Date: Thu, 11 Apr 2013 13:40:39 +1000 From: Paul Hart 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!