Date: Mon, 28 Dec 2009 15:38:49 +1100
From: The Pin <lawrencebradman@gmail.com>
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.