded by the head of the fuckers quick cock creating electric waves of pure sexual delirium unlike any other sex sensation. However, this laborious attempt to get his damn ass open was the part that seemed to take the longest time.
So far all I managed to get in was the round knob of my cock head about an inch into his warm outer hole and if I prodded too heavily, I was certain to shoot my load too soon so my motions were slow and deliberate. I stroked his asscheek with my free hand to help him relax. I inserted the tip of my finger along side my cockhead to coax the goddamn hole open. Nothing seemed to work.
Oh well I thought, maybe I'll just let go and inject my spunk into his asscleft. So I started stoking up my plumbing for a spew, resigning myself to the prospect of never getting that damn butt of his to open up completely and swallow my pleasure shaft whole . But then he suddenly backed his ass up into my groin with a jerk of his hips and let the full measure of my stiff cock slide swiftly and effortlessly into his fuckhole! Attaboy Brian!
I knew you could take the whole fucking thing!( A moment I will jerk off to till the day I die! as indeed I'm now doing in earnest). Finally, I was home! My poor cock had waited patiently for this moment for so long and now it was rewarded as I sunk the length of it as deep as I could hitting his target nut with a pop that made him cry out in joy/terror.
He had second thoughts about the whole endeavor and started to expel my cock with a massive push of his bowels. But it was too late and he knew it! I held on tight to both his asscheeks and pounded my self right back in with a grunt. The rest was quick and truly fantastic! I eagerly pumped my tool into him slowly at first, feeling with my busy jack off hand the quickening throb of his blood as it surged through his steel hard cock. The pleasure unimaginable I had eluded to earlier finally took hold of poor Brian and he went blind with sex frenzy as my stiff shaft pushed its way in and out of the forbidden gate of his brown ring sphincters.
True to form just like all straight boys, as the tip of my cock found and massaged his nut on each upstroke, his ass miraculously loosened up another notch to its maximum capacity, hungry for still more and more thrills from my thick probe.
I was more than happy to oblige, but still I kept a firm grip on his prick, squeezing whenever it seemed he was close to firing off his hot ooze. He arched his back to give me better entry and I increased the rate and depth of my stroke.
"You'll go back to screwing girls and maybe never have another cock in your ass again."' I thought to myself.
"Let this be a lesson you never forget then! I fucked you hard and long one night, punishing your virgin nut with my mancock till it exploded its juice out through my pisshole and you were crazy for it!"
With that I began to synchronize the steady stroking of his cock with the furious pumping I was giving his eager ass. Brian now gave up any pretext of being asleep and with every thrust he'd moan with joy.
As I plunged into him I would match the stroke of my prick piston with the pull of my fist wrapped tight around his cock. My expertise did the trick bringing him unfailingly to the brink of a prick pleasing climax. This time as he approached cumming, I let him start to spasm and he fell gratefully over the cliff into an intense, pulsing orgasm.
Long streamers of thick milky cum catapulted out of his cockslit and coated my hand with splash upon splash of his spunk. I raised my head up to watch the beautiful sight of his cock exploding his distended ball's thick contents. I looked up at his face and his eyes were turned up in their sockets, so intense was his pleasure, like a sex seizure!!
And I, watching as he uncontrollably let loose his torrent of cum, could now no longer successfully hold back my own load of hot juice and I too started to spasm with terrific contractions of my ass muscles. I could feel the first load of cum shoot through my cock and out my pisshole and I could tell it was an enormous amount.
Bucking and jerking, we came together, his hot jism filling my hand as I pumped a hot river of ball cream into his hungry sucking hole, his ass slapping hard against my loins as I spurted jet upon hot jet of cum into the reservoir of his ass , my legs wrapped around his, pinning him down in case he pulled away before I was finished filling him to his brim with my steaming syrup. Its rare to get such an alignment of two cock's cum spasms.
He'd spurt and let out a "UGH! on each delicious contraction and like clockwork I'd reciprocate his gift and squirt another jet of jizz into the soft, pulsing tunnel of his pink hot ass.. And can you Imagine it? His novice ass drank it all like a real pro! And he held the whole load in!! Not a drop did he let spill out! Good Boy!!
After our spasms subsided, I gently withdrew my semi-stiff meat from his still-gripping asshole. He held on to it for a few seconds more, unwilling to give it back to me but he eventually relented and relinquished it, popping my cock out of his well-reamed ass with a squeeze of his ring sphincter muscle.
I , having no towel or tissue, quietly licked his cum from my palm and fingers as I slid the index finger of my other hand up into his ass. I could feel the reservoir of my come still filling him and with some gentle coaxing with my digit, Brian' asstube relented and let the still hot goo start to drip out of his ass and into my cupped palm. I couldn't hold the full measure of my enormous load and as he let my spunk spill out of his ruined ass and into my hand, the overflow oozed over my fingers and onto the mattress.
I don't think cum ever tasted so good to me as it did that night. A few minutes later, Brian pulled away from me and turning over on his stomach, fell off into a real sleep and, totally exhausted and spent from my glorious victory, I soon joined him in a deep sexdream-laden slumber of my own, my hand resting on the cleft of his clammy ass, my fingers smoothly tracing the valley between his cheeks. An hour later we arrived back home.
We came to my house first and Tony stopped the van and woke us with an "All Out!". We woke up and I said good-bye as I awkwardly twisted my self out of the cramped space and out onto the sidewalk in front of my house. Brian said not another word, no, I think he might have said "goodnight" but I could have imagined it.
I was lucky that Tommy had not noticed that my fly was still wide open and my clothes were more disheveled than usual. I stood and watched the van pull away. I remember hoping that Brian would not get out of the van at his house without keeping his back side away from Tommy's view, his trousers rent up the middle would cause talk.
In few days we'd get together to rehearse and both of us would pretend and act as if the whole incident had never happened which suited me just fine. I got more prick-pleasing pleasure out of my fucking him senseless than any sex to date and the idea that we would never acknowledged that night would only heighten my solo jiz sessions for years to come!
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