I don't know exactly when it was that I started having my recurring sexual fantasy. I guess it all goes back to puberty when I first discovered that something besides piss came out of the end of my cock. I also discovered that when that white fluid came out it felt a whole lot better than when I took a piss, that my entire body seemed to jerk and spasm in time with the discharge. Further, I found that I liked the feeling.
I had known that girls were different from boys for a long time, but being a bit slow on the uptake, I didn't put two and two together until that day that I came for the first time. I had noticed that rubbing my cock made it feel good and that the harder it got the better it felt. That day I was home alone after telling my mother that I wasn't feeling too well. Since I did well in school, I had no problem "sleeping in" for the morning. That morning, my cock rose to a semi-hard state and I started rubbing it in a fold in the covers over my naked body. It got harder and my breathing became faster and more panting. All of a sudden it felt like I had pissed in my bed, but it felt so much better than a normal piss. I rolled the cover off my body and discovered that, where I was looking for piss there was a white fluid all over the blanket. I touched it and it felt slippery. Being curious, I brought some of it to my mouth and tasted it. My first opinion was that it tasted pretty good. I still wondered just what it was, but I wanted to feel that feeling again and started rubbing my cock against the piled up covers until I spurted another load of white cream into them. Somehow, deep down, I knew that this was something I should keep to myself and I didn't say a word to anybody about it. Come to think about it, I still haven't said anything after all these years.
I finally figured out that the fluid that came out of my dick belonged inside a girl. Duh! A rocket scientist I've never been, but then I had never had the birds and the bees talk since my father had died when I was young and mother had never remarried. I was reasoning all of this out on my own without adult supervision or input and that did not make it any easier for me. Anyway, my life changed that day because on that day I became addicted to my own orgasms, my own cum and I decided I had to do something about making them a permanent part of my life.
Frustration reared its ugly head with a distinct lack of opportunity. I wasn't exactly a nerd when I was in high school, but I wasn't exactly chased by all the girls either. I started spending time in class imagining how it would feel for them to suck my cock or, even better, to fuck me. This caused a minor problem in that my dick hardly ever returned to a totally soft state though it wouldn't stand straight out either. But the fantasy didn't revolve around just one girl. Somehow I got the impression that you could tell how good you were by the number of girls you fucked and I wanted them all. Yep, every girl in my senior class was fair game to my vivid imagination. But, I really didn't want all one hundred or so senior class girls fucking me at one time. No, the fantasy was more like a production line type deal where as soon as I fucked one the next one would pop up and spread her legs wide.
Of course, the major problem was that none of these girls even knew I existed except as somebody they passed in the hall between classes and who sometimes got in their way. None of them would have even thought twice about saying no if I had been able to work up the courage to ask them out. Rejection had a way of turning me away from the girls at school and looking closer to home. But, the only females I had at home were my sister and my mother and I wasn't supposed to think about them in a sexual way. My sister didn't count simply because she was younger than I was and besides, we didn't like each other that much. My mother, who was still only in her mid-thirties--she'd had me when she was a mere fourteen--had given birth to me and I knew I wasn't supposed to return to the place from whence I had sprung on that momentous day.
If I had learned one thing from the girls at school it was that they were just as unsure as I was about sex. Now, I may have been somewhat slow, but I did realize that there was one group of women who knew much more about sex than I did, and that was the group of women who were old enough to have fucked. I began to fantasize about older women, women who knew their way around the male body and could actually teach me how to use mine to full advantage.
In my mind, I had a picture of the perfect woman. This perfect woman had my mother's gorgeously big 38DD tits, Mrs. Cole's lovely curved ass and long legs that stretched forever, and the angelic face of Mrs. Givens who lived behind us. All the neighborhood women contributed something to my fantasy woman which was the best parts of each of them all put together into one body. I honestly didn't know which one I wanted to fuck more. All of them had something I wanted to fuck.
Mrs. Cole's ass led to a pair of fantastic legs that I dreamed would wrap themselves around me just as I spurted my hot seed deep inside her body. And those legs were connected to two of the holes that I wanted to explore the most. Mrs. Givens had a mouth that looked as if it belonged wrapped around my hard dick, sucking the living juice right out of me. And I wanted nothing more than to replace my blankets with my own mother's magnificent tits and spurt my hot cream inside the valley they formed on her chest. I even went so far as to write all of these things down and hide it in my room, though the hiding place wasn't the best place in the world. I had a tear in my mattress and stuffed my fantasy "diary" inside the hole where I was sure nobody would ever look.
Then this new widow moved into the neighborhood. Her name was Gloria St. James, she was forty years old that year, and she had all the attributes or more that I could ever ask for in my fantasies. She fulfilled all of my specifications from my mother's 38DD tits to Mrs. Cole's lovely curved ass and long legs that stretched forever, to Mrs. Givens' angelic mouth. And it was all wrapped up in one person! The only problem was that, despite being a friend of my mother's, she hardly knew I was around.
I was eighteen just a month before she moved into the house next door. Her bedroom was on the ground floor and just opposite my upstairs window. Gloria St. James also sometimes forgot to close her curtains all the way, thus allowing me little peeks of her gorgeously firm body from time to time. I soon discovered that this show only happened after I had turned my lights out and sat in the shadows beside the open window. She never undressed while my lights were on. I know that she saw me looking down into her bedroom on at least two occasions and I feared that she would tell my mother, who would have had me change rooms with my sister and put me on the other side of the house. But she never did tell my mother and she did continue to "forget" to close her curtains at least two or three times a week though for some reason there was one week every month when her curtains were never opened at night. This went on from early March when she moved in until the early part of June. I was in heaven and beating my meat on a daily basis with enough jerk-off material to keep a young stud like me in cum for a long time.
My bedroom also overlooked her backyard with its swimming pool surrounded by deck chairs. Her yard had a seven foot high privacy fence around it, but my room looked right over that fence and gave a clear view of her entire backyard. Starting the month after she arrived just as soon as the sun was warm enough, she started taking sunbaths in her back yard. She dressed in the skimpiest of bikinis and always undid the top. The days that were a special treat were the days that she laid on her back letting the sun turn her two lovely breasts golden brown in the sun.
Her red hair hung as far as her shoulders and she normally tied it up in a ponytail. Oh, how I wanted to know if she were a "true" redhead or not. I accidentally found out about a week before my high school graduation when I was once again at home and just chanced to look into Gloria's backyard just after lunch. She was sunning herself totally naked and, even from as far away as I was, I could see that her pubic hair was just as flaming red and natural as the hair on her head. Just the sight of her laying there naked caused my cock to shoot a load of cum inside my shorts without me even touching it.
Then, for some reason--maybe I moved and she saw the movement-- she looked up at my window and her eyes locked with mine. Busted! Was I in for it now! How could I explain looking at her from my window while she was naked in her own yard behind a seven foot high privacy fence? My mother would kill me when she got home from her secretarial job. Gloria, she was Mrs. St. James whenever my mother was around, slowly got up and, still without a stitch of clothing on, unhurriedly entered her house through the back door. I watched as her ass swung seductively with each step she took.
Not two minutes after she entered the house the phone rang. I debated not answering it, but figured she already knew I was home so, with a very dry mouth, I picked up the receiver and croaked "Hello."
"Kevin, this is Gloria St. James from next door."
"Y-y-yes ma'am?"
"I couldn't help but notice that you were home and was wondering if you would please be so kind as to come over to my house and do me a favor?"
"Y-y-yes ma'am."
"Good. I'll see you in a couple of minutes then. Why don't you wear your swimsuit and have a dip in my pool when you get done with what I need you to do."
"O-o-ok."
"Kevin, is something wrong?" Now how do you answer that question when you know you've been caught dead to rights staring at your neighbor's naked body with it's lovely tits, gorgeous ass, and flaming red pussy hair?