Date: Sat, 20 Feb 2010 18:43:16 +1100 From: The Pin Subject: School preparations The boy was fantastic in anyone's language, I was walking behind him and observed the long smooth legs beneath those short shorts, noting they'd been turned up higher too - but for whose benefit I wondered? There was a lot of thigh exposed, much higher I reflected and I'd see his wares...exciting though, as it was the firm swell of rounded buttocks emerged in clear outline and as I watched, he hitched his shorts higher...and there I saw them, his cheeks squeezing out...suddenly, turning, he flashed a smile "Too fast for you Dad, should I slow down a bit?" Cheeky, and in more ways than one I thought...time to have a talk with this boy, he was off to senior school shortly and I knew with absolute certainty what awaited him there, no good pretending, I'd been there, done that - and loved every minute of it but at least he should be prepared and who knows, perhaps he'd derive all the more pleasure from the experience? In my case innocence had delayed that first erotic encounter and now I wished I'd started earlier! So waiting until we got home I settled down to teach him the facts of life, first though to establish how much he already knew and I opened the subject with "Two weeks and you'll be off won't you, I wonder if you know what to expect, I mean you must have heard certain things and of course you read up the literature on the place but have you any idea as..to well, social life and what you're likely to find?" He looked puzzled for a while and then I expanded a bit, "It's like this, you will be a 13 year old new boy, right at the bottom of the pecking order, pretty much you'll have to do what the older boys say - or, life becomes pretty miserable, I've seen it happen. Then there's the other aspect, you are all teenagers, pretty randy most of the time and there's no girls that you are allowed to mix with anyway, and you are a very junior boy....so, what's likely to happen?" He wasn't dim, he knew what I was getting at, I watched as he thought for a bit then came out with it "Well, Dad there's going to be fooling around isn't there? I mean, back in the last place...you might as well know it - one of the masters used to feel us up a bit?" Now I was interested "Did he now, what did he do exactly? Did any of the other boys...fool around with each other then?" He grew pink, standing beside me it made things easier. I quietly slipped a hand up his shorts "Did he do this then....?" "Yes, Dad he'd have a good feel around while he was at it..." "Did you like it then?" I heard him swallow, my hand was moving around, I still hadn't felt his penis "Yes....I like it...like it quite a bit..." "Is that why you roll your shorts up then?" "Yes Dad....sometimes men come up to me...and I let them feel me up....but that's all..." "So, did you fool around with the other boys at all?" now I felt his penis - it was rigid, and I began to fondle it "We, we would get together after lights out, then we'd feel around, I liked doing it...what you're doing now, yes moving your fingers up and down like that....I did lots of that...whenever I could...." The long slender legs were before me, carefully I reached for his waist band, and lowered his pants, I heard him sigh. His erection was impossible to ignore and carefully I took him in my mouth....sucked for a few minutes and then pulled away "You might not have done that with each other yet but when you do, be careful...you can make him cum too quickly that way...and the idea is to have fun, for as long as possible" "No I haven't sucked anyone yet Dad but I do like making it last, you know, I can do it for hours, sometimes they ask me to let them cum but I much rather make them last...is that what you did Dad?" "I still do it that way, I want to make this a long session with you...do you mind?" "No Dad, I like this...but it feels strange...not doing it with you too, I mean we should be doing it to each other?" I looked at his sexy legs and lovely erection.....and undressed, then I led him into the bedroom. As he reached for me I ran my hands over his buttocks "Some of the men like doing that when they've got my pants off, it feels sexy, don't know why but I like it...yes, just like that..." He still had lots to learn, although I noticed he was masturbating me quite competently, that was a good sign but now the next step, a young lad like him....all sexed up...well pretty soon he'd find himself bending over in some secluded spot, God knows how it hadn't happened already...and I knew it could be painful, unless prepared. Toying with a 13 year olds buttocks is always a turn on for me and I gradually circled a finger closer to his entrance "You're a lovely boy you know, I find you're a real turn on and guess what will happen before you know it?" Realisation dawned as my exploratory finger penetrated, eyes wide he whispered it "You mean, I'm going to get fucked...??" "Thoroughly fucked, repeatedly fucked and when word gets around...they'll be lining up for you...." Here he shivered, I think it was with excitement for now I was thrusting my finger in and out "You can't blame them, a luscious sexy junior like you...they can sense when you like it you know....I always could, the first time someone had me...it hurt...but I wanted more after...and made certain I got it....Here, I'm using two fingers now...how's that feel?" "Dad, it's uncomfortable, doesn't hurt too much though, just keep doing it like that could you....I'm glad you're doing this to me....because I think I'm going to have....lots of fun..." I lay relaxed as my fingers manipulated his passage, obviously he was more accustomed to the intrusion because occasionally I felt him thrust back onto my fingers...promising, now more lubricant and I explained its importance as the third finger eased its way in... "Wow, Dad, that's tight.....don't move yet please, I'm getting used to it....feels full.." So with the other hand I continued masturbating him and gradually he relaxed, then I began the slow thrusts "Ooooh, Dad...not so bad...different isn't it....funny feeling too, I'm stretched but sort of nice....not sure...makes me excited though just thinking...that someone wants to fuck me, I suppose....Dad - will you fuck me...?" Actually of course I'd been wanting to for ages just needed the opportunity but I had to be careful, didn't want to put him off...sex is to be enjoyed so, casually I applied more Vaseline to his entrance, slipped some in at the same time and then as he watched, methodically rubbed it all over my penis "Dad, I AM excited...just thinking, that it's going to be up me soon...will it go all the way, I mean it looks big....?" "Just wait and see, we'll take it very gently...I want you to have fun too you know..." True to my word I eased the tip in, paused and then lightly pushed...it began to move..his fingers grabbed the bedclothes and his knuckles whitened then he gasped...held his breath and began to pant..on I went whispering "relax, relax" and eventually I felt him loosen, then the last of me slid up..and I paused... "Dad, I'm full, there can't be any more, surely....it stretches me...deep inside...don't know how to describe it...just stay there like that please Dad...it stings a bit still but....doesn't hurt so much now...but it DID hurt...I'm glad it was you though Dad...yes, Dad - do you want to try - fucking me, see how I go?" I felt him wince as I withdrew, so paused before sliding back in, ever so gradually I let the pace build up, imperceptibly he started to participate and I watched as my son's pert buttocks began to thrust back, very slowly at first but then eagerly as the tempo rose "This is rather....nice Dad..I'm going to enjoy this, how do I feel?" "You feel tight and terrific, now there's something else you need to know" By now I was thrusting into him at different angles and carefully adjusted to take in his prostate, the effect was immediate, he shuddered and gasped "God Dad, what was that...it was fantastic...?" I explained and happily he lay there for the remainder of that session while I took my pleasure of him.....yes I thought, he'd be well prepared for senior school, he'd be very popular too.....