Iâve always been fascinated by women. When I turned 18 years old, my parents bought me a computer and I suddenly had plenty of fuel to fire my lust. Very quickly, I found that my lust centered on the more mature women in my life. When I say mature, I mean women my momâs age, not that sheâs all that old. Suffice it to say that the material for my sexual fantasies on the World Wide Web consisted of the more âclassic pornstarsâ of the past rather than the ânewcomers.â Of course, being so horny all the time, any woman with a nice body and a pretty face did wonders to the state of my cock.
My parents and I live in a high-end neighborhood of extravagant homes with manicured lawns and crystal clear swimming pools. Our house bordered a private golf course and I spent a fair amount of time ogling the women on the golf while either playing or hanging around in our backyard at the pool. It seemed that many of the club members had classic trophy wives who led lives of leisure and spent a great deal of time keeping up their appearance and shopping for their wardrobes, whether for the golf course or for nights on the town. They certainly knew how to spend their husbandâs money.
The wives were tan, fit, and elegant and they enjoyed showing off their wares which were in incredible shape considering the fact that most of them were in their forties. Every time I was in the club house after school there were women dressed in expensive business suits and high heels. On the golf course, these women enhanced the landscape of every hole to make them look like a photo spread for an ad in a golf magazine.
Our house was quite large, I had my own bedroom upstairs on the opposite end of the main hallway from my parents. This allowed me the privacy I wanted as a high school senior and a good view of the golf course as well as our neighborâs yard. I spent many hours surfing for sex stories and pictures of hot older women. My appetite for sex was big but with masturbation being my only outlet so far, I often fantasized about losing my virginity to one of the women in the neighborhood or at the country club.
School was always easy for me so I spent a lot of classroom time day-dreaming about my female teachers, neighbors, and the trophy wives at the golf course. Being a typical horny male, I was constantly focused on sexual matters. The shape of a womanâs calves and legs when she wore high heels, the hemline of a skirt against her thighs, the swell of her tits in a blouse, the lace of her bra if exposed by the cut of a shirt, the movement and potential exposure of her panties as she crossed her legs, the sound of her stocking-clad legs rubbing together as her heels click against the floorâŚ.
I fantasized every night about beautiful women, even my mom who fit in quite nicely with the country club trophy wives. There were hot girls at my school but they didnât draw my attention like older women. I dated girls from school now and then but it was awkward for me and I never could figure out how to get past kissing and fondling to my ultimate desire. So my sexual energies typically found limited release in my fantasies about losing my virginity to some hot wife at the golf course or in the neighborhood and then having her teach me the art of loving.
On a warm spring evening, I was sitting at my desk in front of my computer with my headphones on listening to this hot Literotica audio story about a mom and a college student. Her voice hypnotized me and I could imagine that I was the young man that she was fucking. Knowing that my parents were still awake, I couldnât jerk myself but my cock was super hard as I rubbed it through my pants.
I was interrupted from the story when my mom walked into my room to announce that she was going to bed. Before she could figure out what I was doing, I flicked to another screen and turned to say good night. She gave me a quizzical look and paused before shutting the door. Despite the fact that mom is gorgeous, this surprise interruption sort of ruined the mood for me and I sat staring at the window. I got up to look next door with my never-ending hope that I would see my neighbor, Mrs. Wilson, undressing or perhaps even fucking. Of course, this never was the case but I still had hope.
It was almost 11:00 and there were a few lights on in the house. Looking into what I knew to be the master bedroom downstairs at the back of the house, I saw someone moving. Excitement shot through me at the possibility that I would finally see something but it turned out to be a man from what I could tell. My angle from upstairs wasnât good so I decided to go downstairs to try to get a better look.
From our kitchen, I had a better view and saw that Mr. Wilson was packing a suitcase. Disappointed, I turned away to get a glass of water. I resigned myself to going to bed but when I turned back to leave, I saw Mrs. Wilson standing behind her husband. She started to undress so I quickly turned out the light and watched. When Mrs. Wilson began to remove her blouse, I started to get hard and my thoughts of seeing her naked made my heart race. I could see that she was wearing a sexy white lace bra as I waited for more. Unfortunately, just as she was about to unclasp her bra, her husband pulled the curtains shut. A few moments later the lights went out and I was left wondering what was going on in the Wilsonâs bedroom.
It occurred to me to go out to their window but I was scared of getting caught so I went to bed and jerked off thinking about Mrs. Rita Wilson. The Wilsonâs had been our neighbors for as long as I could remember and because they didnât have any kids, Mrs. Wilson was often playful with me at parties. Mrs. Wilson had a subtle but classic beauty to her. Iâd always thought of her in a motherly sort of way until I was older and I read more into her polite flirtations and appearance. Thinking about her sexually now made it harder to be around her at barbeques when everyone was swimming and wearing very little clothing. Still, she wasnât a big part of my fantasies until I saw her breasts that night, even if she was still in her bra. I knew that her tits were full and heavy and that they would hang in the way I loved. In most of my fantasies, I love having a woman ride me or to fuck her from behind because of the way her tits will sway and shake to my poundings.
I shot a good big load that night and fell asleep thinking that I might be able to get a better view of Mrs. Wilson by peeping in their bedroom window at some point. It might just be worth the risk.
The next morning I wandered off to school with the usual thoughts. In my third period English class with Mrs. Ryan, I got so hard I considered masturbating in the bathroom between classes. Although Mrs. Ryan didnât have the spectacular face of a trophy wife, she wore these stylish glasses that made her look kind of sexy. And she always wore dresses or skirts with blouses that were a little tight and made her look sinful and almost slutty. She definitely wasnât fat, just sort of voluptuous and it was hard to tell exactly what her body was like. Today she was wearing a new outfitâher black skirt hugged her ass and her white blouse was just sheer enough to hint that she was wearing a lace bra.
âFucking shit!â I thought to myself, âI bet Mrs. Ryan has a wild side to her.â When class ended, I made sure I was the last to leave so that no one could see the bulge in my jeans. However, I did notice that Mrs. Ryan did a bit of a double take when she saw me leave. Her brief glance to my crotch made me scurry a little quicker out of the room.
After I finished my homework that night, I watch some TV before flipping on my computer. Unfortunately, I didnât find any new stories that interested me on Literotica so I surfed through some pictures on various sites. I was semi-hard when I glanced out the window and saw the light on in the Wilsonâs bedroom again. The curtains were open but I didnât see anyone so I went downstairs.
From the kitchen, I could see Mr. Wilson unfastening his necktie. He seemed to be talking to someone and I imagined it was Mrs. Wilson. Mr. Wilson moved out of view and then the lights went out. Disappointed again, I decided to go to bed but just as I turned to leave, I saw another light go on. The room was more dimly lit now by a lamp near the window. I waited and waited and eventually was greeted by the sight of Mrs. Wilson wearing a short red satin nightie. She was quickly joined by her husband who took her in his arms and kissed her. After a few moments, they moved out of view. I knew they must have gone to the bed but the lamp was still on.
I ran up the stairs to put on shoes and then snuck out the backdoor. I went around the side of our house and crept along toward the back of the Wilsonâs house to their bedroom window. I was scared to peek in because of the light but worked up the courage to pop my head up to the window pane.
When my eyes made it over the sill, I was engrossed by what I saw. Mrs. Wilson was on her hands and knees crawling between her husbandâs legs, taking husbandâs cock between her lips. I nearly lost it right then but kept watching. She easily took him in her mouth and worked up and down on his erection. A few moments later, she released his short cock and moved up the bed across his body to mount him. She looked so sexy as she did this with her surprisingly big tits swaying.
She worked his cock into her pussy and sat back on it. As she began to ride her husband, her tits started to sway up and down. Even from my poor vantage point, she looked so good like that. Up and down, up and down, her body moved sensually with a nice rhythm. Her husband reached for her hips and began to quicken the pace. Mrs. Wilson began to bounce and moan as her tits shook and the fucking became more forceful. She worked her ass harder and I heard Mr. Wilson start grunting.
I pulled my cock out and started stroking it. Mrs. Wilson started to grind her hips on the cock in her cunt and I could hear her moaning now. She put her hands on his chest and began to slam down on his cock so hard I could hear their bodies slapping together. I jerked myself harder standing there outside their window with incredible excitement building in my balls.