Date: Thu, 11 Apr 2013 13:40:39 +1000
From: Paul Hart <snifty1@gmail.com>
Subject: Windfall Part 3

Windfall Part 3


I suppose that this would be most men's dream come true, an attactive boy
spread naked on their bed.  But he was starting to look self conscious and
that wouldn't do, time to make him feel good about it!  I moved along side
the boy and pressed him to me, the while caressing the space between his
shoulders to the small of his back, as I did so a whispered endearments,
told him how attractive he was, how many men could come to blows over him,
everything I could think of to make him feel good about himself.  Soon I
had him hard again and this time let fingers stray between his
buttocks..."Now this is another spot where we are very sensitive...see what
happens when I do this?"  Sure enough, he gave a shudder as my fingers
traced their way around his opening before gently probing, this was the
delicate part "Now, you have all sorts of interesting nerves ..inside...but
the key is to be gentle about it....if I want to fuck you properly we'll
have to use this, particularly for the first few occasions" I produced the
cream I used for his Mum and carefully applied some to his hole "How does
that feel....I know how I feel, you're so sexy lying there and just feeling
you up is a real turn on...by now my hands were roaming his smooth, firm
young body, he watched "See you have a lovely body....look what its done to
me?"  and I placed his hand on my hard penis, automatically he began to
masturbate me and I enjoyed the feel for a while but then decided to fire
him up a bit more "Ever done this before?" I asked, pretty certain that he
hadn't, so saying I leaned down and pulled his hardness towards my lips,
there was that lovely velvety texture as I ran my tongue over the tip
before engulfing him further, lingering in the process, I drew back "how
was that then, did you like it?"  He gasped and nodded "Well, expect lots
of men to want to do it for you...there's a trick to it but we'll have lots
of chances to try it out..."  My hands continued to roam over him, I wanted
the boy to feel special before the main event, occasionally I'd stroke his
penis and then move on.  I could tell the boy was enjoying it, the clear
drop of fluid at his tip told me so and I moved on to his buttocks, as I
felt him up and fingered his hole I kept telling him how sexy he was,
involuntarily he arched his back and I inserted several well lubricated
fingers, moving them in and out experimentally, I guessed he'd be ready.
Kneeling beside the boy I asked "Think you would like me to come in - sexy
boy?"  He hesitated and nodded so very slowly and thoroughly I began to
lubricate my penis, making sure the implications sank in, his eyes were
round as he watched, reassuringly I told him "You'll feel pressure at
first, it will seem to stretch and stretch, then it eases and you'll feel
me slowly move up inside but remember, if you want me to stop at any time,
just say so, otherwise...I'm going to fuck you!"  He smiled but said
nothing so this was the important bit, lifting up his long smooth legs and
pushing back I exposed the pink sweetness of his hole, it was of course
glistning from all the ointment I'd inserted.  "Relax sweety I told him,
just relax it...down there...yessss".  Very carefully I pressed the head of
my penis to the opening and slowly leaned forward, there was the usual
resistance at first nut I resisted the urge to push harder, a pause and
then I felt the muscle relax and yield, my tip slid in, I waited, his hands
were gripping the sheets, knuckles white "Relax pretty baby, just
relax....there!"  I was inching up inside the boy, a look of amazement
crossed his face, for the first time he spoke "Oh wow, that's you
inside...I can feel you moving up...it's weird....doesn't really hurt but
feels sort of...uncomfortable, stretching but...yeah, keep going, its OK" I
thanked my stars for that cream, it eliminated that burning sensation at
the rim that can put so many people off!  By now I was almost fully in and
to complete the job I lifted his legs further back towards him, as I did
so, I felt myself slide.  This was about as good as it got, lying before me
was a young boy, legs parted and lifted back while beneath his trim
buttocks, there was my penis fully embedded in his passage.  He gazed back
at me, eyes like saucers and lips parted, he was breathing heavily with
excitement, now for it "Ready my darling....are you ready to be ...fucked?"
He thought briefly "Yes, do it ...just do it to me...but slowly, I'm really
full....it's OK, I'm ready".

So I began pleasuring him, God he was tight..far tighter than his Mum of
course and it was an effort to prevent my cumming prematurely, luckily I'm
able to do this by mentally disengaging....I eased in and out then varied
the thrusts, this was the time to check his prostate, the angle varies so
much with different men that its always an experiment, suddenly he shook
and gasped out loud - Bullseye!  "Oh God what, what, was that...oh wow!"  I
explained, and he relaxed...then..."Can, can you...do it again....please?"
I obliged, knowing full well that this boy would from now on always be
amenable to anal sex..it was a very nice thought.  This being his first
time, I was mindful not to overdo things for in the right circumstance I've
been able to time myself up to an hour and a half...but I didn't want him
returning home walking funny, his Mum could handle it...but he'd been a
virgin!  So, I brushed his prostate a couple more times and for good
measure reached down to fondle his penis "How's it going then...being
fucked for the first time...?"  "Great, I think, too many new feelings...I
never guessed it...but oh wow...it really is like nothing I've ever felt,
yeah....ah I'm cumming..."  He shot another weak jet, by now of course his
tummy was a sticky mess.  Regaining his breath he husked "Yeah...guess,
I'll be back...for more...and what's that?"  I'd just shot my load inside
the boy "That was me cumming, you've really been fucked now...you'll need
cleaning up back and front won't you?"  My new boyfriend giggled as I
finished off inside him.  What a sight, there's nothing so erotic as a
flushed, sperm smeared boy who's just been fucked...and I told him
so..Ignoring the fluids I cuddled him close, kissed him at the junction of
neck and shoulder, caressed his back and otherwise made a fuss, told him he
was special and how much I'd enjoyed doing it.."Did you...really...enjoy
doing it...to me, I mean...I know you came (he giggled) but was I ... OK?"
That's when I knew for sure he'd be back, so, I spent more time reassuring
him and being a young teen, it wasn't long before he came arrect again.
Only this time, I sucked him off by way of variation and as his smooth
flanks heaved and tossed beneath me, images of his Mum came to mind and I
wondered...surely, I'd have to juggle a roster...oh dear...but things were
to become more complicated yet!