Date: Mon, 28 Dec 2009 15:38:49 +1100 From: The Pin Subject: The Priory chronicles Part 6 All was going well, very well and I had my little boyfriend coming along nicely since all those sessions of careful acclimatisation had conditioned him not only to accept but also to enjoy that feminine side of him I'd spotted so much earlier. It began to show too in his manerisms - and here I'd urge caution of course - but now he knew that I was watching he began to put on a show, there was a sway to those hips as he walked and the buttocks, these gave a pronounced wiggle until suddenly rounding on a heel he presented himself side on with hand smoothing hip and sexy pout in place. Well, it worked and I was erect of course...but in no position to do anything about it until later.....and perhaps, just perhaps tonight would be the night? As my eyes grew used to the gloom I could see he was ready for me, lying there stark naked, lips parted invitingly and eyes - so huge and round in his delicate features while glancing below his little penis lay, flat against his tummy in full arousal, I think he knew that his femininity would be fully savoured at last. IO heard his whisper "I've got the Vaseline....are you going to put it in me?" Of course I was but we had a few things to attend to first, so I let my hands wander over breasts and nipples before reaching down to toy with his penis and there we sat engrossed as in my own lap I fely his skilled fingers at work. Eventually, the time seemed right and I set about the delicious task of preparing him for penetration, here I let my fingers linger to savour the sensation of warm boy enveloping them until casually I laid him on his side with back toward me. Placing a pillow between his legs to hold them apart I now positioned myself...and gently nudged...and nudged again...gasps came "Oh my God, that hurts, it's stretching me ...it's too much...stop, please STOP!" I detected genuine panic, realised that to persevere ran the risk of putting him off altogether. What I hadn't reckoned on was the fact that although three fingers could now be inserted in relative comfort they still nowhere aproximated the dimensions of my own penis...and this boy was exceptionally fine boned and slimly built - which of course was one of his attractions. No way was I going to forsake the promised joys of those virgin buttocks...and I thought long and hard as consollingly I ran hands along back and shoulders. Like a flash a memory returned and - I had the possible solution. So, murmuring endearments in his ear I affirmed my fondness while he still distressed kept muttering "You won't want to do it with me now...can't we try...it ....again..with more Vaseline...just another go...please? I don't want you wandering off now, I know where you can get it too, any time you want....but please, try me...just once more?" I continued to caress him, mentioned that I was much too fond of him to risk causing pain or even injury...but...that I had an idea, he should leave it with me...so saying I felt for his delicate loins and eagerly began to masturbate. After, I made certain that I left him with a lingering kiss and more murmured endearments. Next day, it was evident he'd been crying. Desperate measures were called for so in town and confronted by a sales girl no older than myself I brazened it out...my sister's birthday loomed and I knew she had a weakness for..."those frilly garter things, don't know what they're called (I did) but she clips her nylons to them...so I need a pair of them please and yes, those dark looking stockings there - two pairs please?" The scene was set, tonight I'd try to ease him out of his misery...and possibly enjoy the experience immensely myself! So it was that perched on his bed and idly feeling up breasts and nipples I began.. "Do you remember, quite a while back - we were admiring those drawings, I asked you which turned you on the most and you said it was the one with the boy in nylons, on his back, being done...and ...can you remember what was written beneath it?" "Oooh yes! He was saying he'd been in a Pub, then a man followed him out and as he was cutting across this field the man caught him...and removed his trousers....and when he saw he was wearing nylons...he laid him on his back and fucked him with his knees under his chin! It's got me all hard just thinking about it...what's that you've got there?" Casually I produced the goods...this was going to be fun, pulling him upright beside the bed I removed his pyjama bottoms, carefully I helped him into the nylons, rolling them up his silky legs as I had seen girls do and then we slipped on the garters with their fasteners, sexy beyond words he posed for me, pirouetted and thrust out buttocks invitingly...but I noticed his legs were trembling with arousal...so this was it. Drawing my nymph toward me I carefully eased his buttocks apart before anointing that stubborn opening, for good measure I tongued his penis too then casually led him to his bed and there upon his back he lay looking up at me, not smiling but obviously far gone in arousal. It was a simple matter to kneel between his spread legs and lift...to place nylon clad knees beside his chin - his eyes widened as he saw the implications and never blinking he looked back...as I slowly entered him. Not a sound did he make until, safe and deep within him I rested and began the endearments "That was worth the wait, such a lovely, lovely tight fit, you don't know how gorgeous you are, sexy legs tucked up how could anyone resist you, you're going to be sensational!" I meant every word, the boy was tight alright....wonderfully tight so now to move carefully, ever so slowly begin the thrusts, cautious now, little short ones at first, now progress to longer and longer, still keeping it slow, watch his face carefully.....he seems far way somewhere...don't make him sore, there - more Vaseline around your penis as its going in - easy does it, oh what a fuck...I've always prefered doing it with a boy...usually tighter than a girl and you don't need to fool with a clitoris - you can hold his penis like now...as you do it to him...and you know he'll cum..each time....and I've always prefered small breasts...yes, this boy is perfect...lovely figure, huge eyes, loves a good feel...how's he reacting to this..first time? My penis is now plunging between sexy nylon clad legs and I can hear him start to mutter things... "This is what it was about, they all talked and talked about it..but the feeling...God. as it goes right up, it stretches and fills each time, feeling so strange and ...funny down there, stinging a bit....still hurts too....but its nice, very nice...am I good enough for you....will you want to do it again with me...now you've had me....oh, what did you do just then...its like what you did with your fingers, oh God! Please do that again....Ooooh!" Remoselessly I continued at a slow careful pace, I was enjoying this elegant boy to the full, all the preparation had been worth it, his exquisite anus tightly clamped my penis as I almost withdrew - he was a natural - then languidly let it slide back deep within his glistening buttocks, touches upon his prostate became more regular and sensing that by now I had accustomed him to accommodate me at any time...I allowed him to cum. As he did so I let myself go, gleefully clasping those eager legs I emptied my self in long shuddering bursts before collapsing beside a now shivering boy. There we lay regaining some composure, eventually with breathing normal "How was I?" he asked "Sensational" I answered "but we'll need to do it again soon, very soon - in case you start to close up again..." and he giggled as once more I spread apart those slim legs...oh yes, he's worth it...think I could be at him all night....as gratefully I eased my way back inside the graceful boy.