Where it happened: Rec Room Couch
Langauge: English
Sex: Male
Rating: 5
Category: Straight
The sensation of a young man’s penis,sliding (gliding) up and down inside a woman’s vagina, is absolutely the most wonderful feeling in the world! It happened to me the first time 20 years ago. Phyllis Trombley and her husband, Russ, lived next door to our house.In September of 1989 Russ was suddenly killed in a freak automobile accident, and Phyllis was left a widow at age 28. She had only been married for 6 years. We were all devastated by Russ’ death. He was a real nice fellow whom everybody in the neighborhood liked. It was about 3 months after the funeral that my Mother received a phone call from Phyllis asking if she could spare me for a couple hours to help her move some things in the basement and also take some things of Russ’ over to Goodwill.Of course my Mother said Yes, and a few minutes later I found myself over in Phyllis’ basement. It was a Saturday afternoon, and I didn’t have school or basketball practice that day. After an hour or so of helping Phyllis, she went upstairs and left me alone for about 20 minutes. When she returned, I was stunned to see her come down the steps in only a black bra and panties! My God, was she beautiful, and I got an instant boner in my pants. Within a minute or so, she was standing in front of me, unsnapping her bra and letting it fall to the floor. Her perfectly formed breasts were a sight to see — the first ones I’d actually seen, although I’d felt a couple on the the girl I was dating in my Senior class. She said to me, “Tom, I really need you to do this for me,”as she came close and kissed me on the cheek andthen the mouth. I was speechless. She explained how she and Russ had had sex about 3 or 4 times a week, and with him now gone, she missed it and really needed it, and didn’t know of anyone else she could turn to who could satisfy her need in a discreet manner. She asked me if I had ever had sex before, and I told her No, which was the truth. She said that was O.K., because she’d show me what to do. I sort of knew what to do, but had never actually done it before. She then slipped out of her black bikini panties and led me to the couch along one of the basement walls, and asked me to lie down.Before doing so, she helped me undress. As soon as my jockeys were off, she could see my ample penis, sticking straight up, and told me how beautiful it was. I had never measured it, but it was a good size — probably 8” or more — and it was nice and firm. After I laid down on the couch, she straddled me, and gently lowered her body onto mine, guiding my rigid penis into her vagina, which was surrounded by this beautiful patch of black hair. It went in nicely. Then I thought, shouldn’t we be using a condom, and I asked her about that. She said it wasn’t necessary — that she’d been on birth control pills for several years. I was still a little hesitant because I knew that accidents could happen and I didn’t want her to get pregnant, but as she started lowering herself up and down, my penis felt like it was in a well-oiled machine of sorts, and it felt so damn good, I just laid back and enjoyed it. Pretty soon, as she continued, I began to thrust upward into her and soon we were joined in a beautiful, almost mechanical rythm, and the sensations going through my 18 year old body were absolutely out of this world! I’m not sure of how long it was before I exploded inside her — probably no more than 15 minutes — but my God, that first orgasm inside an actual woman was indescribable! Still I remained hard, and she kept riding me up and down, with those absolutely beautiful breasts bobbing up and down in front of me. I was in teenager heaven! She had a couple of orgasms before we stopped. Then she thanked me, saying, “Tom, I needed that. I really did. Thank you so much! You were great!” For the rest of that school year, before I went off to college, Phyllis and I had sex in her house 2 or 3 times a week, usually in the evening. I’d tell my Mom that I was going to the library, or to some school function after supper, and then I’d slip over to Phyllis’ house for a couple hours and we’d just talk and fuck. She taught me so many things about sex asnd how to enjoy it that I remember and practice to this day. The following September, I went off to college and didn’t see much of Phyllis after that, except once in awhile when I’d be home on a weekend or a holiday.
A year or so later, I learned she was dating again,and a couple years later she got married again, and moved away. But I’ll never forget Phyllis as long as I live. I had some of the best sex with her that a young man could ever dream of, and for that I want to say, “Thanks Phyllis, you were great!”
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