All the usual disclaimers apply. That’s it.
Right! So you reckon Toby’s got up to about everything he can during this holiday? Well, think again! More feedback is always welcome and I promise to reply to it. Please send your comments to firstname.lastname@example.org and I’ll reply as soon as I can.
It’s five past nine. I’m waiting outside the dining room, wondering where Sam is. Ben and I have been to the den; I fucked him stupid just like I did yesterday. I got back ten minutes ago; Sam wasn’t in the dorm and he’s not here either. Steve will start the morning announcements in five minutes; Sam will be in trouble if he’s late. Eliot scuttles past me, giving me a sexy grin. A minute later Sam appears, looking very flushed.
“Where have you been?” I whisper, pretty much knowing the answer.
“In the shed,” he says.
“With Eliot?” I ask.
“Yeah, he wanted to suck me off,” he says quietly. He looks around to make sure nobody can hear us.
“I begged him to let me fuck him, but he wouldn’t; said I was too big. He said that you’re the only one he’ll allow to do that till he gets back to school. I guess you’re his hero after that business with Roderick.”
“Yeah, I guess I must be,” I say casually.
“I don’t mind,” he continues. “He loves sucking me. I’ve never had a blow-job like it!”
We stroll into the dining room just as Steve arrives. After what Sam just told me I’m grinning from ear to ear. I’ll be the only one fucking Eliot till he goes back to school; man, that is cool! His perfect little bum’s going to stay nice and tight, just the way I like it.
0 o 0 o 0 o 0
The holiday’s drawing to a close. It’s Friday, our last full day; we’ve just finished our final canoe lesson. Man! What a week it’s been! Canoeing in the mornings, trips to the beach most afternoons, and more sex than I could have ever dreamed of, Ben after breakfast, Eliot after supper. Between the two we’re here, me and Sam hooking up with Matt and Jake. After that first session, I suggested to Matt that he and Sam should take turns; one day he bums me, the next day it’s Sam’s turn. He jumped at it; seems he loves watching Sam fuck me almost as much as he loves doing it himself. It’s okay with me too; when we’ve finished I get to watch him bumming Jake. Fucking the shit out of him, just like Sam said; man, that is hot!
That’s what we did yesterday so today I’ll be with Matt. The build-up is fantastic; he gets me more steamed-up than anyone ever has. His touch is unbelievable, strong but gentle, but the main thing is that he never pushes me, not even for a moment. I feel completely safe, completely in control. I could ask him to stop at any time and he would. And because I know I could, I don’t. I don’t even want to; I want him to do EVERYTHING!
I’m ready; in fact, I’m more than ready. He’ll fuck me senseless, suck me off then lick his spunk out of me, or at least that’s what I’m expecting him to do. To my surprise he produces a pair of white gym shorts from his bag.
“Put these on for me,” he whispers.
I’m a bit disappointed, but I’m not going to object. I slip them on.
“You look so sexy in those!” he breathes. “Turn round!”
I turn my back to him.
“Bend over!” he says.
I do that too, my hands resting on the bench. A well-lubed finger works its way up the leg of my shorts and into my bum. Then it clicks; that’s what he’s going to do!
“I’ll cum if you do it like that,” I warn.
“That’s what I want!” he says excitedly. “Your spunk all over these shorts!”
He withdraws his finger and gets to his feet. He lowers the shorts a couple of inches, his cock advancing up the leg. A second later I’ve got it inside me. Oh, yeah! I want this! He fucks me harder than ever, going at it like a wild animal. The sensations are incredible; his cock slamming against my prostate while my dick rubs against my shorts. I want to make it last, but it’s impossible; he brings me to the boil in barely a minute.
“I’m gonna cum!” I tell him.
“Do it!” he gasps, not even missing a beat.
The muscle spasms hit me like a tidal wave, my bum clamping hard round his dick. My balls churn into action, spunk surging up my cock and squirting into my shorts.
“Oh, you naughty boy!” he gasps. “You’ve spunked in your shorts! Now you’ve made me cum too! Ohhhhhh!!!”
He slams right into me, his spunk flooding into my bum. He waits for several seconds then gently pulls out.
“Let it go!” he says.
I take a deep breath then push out a big fart, his spunk spurting out of me. It soaks my shorts, making them all wet and sticky.
“Oh, that is so naughty!” he says. “Now you’ve really made a mess in them! You can take them off now.”
I take them off and hand them to him.
“Thanks,” he says, smiling at me. “I’m going to keep these as a souvenir.”
We clean ourselves up and get into our clothes. Man, I’m going to miss doing this! He puts an arm round my shoulder.
“How good at you at staying awake after lights out?” he asks.
“Dunno,” I say. “I guess I could if I wanted to.”
“Tonight, wait for an hour after lights out, then get up as quietly as you can and come to my room. Will you do that? I want to have you in bed at least once before you go home.”
“Yeah, sure,” I say. “So does Jake do that?”
“Comes round very early in the morning when everyone’s is still asleep,” he says. “Don’t you Jakey boy?”
“Why don’t we all come round?” Sam asks, “you know, altogether.”
“I’m taking a big enough risk having one boy in my room, without a full-scale orgy going on,” Matt says, shaking his head. “I’ll have to pass on that one.”
Sam looks disappointed, but he’s sensible enough to know Matt’s right. It’s that eleventh commandment thing again; the last thing that any of us needs is to get caught.
“So here’s what I want you to do,” he continues. “Wait till eleven o’clock then go to the boys’ room, like you’ve got a bad tummy or something. I’ll meet you there.”
I sounds like a good plan; I can’t get in trouble for getting up to go to the toilet.
“Okay, I’ll be there,” I tell him.
We head out of the boat shed, leaving Matt behind to tidy up. For the first time Jake comes with us; usually he stays behind with Matt.
“Jake,” I ask. “Are any of the other boys in your dorm having sex?”
It’s pure curiosity; there’s no time to do anything about it even if they are.
“I didn’t think any of them were,” he says, “but a couple of days ago when I got back from Matt’s room, Alistair has this other kid in bed with him. I was being very quiet; I don’t think they knew I was there.”
“Cool,” I say. “What were they doing?”
“Well they were lying on their sides with Ali spooned up behind this other kid,” Jake says quietly. “They had the covers over them so I couldn’t see exactly. Ali could have just been humping between his legs, but it sounded like he was fucking him.”
“Right,” I say. “I thought we wouldn’t be the only ones. Who was the other kid?”
“Colin Mitchell, d’you know him?”
“Not really,” I say. “I know who he is.”
“Well, it sounded like Ali was giving him a right seeing-to,” he concludes.
It makes sense. Colin’s the smallest kid in that dorm, nothing special to look at, but if he’s willing to take it up the bum, I can think of a few kids that wouldn’t say no. Shit, if I hadn’t got Ben and Eliot, I’d be one of them.
0 o 0 o 0 o 0
Ben and I flop down in the den. I’m not going to be doing a lot, my cock’s still far too sensitive. Oh, I’ll suck him off, we’ll kiss and cuddle; that’ll be about it. It doesn’t matter; I feel more at ease with him than I anyone else I’ve been with. My first priority is to tell him about tonight. His bed’s right next to mine and I have to pass it to reach the door. If he wakes up, he might follow me to make sure I’m all right or something. I don’t want that.
“You know tonight’s our last night,” I begin.
“Not mine,” he says, giving me a sad smile. “I’ll be here for another week. I’m really going to miss you.”
“Well,” I continue, “Matt’s asked me to stay awake after lights out, then about eleven o’clock get up and go to the boys’ room. He’ll meet me there and we’ll go to his room for a bit. I wanted to tell you so you knew what was going on.”
“Thanks,” he says. “If you’d woken me up as you went out, I’d have been worried. So are you going to be sleeping with Matt?”
“Well, not sleeping exactly,” I say, feeling a bit awkward. “I won’t be able to stay all that long, it’d be too risky.”
“You’ll still be in bed with him though,” he says.
“Oh, yeah.” I say, grinning and squeezing his hand.
“Lucky sod,” he says. “I wish it was me!”
That sets me thinking. The rest of us go home tomorrow, Jake included. Matt won’t have anyone else to go with, so why not?
0 o 0 o 0 o 0
Eliot and I slip into the den. This will be our last time together; I want to make it something special, for him as well as me. The more I get to know him, the more I like him. I’m not just talking about sex, I really like him. He’s loyal and generous and very funny, a real natural performer, always making people laugh. His dad must be stupid not to encourage him; has his head full of stupid ideas about what boys are supposed to be like and hates the fact that Eliot’s different.
It’s another warm evening; apart from a couple of days we’ve had great weather all the way through. We settle down on the grass, kissing and stroking each other. He seems happy to be here; I know that I am. We kick off our shoes and socks and begin to undress each other. Man, he’s the boy the word ‘cute’ was invented for. When he smiles the way he’s doing now, I’d do anything for him. But he’s not like that; it seems that all he wants to do is to make me happy. He does that all right! We pull off each other’s underpants. Fuck! He is perfect! I wrap my arms round him, pulling him into a wild, passionate kiss, our tongues meshed together. I run my fingers down his back and over his beautiful little bum. Man, I’m so lucky, being the only one to have fucked him.
“I was so pleased when Sam told me you didn’t want him to bum you,” I say. “That made me feel very special.”
“Well, you are, aren’t you?” he replies, his eyes shining. “Sam’s nice, but he’s not you; he’s not Martin either. And getting bummed is special, isn’t it? I wouldn’t let just anyone do it. Anyway, Sam’s too big; that’d hurt!”
“So what’s special about me, then?” I ask.
“The way you took on Roderick, of course!” he says, like he’s surprised I even asked. “You didn’t worry that he was a lot bigger than you, or that you might get in trouble, or that he might try to get you back, you just said, “This shouldn’t be happening; I’m going to do something about it,” and you did. Sam wouldn’t have done that.”
I’m taken aback. He’s got it spot-on; that’s exactly how it was. I knew he was bright, but it’s still a shock to hear him spell it out like that. Man, he is something else.
“And I know you didn’t do it just so you could have sex with me,” he continues, stroking my chest, “because afterwards I had to go and find you!”
I have to smile; he’s got that right too.
“Martin’s like you,” he concludes, “well, a bit anyway. If anyone started picking on me, he’d batter them; it wouldn’t matter who it was.”
He pushes out his tongue and starts to lick me, working his way lower and lower. He by-passes my cock, moving directly to my balls; man, this is so good! I’ve had sex with a few boys now; none of them uses their mouth and their tongue as well as he does. He looks up and grins. Without warning he dives right down on me, my cock completely enveloped in his warm, wet mouth. He sucks eagerly. I gasp for breath, the tingling feelings driving me into a frenzy.
“Oh, man!” I moan. “Oh, that is unbelievable!”
He lets me go.
“So what d’you want now?” he asks, giving me another sexy smile.
“You know what I want!” I growl, hardly able to contain myself.
I rest my head on his tummy, taking his stiff cock right into my mouth. I get out the KY, coating my fingers with it. Eliot lies on his back, legs apart, knees up, his feet flat on the ground. As I suck him, I push my hand between his thighs, my middle finger quickly locating his cute little hole. He relaxes, letting me push it right in. I touch his prostate, his cock twitching in my mouth. I pull my finger back to the first knuckle and start to finger fuck him, pushing in as far as I can, his cock making a series of little jerks. After a minute he’s completely relaxed, a serene smile on his face. I push my index finger in too. There’s no protest at all. Man, he is good! I twist my fingers around slightly, making sure I’ve opened him up. Very slowly I let both fingers slide out.
“Shall I get on all fours?” he asks.
“No, I want us to try something else,” I tell him.
I lift up his legs, pushing his knees right back, his little rosebud bum-hole completely exposed. Oh, yeah! I want that! I smear KY over my dick and crawl in behind him. He watches wide-eyed as it disappears into his bum.
“Oh, Toby!” he gasps. “Oh, that feels so good!”
He spreads his knees wide. I know what he wants; I can’t turn down an invitation like that. I lean forwards. He wraps his arms round my neck, pulling me into a wonderful, passionate kiss, our tongues dancing together. Before I know it, he’s wrapped his legs round me too, his feet crossed behind my back.
“You’re very supple, aren’t you?” I whisper.
“I’m a dancer, silly!” he says, smiling up at me. “You have to be supple to dance well.”
I’ve started fucking him almost without realising I was doing it, revelling in the sensations from the tight little sheath that’s holding my dick. I pick up the pace, pistoning into him harder and harder. His breathing shortens. He bucks violently, his feet uncrossing, legs flailing. He hangs on tight, our tongues still wrapped around each other, his bum gripping me even tighter. I’ve brought him off without either of us ever touching his cock. Wow! I give it one last effort, my dick spearing into him. Everything explodes in a kaleidoscope of flashing lights as my spunk spurts over and over into his bum.
I don’t know how long we stay there like that, two minutes, maybe three. Fifty yards away, Sam and Ben will have been doing the same thing that we have. I thought about us getting together as a foursome, but decided against it. Tonight was for Eliot; I didn’t want any distractions. Very gently I disentangle myself. I look down. He’s still lying there, his face a picture of contentment. Man, he is beautiful!
“Toby!” he breathes. “That was the best ever! I’m going to miss you so much!”
“I’m going to miss you too,” I tell him.
“I’d love to meet you again; you know, stop at each other’s houses and that, but we can’t, can we?”
“No,” I say. “I’m afraid not.”
We climb into our clothes and make our way back.
0 o 0 o 0 o 0
I do manage to stay awake, just. For the umpteenth time, I flick on my torch under the bedclothes and check my watch. It’s two minutes to eleven. I slip silently out of bed and pull on a pair of shorts. As far as I can tell, everyone else is asleep. I pad across to the door. The room’s silent; none of the other boys even stirs. Out on the corridor, I head for the boys’ room. My heart’s thumping; this could go wrong. I step inside. The place is deserted. Shit! I hope Matt hasn’t forgotten or something. I stand in front of the long, open urinal and pull down the front of my shorts. I haven’t got a hard-on; I’m too nervous. A few seconds later, he’s standing there beside me, playing with his cock.
“You know where my room is?” he whispers.
“Give me thirty seconds then follow me,” he says.
He zips up and leaves. I stay where I am, counting out the seconds. It’s time to go. I make my way along the corridor. This is the risky bit. I’m heading away from the dorm; if I’m challenged, I’ll have a hard job explaining why I’m here. The door to Matt’s room is slightly ajar. I push it open and walk in, quietly closing it behind me. Matt’s sitting on the bed, dressed only in a pair of shorts. Man, he’s a hot guy! I stand in front of him. He kisses my tummy button, his hands running over my bum and down the backs of my thighs. He looks up, smiling.
“I’m glad you came,” he whispers.
He skins my shorts and underpants down my legs. I kick them off and join him on the bed. He pulls me over on top of him, my cock grinding against his tummy. He strokes my hair. My face hovers above his, our mouths a few inches apart. I’m unsure what to do; are we going to kiss? Do I want to? I’ve never even thought about kissing him before. He runs his fingers down the back of my neck, gently urging me down. Our lips meet. A bolt of electricity surges right through me; kissing another boy has never felt like this! Our tongues intertwine. Oh, fuck! I tug at the waistband of his shorts. He lifts his bum off the bed so I can pull them down. I rip them off him and throw them on the floor. I take hold of his cock, big, hard and throbbing, scooting down the bed so that it’s inches from my lips. Eagerly, I lick all over the shiny purple head. I look up and grin at him. This is it. I take it into my mouth, sucking hungrily, working my tongue all over it. I push further down, his pubes tickling my nose.
“Oh, Toby!” he gasps. “Oh, man!”
He’s stroking my hair, urging me to continue. I do, but not for too long. His breathing starts to get ragged. I let him go and snuggle up next to him.
“Did you like that?” I ask, giving him a cheeky grin.
“Oh, yeah!” he responds, still breathing quite hard.
“So do you and Jake do that?” I enquire.
“Yeah, but he doesn’t do it as well as you!”
I wonder what he’d think if he had Eliot do it for him, but that’s one secret I’m going to keep to myself. Eliot’s going home tomorrow in any case.
“Well, I guess it’s my turn now,” he says, smiling.
He rests his head on my tummy, taking my cock right into his mouth. He sucks me steadily, flicking his tongue out to slash at my balls, his fingers tickling the sensitive area right behind them. The guy’s a real expert; the feelings are incredible. After a couple of minutes, he releases my cock and pulls a large towel from his bag. He puts one of the pillows in the middle of the bed, spreading the towel over it.
“On your tummy!” he says quietly. “You’re going to like this!”
A little apprehensively I do as he says, lying on my front with one pillow under my head and the other below my hips. I guess I’m worried about having his whole weight on top of me, like the first time Mr. Atkinson did it. Matt produces a bottle of oil, pouring the stuff into his hands; it has a sort of spicy smell. He sets to work, his strong, gentle fingers massaging my neck, my shoulders, my upper arms, my back. Man! I don’t just like it; I love it! He can keep doing this as long as he wants! His hands run over my bum and down my thighs, his fingers continuing to work their magic. Man, this is so relaxing! I feel fantastic! Finally he stops and wipes his hands. He gets out a tube of KY, lubing his fingers with that instead.
“The oil’s great,” he whispers, “but it’d sting like fuck if I put it up your bum.”
He begins to work it into me, Man! This feels even better! I can’t wait for him to fuck me, right here like this, to feel him pushing down on top of me, his cock thrusting into my bum. Well, I do have to wait a minute or so, but not long. He gently removes his fingers and lowers himself onto me, guiding his cock onto my hole. He pushes hard. I relax, allowing it to slide in. He’s straight into it, fucking me an inch deeper with each thrust. By the fourth or fifth one I’ve got the whole thing, his pubes squished up tight against my bum. He’s settles himself lower, really giving it to me, his hands gripping my shoulders. His warm breath floods my nostrils like a sort of sex-drug, making me dizzy and light headed. Without even thinking about it I begin to buck my hips, pushing back against each downward thrust. Man, the intensity is like nothing else! I’ve never been fucked this hard, not by Piers, not even by Mr. Atkinson. He’s fucking the shit out of me and I just want more!
The climax comes all too quickly; I guess it had to. I can feel it start to build.
“Oh!” I moan. “I’m gonna cum!”
The muscle spasms sweep right through me, legs flailing, fingers clawing at the bed, my bum clamping tight around Matt’s thrusting dick. My balls churn into action, spunk barrelling through my cock and squirting onto the towel.
“Oh, yes!” he growls. “Oh, take it, Toby! Take my cum! Nnnnngggg!!!”
His cock jerks powerfully, volley after volley of thick, creamy spunk spurting into my arse. Oh, man! That was off this fucking planet! Very slowly he lifts himself off me, his cock popping out of my bum. I roll onto my back and snuggle up to him, keeping the towel under me in case I leak.
“I think you enjoyed that!” he whispers.
“Yeah!” I say. “That was fantastic! So will Jake be coming here in the morning?”
“Yeah, around five o’clock. I’ll have to kick you out soon; I’ll need some sleep before he gets here.”
“So when did you start doing it with him then? Was it last year?”
“Yeah; you don’t miss much, do you?” he says, grinning.
“No, but it was Sam who realised what was going on; I’d never even thought about it.”
“Yeah, well Jake was in my canoe class last year. I was looking for something, and it was pretty clear that he wanted it, so that was it.”
“So when did you start, you know ---- ?”
“At prep school, much the same as you, I guess.” He ruffles my hair. “I’m really going to miss you guys,” he says. “I’ll be all on my own next week.”
“Ben’s will still be here,” I say.
“Ben?” he says quizzically.
“Yeah,” I say nonchalantly. “I’ve been bumming him since the day we got here. Sam’s done him too.”
“Wow,” he says, eyes widening. “You’ve kept that quiet! So where d’you go?”
“Out in the woods,” I say casually. “There are a couple of places we use. He really likes you. When I told him I was coming here ---,”
“You told him?” Matt says, sounding alarmed.
“I had to,” I say. “His bed’s next to mine. He might have woken up and thought I was sick; followed me to make sure I was okay. That could have been embarrassing. Anyway, you needn’t worry; Ben’s cool. Well, like I was saying, when I told him I was coming here, he called me a lucky sod and said he wished it was him.”
“Wow!” he breathes. “I’d never have guessed that!”
“He loves being fucked,” I say. “Tomorrow, after supper, wait about five minutes then go out onto the playing field. If he really is on for it, he’ll be sitting by the big oak tree, you know, the one by the cricket pitch. When he sees you he’ll get up and go off into the woods. Just follow him till he turns off the main path. When you’re sure nobody’s watching go and join him. He’ll show you the places we use.”
“You’re serious, aren’t you?” he says.
“Yeah, of course,” I say, smiling at him. “He’ll be on his own and so will you, so why not?”
“Thanks, Toby!” he says. “Next week’s looking a lot better already!”
0 o 0 o 0 o 0
I blink my eyes open and try to turn over. Uh? There’s someone in bed with me!
“Good morning, sleepyhead!” Sam whispers. He runs his hand over my bum. “I didn’t want to leave without saying goodbye.”
I poke my head out from under the covers.
“It’s okay,” he says, fondling my hard dick. “Everyone’s still asleep.”
“What’s the time” I ask.
“Half past five,” he says, tugging at the waistband of my briefs.
Shit! I should be asleep too. Right now Jake will be in Matt’s room having the shit fucked out of him. Oh, what the hell, it’s our last night; I may as well make the most of it. I’m staying with Uncle Andrew next week; I won’t get to do anything while I’m there.
I allow him to pull my pants off. I grab the KY and an old towel from my locker. Sam slips off his underpants. I’ve only got one pillow; I grab it and put it in the middle of the bed, spreading the towel over it. I lie face down, legs spread apart. I pass him the KY. He gets between my legs and starts to lube me up. His fingers slide out. Moments later he’s down on top of me, his stiff cock pressing against my hole. I reach back, pulling my cheeks apart. His dick slides right in.
He goes straight to it, building it up till he’s bumming me into oblivion. Man! This kid sure knows how to fuck! His slim, bony body presses on top of me, his sexy boy smell swirling round my face. This is fuckin’ unreal! I start to buck my hips, like I’m trying to get him in even deeper. The spasms start right down by my toes, my feet flicking up off the bed. They surge right through my body; I’m shuddering all over, my legs flailing, my hands gripping the bars at the head of the bed. My bum tightens round his dick, knocking him off his stroke. My cock explodes, spunk squirting onto the towel. A second later he’s back at it, pounding my arse like there’s no tomorrow. His breath turns from warm to hot. His cock jerks violently as he unloads up my bum. He’s cum loads.
After around half a minute he slowly lifts himself off me.
“Thanks, that was cool,” he whispers.
Then he’s gone. I pull on my briefs, stuffing some cotton wool inside them. I get out of bed and hurry to the boys’ room before I make a mess.
0 o 0 o 0 o 0
I tell Ben the plan. He listens carefully.
“If that’s what you want,” I conclude. “You don’t have to.”
“Yeah,” he responds. “I’ve never been with someone as old as him, but he’s cool. I’ll be there as long as it’s not raining. Thanks, Toby!” He looks straight at me. “Did Sam get in bed with you?”
“Yeah,” I say quietly.
“He got in with me too,” he says. “I think it must have been while you were in Matt’s room.”
I squeeze his hand. I’m going to miss him terribly, but that’s the way it is; there’s nothing I can do about it.
0 o 0 o 0 o 0
“Did you really fix up for Ben to have sex with Matt?” Sam whispers.
“Yeah, sure,” I say casually. “It wasn’t difficult.”
“You’re unreal, man!” he comments. “Most of the teachers at our school can’t organise stuff the way that you do.”
Organising things, like the day we bombarded Perky with chalk; none of the other kids could have set that up. It’s like it comes naturally. I just think about what I want to do until everything falls into place. And when I get back to school I’ll have my biggest challenge yet; making my porn films and getting paid for them. It might take some time, but I’m going to do it; you can be certain of that.