Where it happened: Neighbor's Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I learned how to fuck when I was 16 years old. Oh, I don’t mean that I didn’t know the mechanics of sex before then. I had been reading Playboy and Penthouse and had watched how it was done on my computer. I also had been masturbating since I was 11 or 12 years old. But I never actually fucked with a woman until I was in the 10th grade. We were living in Hawaii at the time, in the heart of Honolulu, and I was attending a private Catholic school. My folks both worked as journalists and were gone a lot. We lived next door to Mrs. Donna Cardwell, a divorcee, who was probably around 35 years old. My parents didn’t like her. Said she wasn’t a good influence on the neighborhood, but I thought she was really something special. Our houses were probably 100 feet apart, and her bedroom was on the same side where I could see in her window from my window — and at night, she wasn’t very careful in keeping her blinds or shades drawn. A lot of times I saw her just sitting there,with a robe on, but she’d have the front of the robe open, and you could see these beautiful breasts of hers — perfectly shaped. Not too big and not tiny either. Just the right size, with nipples that were usually erect. In addition to seeing her in her bedroom, half naked, I used to see her sunbathing in her back yard, usually nude. Her back yard was nicely fenced, but there were small cracks that I could see through, and what I saw was this absolutely beautiful body, about 5’10” tall, with her long blonde hair, and this patch of blonde pubic hair where her legs came together. i got a hard-on every time I saw her, and I probably whacked off 100 times in my bedroom after seeing her in these various stages of undress. I used to see guys visiting her house, too, and when my Mother would see her having a visitor, she made some pretty unkind remarks about her morals. At any rate, I wanted to meet Mrs. Cardwell, and get to know her a lot better. My Dad had encouraged me to get a part-time job to earn some spending money, and so, one day, I knocked on Mrs. Cardwell’s door, and when she came to the door, I asked her if she didn’t have some work I could do for her. She asked me if I knew anything about gardening, and I told her, No, but that I was a fast learner. She told me to come in and then took me out the back yard, and said that I could do some weeding, and later on, some planting of some flowers she was thinking of getting. She also said she might want to put in a few more shrubs.And so, each day, after school, from about 3:00 P.M. until 5:00 P.M., I was over at Mrs. Cardwell’s place, working in the back yard. My Mother really objected to my being there, but my Dad said it was O.K. In addition to working in her garden, Mrs. Cardwell sometimes had some odd jobs for me to do in the house — like moving boxes up to her attic or to her basement. One day I got particularly dirty while weeding and digging in the back yard, and close to the time I was to go home, she told me I could use her shower if I wanted to, and while I was doing that, she’d wash and dry my shirt and jeans. Well, I undressed in her room and told her my things were ready for washing, and I jumped into this nice big shower she had, just off her bedroom. I had only been in the shower a couple of minutes, and was lathering up with the body wash she had there inside the shower, when, much to my surprise, Mrs. Cardwell, opened the shower door, and there she was, naked as I was — and she stepped in! She said, “You’ve been wanting to see my like this, haven’t you?” I had to admit that I had seen her a few times like that, but never up close. She explained that there was othing shameful about being nude and that she believed that God had made our beautiful bodies to admire and enjoy. As you might imagine, my penis came to attention as soon as I saw her, and then, really started to quiver as she came close to me and started kissing me on the mouth. I had heard of french-kissing, of course, but had never really tried it with a girl before. Mrs. Cardwell knew exactly what to do with her tongue and how to make me respond.My penis was now resting against her pelvis with only cascading water and body wash between us. I began to rub my penis against her stomach and it felt so damn good. She responded by pressing herself against me, and she began whispering in my ear that it felt good, but not to ejaculate, but to “wait, and hold back, and it will be so much better later on.” I felt very much like cumming right then and there, butvI followed her instructions, and told myself not to come, but to hold back, and just enjoy the feeling of my penis rubbing softly against her body. We showered probably for 15 minutes or so, and then she shut off the shower, and we both stepped out onto her carpeted flooring. She handed me a big fluffy toweln and told me to dry her off, which I proceeded to do. I had never before in my life dried off a naked lady with a towel, and this was some experience for me — but a very enjoyable one — especially when I was dying off her beautiful breasts. When she was dry, she took another towel, and proceeded to dry me off. When she was toweling around my balls and my penis and between my legs, I really felt like I was going to cum again, but she kept ttelling me to “hold back” and that there was “time for that” later. She then sat me on her bed, and she knelt in front of me. My penis was rock hard and about 8″ long at this point. She held it in the palm of her hand, as she began to kiss it — up and down my shaft, on all sides. I had all I could do to keep from ejaculation when she began to kiss the tip of it, and inserted the tip of her tongue in my slit, but she kept urging me to be patient, and to “hold it back.” After probably 15 or 20 minutes of her fondling my balls and penis, she laid down on her bed, and told me that now it was time for me to learn how to be a man, and she had me get into position and guided my penis into her vagina, telling me to push deeper and then deeper and then deeper. “Fucking a woman is the most wonderful experience you will ever have,” she said, “and I want you to fuck me right now.” I was really hard inside her, and she was so nice and tight around my manhood. And so well lubricated. I had no problem at all in getting into a nice rythmic movement — in and out — of her vagina. She said that a condom wasn’t necessary, because she had been on birth control for several years and there was no danger of my impregnating her. WE laid there, fucking, for at least a good half hour, and then she said, “Whenever you feel like cumming, now, it’s O.K. I’ll try to orgasm at the same time you do.” A couple minutes later I told her I definitely could hold it no longer, and she told me to go ahead and release my sperm. And I came very hard inside her, releasing every bit of love cream I had in me, in giant spurts — two, three, four times, and then I collapsed across her body, exhausted! We kised some more. I was still inside her, abnd I got reall hard again, and started my fucking movement again. She encouraged me, and whispered in my ear that I felt so good. “Don’t stop. Don’t stop!” she kept saying. We went on for another 15 or 20 minutes and I came a couple more times. But then, I was really tired and just rolled over. And we laid there side by side. Her hand reached over for my penis once again, and she just squeezed it tightly in her hand. “That was great.” she said. “You were really great.” Well, that was my first real fuck, and I will never forget it. Over the next two year, until; I went off to college, Mrs. Cardwell and I had sex many times. She taught me many techniques, until I had pe3fected them. And then, one day, she told me to go out and find some girl and make her happy. I took her advice and did that, but over the next 5 or 6 years, whenever I’d be back home, I’d drop in to see her, and we’d end up in bed together again. She loved sex and so did I. She was a wonderful woman. About 5 years ago she moved to the mainland, and I have not seen her. But, I do see her in my mind’s eye, whenever I jerk off or have sex with a girl.
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