Category Archives: Young

A Schoolboy’s Secrets: Day Seven: The Unexpected

Dear Diary,
What a great start to the New Year! I can’t believe how randy Kyle got after that…rather fucking hot Christmas Eve. Maybe Calvin unlocked something inside him; he just couldn’t get his hands off me once we got under those sheets! One night I was woken up to feel his hands fixed to my crotch! It was so nice, that had to be one of the best nights so far. But it was yesterday that I was taught a valuable lesson. Here’s how it goes:

Morning: nothing new, woke up to find Kyle holding onto me, as if he never wanted to let me go. Sweet! He’d done it a lot now; I was starting to wonder whether he did it instinctively… Got up way earlier than the other boys, disposed of evidence, prodded Kyle to get up before the other boys noticed and then got dragged into bed while he made a half-hearted attempt to undress me again…
“Come on Gabe, its only 6”
“Look do you want to be caught? The bell will go any minute and you’ll be caught! Get your hands out of there!”
“But I want you so badly!”
“You had me last night!”
“I want you again!”
“You always want me!”
“Can you blame me?” A pause. Damn, he won today…
“You may have won this round, but I will get you back tomorrow morning!” I got back out of bed and buttoned up my shirt
“What’s that? About 5-1 now?”
“Cheeky!” I threw the pillow back at him as I put my tie back on “I want to see you down in breakfast in 10 OK? Way before any of this lot!”
“Yes sir!” he growled and went for my trousers, but only succeeded in getting a laugh and a sore face. I winked and went out of the door.

Every morning we’d have similar friendly debates over morning sex. I knew how much I’d played about a bit while he was gone, so I didn’t want to drag the rest of the lads into my little mess by waking them up with tantric groans and wails. It was fun seeing him try to get me back into bed, and even more fun when he succeeded. But I knew that some of the guys in our dorm weren’t exactly open to the idea…

To be honest I had gotten up a little earlier that morning. Everyone was supposed to be up at 6 so we could get breakfast over and done with before lesson at 9. But I hadn’t realised quite how earlier it was. It may have said six in my room, but down in the hall the clock only said half 5… Not even the professors had arrived yet. In fact the only other person who was up aside me was Jack, the dishwasher in the kitchens who always had no sense of time. Seeing as the house was pretty boring with no one else up, I decided I’d best see what he was up to.

“Morning Jack” I said, casually leaning up against the window between the hall and the kitchens. He was a bit surprised to see someone up as early as him and I heard a gentle crash of plates as he heard me. I grinned as he came up to the window.
“Erm, morning Gabriel. What’re you doing up this early?” Jack may not have had the prettiest of faces, but my God did he look good in a tight white overall. Sometimes I wondered whether he actually wanted it to be that size in a boy’s only school. Nah, wishful thinking…
“My clocks a bit out I guess, thought I might come down anyway.”
“Oh right” I noticed every time he served any meal, Jack made very little attempt at conversation. I could see why now, his voice didn’t exactly fit into a private school. He probably lived in a council estate near the town. Bless him, probably feels out of place here…
“So…up to much?”
“Nah, not really. Just getting the pots ready for breakfast before the chefs get here.”
“What’s it like in the kitchens? Always wondered what you actually do all day”
“Well, just cook and wash up really! The chefs can be pricks though; sometimes I don’t think they actually like me being here.”
“I’m sure they do! Without you, there’d be nothing to put the food in!”
“Gee, thanks Gabriel, you really cheered me up this morning!” Well if that’s all it takes to charm a little dishwasher… Some more non-witty banter followed, and more and more I noticed how attractive this Jack could seem. Sure, he had greasy black hair, dirty green eyes, more spots than I’d ever seen and the personality of a brick; but he had a very slim face, bright red lips, and a body hotter than the ovens he worked with. And he had a sexual appetite similar to mine! He didn’t stop going on about how much he’d want to screw people if he was “let loose”, and he was gay too! By this time in the conversation I was starting to get slightly turned on:
“So you seen much action then Jack?”
“Well that’s a bit personal Gabe! I’m not sure whether I should say! I’ll only say if you do too!”
“Well I’ve gotten around a bit Jack”
“Really? But you must be barely legal”
“Makes it more fun!” I said in a low voice. There was a short pause as I looked into his eyes. That really had an effect on him as he took a deep breath.
“Well, personally I’ve always enjoyed fucking the hell out of guys. Just hearing them scream and feeling they’re tight asses squeeze my cock till it bursts is enough to make me spurt like hell”
“Sounds yummy!” I grinned childishly. Why was I doing this?
“You bet it is!” Another awkward pauses fell on us before I dug deeper:
“So, how in this whole house would you most want to fuck then Jack?”
“Oh God, that’s a toughie… I mean that Calvin is probably hung like a horse, and Kyle has the fittest ass I’ve ever seen. But…”
“Come on, you can tell me! I won’t tell!”
“Out of all the hotties I’d really like to fuck…”
“Yes?”
“I’d want to fuck you” The grin was wiped from both our faces, and for a few seconds we stared in disbelief at each other. So it was true, this guy liked me. Damn, how could I have gone this far? Thankfully Kyle was up and had found me:
“There you are babe! I wondered where you’d got to!” He turned me around, completely unaware what I’d just found out and kissed me. “Oh, your lips are dry… Ah well, we can put a stop to that!” And we walked off to the lounge. Jack just stood where he was, open-mouthed as we left him…

Afternoon: the joys of waiting for a late lunch became so obvious now. I had no lesson with Kyle and my mind was poisoned with images of Jack the fit dishwasher. How could I just get this image out of my head? I just had the thought of Jack fucking me relentlessly on loop in my mind. I shouldn’t have gone so far and fallen for him; Kyle would kill me if he knew. I mean sure I’d had sex with guys before, but I’d feel stupidly guilty if I cheated on Kyle again. Oh God, what should I do…?

Come lunch, I seriously hoped Jack wasn’t on serving duty. Thankfully he wasn’t, he was busy cooking up the dessert when I looked into the kitchen. I left the thoughts in the back of my mind as I sat alone in the hall. It didn’t trouble me at all, right up until I noticed my napkin. On it was written in scruffy biro:
“God, you’re so fit. I enjoyed this morning so much I had to jerk off before I started working. Hopefully you could come down at 10. I’m working late, and no-one else will be there. Don’t disappoint me”
SHIT!! What now? Now he had practically forced me to have sex with him. The thought got stronger and before long the sensation in my ass made me go hard. I couldn’t help it now, it got too strong, I had to get it out of my head somehow and this was the only option. God help me.

Evening: Kyle is seriously going to kill me… I had to do it quietly or else he’d suspect. But thankfully a lifeline was thrown at me today as he had double sports so by 10 was completely shattered. Sitting in the lounge, I couldn’t focus on how hot Kyle, like normal. I was too caught up with this stupid Jack… It’s only once, how bad can it be? But then my mind changed, from worry, to confidence, then to lust. By the time it did get to 10, I could hardly wait for Jack to fuck me harder than hell. Thankfully the moment came:
“Oh Gabe, I’m knackered, shall we go to bed?”
“Erm, yes! Yeah, I’ve just got a couple of things to do down here first though.”
“Oh, like what?”
“Just some coursework I thought I’d best finish up now…”
“Oh…OK then…”
“Sorry, I’ll be up as soon as I can!”
“You’d better be, I can’t get to sleep without you!” Fuck, he was hot. His fantastic ass attracted my eyes instantly as he left. As soon as he was out of sight, I went off into Hell’s Mouth.

Jack was hard before I’d even got there, I could see it as I stood there in the doorway. He turned round and grinned. I smirked and locked the door. Come and get me then!
So he did; he ran straight at me and we crashed into the door behind me. His kisses were hard and his tongue was slippery, perfect for such a tension that was revving up inside me. He didn’t waste time either; it had barely been a minute before his hand was pressing hard at my bulge. With every press, a moan was squeezed from my mouth, which was then mirrored by one of Jack’s equally lustful growls. I was just getting into things when he stopped. This wasn’t right… He then threw me onto the counter just behind him, partly winding me. He grabbed me by the collar and started pressing firmly with his hips at my now sticking out ass. It was different, but it somehow didn’t feel right…
“Oh yeah, now I can tell you’re going to be a good little fucker! You feel my rock hard prick Gabe! Feel how much you want it!” He undid his belt with each mock thrust and once he’d done he threw me back onto my knees. He may have been feisty, but he was a little too violent. I just hoped Kyle didn’t notice any bruises.

The next sight I saw was a complete turn on. Gaping upwards I saw Jack standing proudly with the biggest 12-incher I’d ever seen that wasn’t on the internet. How could he possibly be this big? Not even Calvin was this well hung. No wonder he enjoyed fucking boys. I went for it, but the head was almost too big to fit in my mouth. It was so juicy too; Jack must have precummed loads before I ever got here. But then Jack intervened with my pleasure:
“Oh fuck you have the tightest little mouth ever! You swallow me right up Gabe! Suck me off!”
But I was too busy with the head; it was always the best bit to go for when sucking a guy off.
“No, suck me! Don’t toss me off!” And with that, he grabbed me by the back of the head and forced about half of him right down my throat. I almost choked when he said
“Oh yeah, that’s much better. You keep doing that, bitch, and you’ll be getting one hell of a fucking load up your ass!” I would probably have appreciated it more if he had let me do it myself, but he was practically driving my head for himself. Worse still, he was thrusting more and more into my mouth each time, I could barely take half as it was!

Five minutes later, my mouth was completely sore and I was gasping for breath when he threw me down once again and removed his throbbing organ from my mouth. While it was there, he had had three consecutive orgasms, all of which I had swallowed the load of. As I was sitting there, he was psyching himself up for another load as he stroked his massive organ. This must have been the best bit, the bit I’d been thinking about all day. Feeling 12 inches of cum-soaked meat pounding me to seventh heaven must be the bit I’d been waiting for. I got up by myself and perched myself over the counter, ass pointing straight at the wanking Jack.
“What the fuck are you waiting for Jack? Do it! Pound my ass still I scream!” I gasped. 12 inches was the biggest I’d ever had, it must be heaven! Jack roared in delight as he went up to me and tore my trousers off. He groaned as his head was squeezed by my entrance. Then the weirdest sensation of my life followed. Surely it must have ended by now? No, it’s still going. Fucking hell this thing is huge! Oh shit! I couldn’t decide whether to scream in ecstasy or pain. My ass had never been this wide, surely the bigger the better right?
Right?

Wrong. By the time all 12 of the painful inches were inside my squeezing ass, I had tears in my eyes. It seriously had gone too far. Jack however loved every second of my torture. In my ass’ desperate attempt of closing itself, his monster prick was being squeezed like hell, and this turned him on even more. The only hope I had was if he didn’t last very long.

Ten minutes of pounding at a speed I’d never felt before later, Jack finally reached his shattering orgasm:
“Oh this is a big one Gabe, your ass is tighter than anything I’ve ever screwed before! Oh shit, I’m gonna spurt right up your hot fucking ass! You’re gonna be spewed my load for months! SHIT!!”
It really was a waterfall, a much bigger load that any of the three I took in my mouth. I was well and truly full of his semen. The only consolation was the spunk was rather soothing in the inside of my ass. Jack had instantly flopped backwards, but was still trying to make a fifth orgasm happen as he just watched my ass still pointing at him. As he jacked off furiously, I gathered my clothes up and decided to hastily get back to my dorm. I got to the door and Jack said:
“Hey Gabe, we should do that again sometime. You have one fucking hot ass! And I want to get your cock in my mouth too!”
Never in your wildest dreams. I merely smiled as I ran for the bathroom.

Night: I just sat there on the toilet, gently sobbing. What have I done? I just betrayed Kyle for nothing more than just torture! But most of the crying was down to the sheer pain I had, and now sheer hatred for Jack. I hope he never got another boy again. Eventually, I was drained of all unwanted fluids and got to bed.

“Bloody hell Gabe, you’ve got frisky all of a sudden!”
“I don’t care, just get your pyjamas off.”
“Yowza! Hey, you’re crying”
“No I’m not…”
“Yes you are! What’s up!”
“Nothing!”
“Tell me!”
“Oh shut up and kiss me…”

A Schoolboy’s Secrets – Day Eight: Back Seat Boys

Dear Diary,
God that hurt… Not just my last encounter, but a dull as hell lecture with Professor Somebody from Some University. Three endless hours on the benefits of private schooling and how it affects university life blah blah blah… I’d rather have sat through Chinese…

And now we’ve got a fucking trip about it too! As if we hadn’t got enough information from the professor, we’ve got to visit where he came from as well! Although no lessons are one thing, trailing around some university is probably just as crap…

I wasn’t in a good mood in bed that night. There wasn’t much point in Kyle coming over as usual. I just ended up ranting about the trip the next day rather than finding new ways of arousing him.

Morning came and so did a lifeline. The snow from the night before meant that the ground was buried under inches of the stuff. Thank God! It has to be called off! The coach can’t make it in this! The rest of the lads also agreed, and made plans for simply lying in all day.

But…
“What do you mean we’re still going?”
“Now there’s no need for that Gabriel, we’ve booked everything so we’re damn well going, regardless of the weather!”
Mr. Owen gave the bad news over breakfast and this didn’t go down too well for anyone. We were all forced to go back into our rooms and “dress accordingly”. Most came down with coats and boots; I just went out in uniform! If I died of cold from this sodding trip, the school would pay! Kyle thought I was mad but there was method to my madness

The coach was loaded with 50 of the apparently “brightest” of us and a couple of teachers. Our luck was with the coach driver, who by the time we were ready to roll was facing a torrential blizzard. Everyone pretty much agreed the back was probably the safest place to be. But I got to the back seat first! With Kyle beside me all the way, how could this possibly go wrong?

3 minutes into the journey we were stuck in a traffic jam. The traffic was moving at what could only be seen as slower than the lamp posts beside it. As it was early morning, Kyle had used this opportunity to take a bit of a nap. He spread out over the empty seats next to him, and I made no attempt to hide the fact that I was lightly caressing his light brown hair. Or that his face was dangerously close to giving me a blowjob! He looked so peaceful when he shut his eyes, and so snug in his body-hugging coat. It just made me want to unzip it and join him. Stupid school, why did we have to go on this trip? I didn’t have to come out in the cold if we did… He was asleep for a stupidly long time, and I was bored just sitting there, fondling him.

Flashbacks were the only way of me entertaining myself. I gazed down the aisle and made up some kinky ways of punishing the various fitties I saw. It’s been a while since I got my whip out, maybe Ashley would benefit from a good…
A jolt and a crunch woke Kyle. The coach had hit some black ice and ended up halfway inside a black estate in front of it. Even at 5mph, it did a surprisingly large amount of damage. Obscenities came from both the coach and estate drivers. The teachers and boys rose in shock, some even got out. The lads then started to chatter excitedly about the prospect of not having to go anymore. It all got rather loud very quickly.

But we just sat at the back and let things take their course. Kyle just looked at me and we both grinned. The coach pulled to the side and then came the long waiting. Unlike everyone else, I was just sitting, with Kyle still resting on my lap:
“Have a good nap?” I asked, trying to kill the silence between us
“Yeah, wasn’t too bad. It was really odd though…”
“Dare I ask?” I grinned. I knew what he meant by odd, it was pretty much the same every night. Horny bitch…
“Well it was on this bus, weirdly…”
“You don’t have to say anymore!”
“Why not?”
“You’re so predictable! It’ll obviously involve sex in some way!”
“How’d you guess?”
“Same as it has been for weeks now!”
“True!” he giggled. He paused before I came out with:
“So why not try it?”
“What?”
“You know, here and now…”
“What, where everyone can see?”
“Yeah, why not? It’s not like they’re even looking”
“But…I’m not sure”
“Look, I’m half-hard and I don’t want it to go to waste”
Kyle was completely shocked by that, and couldn’t think of anything to come back with. “Come on, just one little lick! Looks like we could be here for a while anyway!” He was still frozen in surprise, gaping at me. I took my opportunity and started to push my lips against his open mouth. He responded by nipping at mine.
“We shouldn’t…” he whispered as we started to full-on make out.
“Oh I think we should!” I said, thrusting my hands down his trousers.
“Shit! They’re so cold!” And it had an effect too. From wet dream mode, it started to firm in my hand as I pressed against him. He had to kiss me more to stop the other boys noticing his moans. He was always so sensitive down in his boxers! He decided to join me by sliding his equally cold hands down my own trousers. And I could see why he needed to hide his mouth! I almost blew him away with a melting moan. I was surprised no-one turned round, as we’d been kissing for well over 5 minutes before one of us snapped.

Kyle saw the light side and decided to go for the zipper, expertly revealing the rod he’d seen so many times before. It felt so cold and revealed with the risk of tens of eyes looking at it. But god it felt so much better in his mouth. My frantic presses at his crotch had fuelled his hormones right up, and he was sucking faster than I’d ever known him to. His eyes looked up and I melted. Pools of glowing blue shining up at me was the cutest thing ever. And that mouth, what a combination! The innocent schoolboy giving a public blowjob. This must be a dream…

But it wasn’t. If it was, no-one would have noticed. But Ashley, the one who I was fantasizing about earlier noticed all too quickly. He caught a glance whilst turning round to his friend and:
“Oh my God!” he pointed at us, and that attracted more attention. Soon, almost half the bus was watching us. But still Kyle carried on. He never even slowed down, despite the twenty-odd eyes staring at his back. I was fast approaching orgasm, but the huge amount of jeering and shouting made me panic. I’d never been caught on such a scale; it should have made me feel naughty, but instead…more…frightened… My erection started to flop, which made Kyle notice. It was all going wrong around me. Boys were shouting, some of them being really insulting, Kyle started to get scared too. He got back on the seat and started to hold me, tight.
“Well…” I could barely hear him say. “What now?”
“I…” I stammered back “I…guess this is not much use now…” I started to put my trousers back on.
“HOLD IT RIGHT THERE!” a voice tore through the shouts. A tall blond boy who I recognised from the rugby club stood up. His appearance did seem to shut everyone up. But what the fuck was he going to do… “Before you put that away…” he said, oddly.
“What you gonna do Ricky? Fuck him?” Ashley laughed from behind him. The others laughed with him until they got as a response:
“Yeah!”
Stunned silence. Blissful silence. I grinned. Ricky grinned. Even Kyle grinned.
“So Kyle, am I allowed to?”
“You can ride it as hard as you like!” Not the response I expected. But to be honest, I’d do anything to shoot my load! As Ricky got his trousers and boxers undone, to the sound of boys egging him on, he whispered in my ear:
“I hope you enjoy fucking me. I hear my ass is really tight and sensitive” A pulse ran through my cock and it was suddenly alive again. With an expert hand, he steered my rod right into his entrance. It wasn’t even in and he was moaning. He was right on the sensitivity side. But what about the tight bit?

His buttocks were smoothly round, a perfect fit. He slid ever further down my thick rod, squeezing it tight. He was practically screaming by the time he fell down onto me. And I was too. The rugby training really had paid off with this guy. His ass was great to squeeze, and he loved it every time I did! But it was even better inside. My dick felt so comfy and warm stuck right up there. I never knew he was such a cock-lover. Look at him! Bouncing up and down like he’s on a fucking trampoline! Fuck, I want his shirt off so badly… If there was one person who was enjoying it more than us though, it had to be Kyle. By now, he was jacking off so madly, his hand was a blur!

At exactly the same time, we all let go. Kyle first splashed all over Ricky’s thighs, which had a great effect. His hole contracted as he shot out four wonderful and long loads. But his ecstatic groans couldn’t be heard over the still mad chanting of the audience. I was then squeezed into my own exhausting climax as Ricky departed and collapsed on the seat next to me. All three of our loads mixed on my waist as we all gasped for breath.

We weren’t the only ones. All the boys suddenly snapped back around in their seats. It was a good thing that we all let go at the same time. Everyone except us three sat in silence, and shock hit me hard. Standing in front of me down the aisle was an open-mouthed Mr. Harvey, the exact same guy who had tried to get rid of me since he caught me fucking Nathan. I couldn’t believe it was him. How had he got on this trip?

I quickly got my trousers back up before he screeched:
“GABRIEL WILLIAMS! WHAT THE HELL DO YOU THINK YOU’RE DOING?!” He stormed up the aisle, towering over our whimpering bodies. Ricky and Kyle followed suit and hid their dripping rods. “From what I see, this looks like you’ve been up to your old games again!”
“Sir…”
“There’s no need for words Williams! You can keep your mouth shut!” he was going red in the face at that. Best to keep quiet then…
“In fact, as senior leader on this trip, I can do what I damn well please!” Oh no… “Not even sucking up to Mr. Owen will get you out of this one!”
“Please sir…”
“SHUT UP WILLIAMS! I HEREBY EXPELL YOU FROM ROYAL HIGH HILL PRIVATE SCHOOL!!”