This story involves crossdressing and sex. Only read if you are of age and like this type of material. If you have any comments please feel free to send them to Bob at hlthmart@aol.com
Well---------------
Chapter 1
"Well, here goes" I thought to myself as I backed out of the driveway. I have to admit I felt both scared and excited in finally realizing that what I'd been dreaming about for several years was now beginning. My mind was overflowing with the past dreams and activities, the current fear and excitement and then the great question mark of the future.
At 19 years of age I have completed high school and spent a couple of years working in a clothing store (both mens and womens). Living at home has allowed me to buy a reasonably good used car and amass a small fortune (ha, ha) of a little over $7800. Right now this reasonably good used car - hereinafter referred to as the Chevvy - is loaded to the gills with everything I own. Clothes, my computer and my $7800 in cash. I left a note for the folks who were away for the weekend. It said I just had to get away for a while and that everything was ok.
As I drove out of town towards I-90 to go west from Chicago my thoughts went back to approximately when this all started. During high school my only (proper) diversion was swimming in which I faced an uphill battle. At 5'-10 and 135 # I was, shall we say, a skinny runt. Skinny yes, but very well muscled and strong for my size. I worked out all the time and pretty well fit the description 'flat belly'. By the way, my name is Gene.
I have blond hair and blue eyes and even though I say it myself, I feel I am quite attractive. Girls and I, however, just didn't seem too interested in each other even though I did have one sexual experience that I did enjoy. I sometimes wondered if this is what led me to working out and swimming - I seemed to really enjoy the dressing room and particularly the showers - all guys.
Just thinking about that right now I can feel my hardening cock as I wheel up the entrance ramp to the freeway.
This 'different' interest along with my aversion to my computer undoubtedly led to where I am right now.
I spent many evenings, after homework, surfing the internet. There is not a great deal of skill required to stumble into the porno scene and it's vast array of different ways of life. I seemed to initially settle into straight, unadulterated guys fucking girls and girls sucking guys. With my cock laying outside the fly of my pants I groaned as cum streamed everywhere on the screen, including the faces of the sweet young things who had worked so hard to get it. Each evening I concluded my foray by jacking off and just imagining there was a sweety there to suck it up.
I didn't subscribe to any of this, just surfed around. One night I found myself wondering just which of those activities, fucking or sucking, were turning me on. Then I stumbled onto a 'gay' site and must admit that caught my interest. The actual pictures of guys kissing, sucking each other and actually fucking each other in the ass totally overwhelmed me. It made me bring to the surface that I had fantasized about this in the past but deliberately buried it in the back of my mind because I knew I was the only one in the whole world who felt this way.
What a discovery!
Further surfing and I found what turned out to be a practically endless stream of pictures (mostly cocks) on which you voted for each on a scale of one to ten. There were all shapes and sizes, cut and uncut and I savored - nearly - every picture. -------------------------------------------------------- It was dawn now and I was thankful I was heading west - away from the sun. I needed to get moving so I would be in Omaha for an appointment by tonight. ---------------------------------------------------------- Back to the internet where I soon discovered one could specify the type of man and activity you wanted and also in your area. Just for fun I specified an older man - over 40- for one on one sex. It was a very plentiful list which came up. I still don't know why but I chose to correspond with a forty year old Asian named Sammy. We exchanged emails for a while and then the first thing I know I'm knocking on his door. All I knew of him is that he didn't like anal or pain.
Sammy and I stared at each other for maybe a minute before he ushered me in. He was a couple of inches taller than me and had a slightly heavier build. I told him I was a rookie and he smiled and said not to worry. Straight to his bedroom we went and when I saw him start to remove his clothes I did the same until we both stood facing each other stark naked.
He smiled again as he slowly came toward me and stretched his arms forward. My arms went around his shoulders and his around my waist. It seemed so natural to just let our lips meet gently at first and then a real, passionate kiss. Our bodies molded themselves and my cock made friends with his. This was enough for us to just fall on the bed and clasp each other tightly as we moaned through our kisses. I rolled him onto his belly, straddled him and gave him a thorough massage from his neck right down his back, extra attention to his buns and then down his legs to his feet. I could tell he was enjoying it from his moans.
I then realized that after all this I still hadn't even looked at his cock. Rolling him over onto his back I remained astraddle, looked down at his average (I guess) size uncut cock which appeared to be in a semi hard mode and then I leaned forward to enjoy another of his great kisses. Then I proceeded to lick and kiss my way slowly down over his nipples and chest. Then to his belly button. I knew I was now coming to something I had never done and only dreamed about - it was now or never.
I began by licking the shaft from his balls out to the end as his whole rod turned hard. Remembering some of the internet scenes I then gathered a mouthful of saliva, pulled the skin back from the head and deposited the saliva on the now naked head of his cock. It turned out I had no qualms whatsoever as I then slipped my lips over the head and eased my mouth all the way down to where my lips were buried in his pubic hair. I was amazed that - even though his cock was not very long - the head actually entered my throat and I didn't even gag. Maybe I'm a natural.
It seemed natural from there to slowly raise my head while I forced my lips to pressure his organ all the way up. I came up a little higher so I could see the bulging veins glistening under the slime of my saliva the full length of his cock and they just seemed to beg for the return of my lips and throat.
With that invitation I returned my mouth to the action and spent the next ten minutes providing him with what was the best 'action' he had ever had - he told me so later.
Finally he gently lifted my head and urged me to come back to his waiting lips. I had been anticipating his cum to fill my mouth and was wondering how I would react but here I was back kissing before he came. We continued caressing each other - his skin felt like velvet and it seemed I just couldn't get enough of him. My cock was sharing the thrill as it grew hard.
I kind of eased off a bit to regain my strength and he immediately went for my cock. He wasted no time in slobbering all over it and taking my whole rod deep into his throat. Without stopping he then began a rapid fire up and down the length of my shaft, all the time keeping his lips tight. I began to thrust with my hips in time with his motions and soon I was moaning with delight.
I knew he was aware of my situation and rather than backing off he seemed to accelerate and I just couldn't hold it any longer. My cum just seemed to explode into his mouth as I experienced the greatest climax I had ever had.
I was still breathless as he stayed over my cock and lapped up every last bit of my discharge and looked as if he enjoyed every lick of it.
"That was truly the greatest experience I've ever had", I managed to gasp as he finally departed from my cock and slowly kissed his way up to my face. The ensuing kiss was so passionate I couldn't believe it and I longed for it to continue forever. Even the taste of his mouth was entrancing as I knew I was tasting my own cum.
He smiled at me and said "Do you think you could do that to me? I was concerned since you've never done this before that you might not wish to have me cum into your mouth".He smiled lovingly as he said it and there is no way I could ever have said no.
"Let me try", I managed to say as I positioned my head over his still throbbing cock. Down I went and it seemed even better than the first time. It didn't take long before his body began thrusting his organ harder into my mouth and his groans told me the time was near. One final thrust and he stayed in that position as I felt the hot liquid flood into my throat. I squeezed my lips as I backed off a little - determined not to let any of this juice escape.
Strangely I found myself liking the taste of his cum and I just devoured every last bit of it. As I lay there and licked his entire cock dry I heard him say "that was absolutely wonderful. I don't believe this was your first time".
We then lay in each others arms for a long time just whispering to each other and interrupting now and then with long, lingering kisses. It was truly a wonderful time and I knew I had to be a very lucky guy to have Sammy as my very first experience. All the way home I savored the taste of his cum and I didn't even eat dinner as I wanted to enjoy it when I went to bed. -------------------------------------------------------------
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