Where it happened: Parents' Rental Unit
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My first sexual experience occurred at age 13, in 1967. My “partner” was 28. I grew up in Vermont – a popular vacation spot for lots of folks from New York, Massachusetts, etc. That’s how I met Miss “T.” She was from Boston and rented a summer place from my parents.
One of my responsibilities was to ride my bicycle to each of my parents’ rentals at least once a week and mow the lawn, pull weeds, pick up trashàjust generally take care of things.
Miss “T” seemed to take a genuine interest in me, striking up a conversation with me the first time she saw me. My response was probably typical for an impressionable young boy: I got an instant “crush” on her. This wasn’t just because she was pretty. She was also very nice. Even that first day, right after meeting me, she insisted I call her by her first name, Maureen, and had me inside for a cold drink before I started mowing.
In fact, she repeatedly invited me inside. On each occasion, I’d sit on the couch while she brought me a glass of Kool-Aid or “Fizzies.” Then she’d sit next to me and chat. One thing I remember very clearly was trying to make the glass of Kool-Aid last as long as I could. It never occurred to me that she was deliberately exposing a bit more of herself every time she invited me inside. I just remember sitting there, feeling very awkward and confused, and trying not to stare at her incredible cleavage (though I’m sure my eyes were popping out of my head). Mingled with the confusion was anxiety.
I had recently entered puberty. Along with everything else that entails, I was suddenly prone to erections at the drop of a hat. On one hand I wanted to be there, with this woman I had the crush on (and see as much as I could) but I was so afraid that she would discover how aroused I was and be upset with me. As it turned out, that was the least of my concerns.
The went on for a couple of weeks. Then one day before I started the lawn mower, I heardher calling for me. As I went past to take my spot on the couch I didn’t see Maureen, who was blocked by the open refrigerator door. I should have realized something was up when she came into the room wearing a short, lightweight robe but, at 13, what did I know? Almost as soon as she sat down, however, it was clear that Maureen wasn’t wearing anything under the robe àand soon I was getting to see more than I’d ever seen before in my life!
Worse, Maureen said she wanted to talk to me about girls. It probably looked comical àa very buxom woman falling out of her robe while she sat next to a kid whose eyes were falling out of his head. I got increasingly nervous though, as she asked, in a very serious tone, whether or not I had a girl friend. I felt flushed àI remember my throat was dry and I couldn’t talk àI just shook my head “no.” When she asked if I liked girls all I could do was shake my head “yes.” At that point she began pressing me, wondering why a cute boy like me (her words) didn’t have a girlfriend. I’ll never forget the way she smiled when I finally stammered that I wasn’t big enough to have a girlfriend. Of course, what I meant was that I wasn’t old enough but that’s not how Maureen chose to interpret it. Reaching out, she rested her hand on my knee. I wanted to bolt out the door as I felt her hand begin to glide lightly up my thigh and heard her say that from what she could see, I was certainly big enough for a girlfriend.
I just stared at the woman. She had the strangest look on her face and her eyes seemed to be drawing me to her. I don’t know how to put it àI just know I couldn’t move, not even when I felt her unsnap my cutoffs and tug down the zipper. I remember feeling her hand in my underwear, on my erection. Then, without warning, I ejaculated.
It was the first time I’d ever cum and I’m not exactly sure what happened next. I think I made some sort of noise and I remember feeling like I was being held down. In retrospect I realize Maureen was masturbating me.
It was over almost as soon as it began. Maureen was kissing me all over my face, lightly and quickly, and speaking in low, rapid tones. She kept calling me “sweetie” and “baby” and saying things like, “wasn’t that nice?” and “didn’t that feel good?” and “I knew you wanted me to do that!” At last she pulled back from me and said, “my, you’ve made quite a mess, young man!” She then instructed me not to move and left the room.
She returned a moment later with a towel and I hadn’t moved àI was just sitting there, with my half erect penis still sticking up out of my cutoffs. Following her instructions I stood and let her undress me. She sat back on the couch and began to wipe the semen off me with the towel. While she cleaned me she asked if I’d ever ejaculated before and smiled that same funny smile when I shook my head “no.”
Maureen told that what had happened was a very normal and necessary thing. She even said that I was lucky to be with her because, being a school nurse, she knew exactly how to take care of me. By then, thanks to the way Maureen was “cleaning” me, I had another erection and that odd look had returned to her face. “See,” she said, her voice sounding very far away. “You want me to do it again. Otherwise you wouldn’t be in this swollen again.”
With that she stood and shrugged off her robe. I just stared. I was so transfixed to see a woman completely naked for the first time that I barely felt her reach down and take hold of my erection. “Come with me,” she said as she led me to her bedroom.
When we got to her room Maureen told me to lie on the bed, on my back. Actually, she didn’t wait for me but rather gently pushed me back onto the mattress. She sat on the edge of the bed for a moment, lightly running her hand up and down my thigh and over my erection. I think I nearly jumped out of my skin each time she touched me. I remember her telling me to relax and saying that I was much to stiff. She even asked me something like, “don’t you know its not good for a boy your age to be in this condition?” as she squeezed me.
Then she leaned over me and, to my surprise, kissed the tip of my erection and then slid her lips down over it. I couldn’t believe it! I’d never imagined such a thing and I sure my eyes were bugging out of my head. I felt myself about to ejaculate again when, all of a sudden she stopped and looked up at me. “Well?” she asked, “what should I do? Should I stop?”
Up until this point I had been completely silent, unable to find my voice and, as before I just shook my head. “Noà.” she smiled. “Say it. Do you want me to stop or should I keep helping you take care of this?” Lowering her head, she licked the tip of my erection and then looked back up at me. “Well?”
“No,” I stammered. “No, what?” she asked. “D..don’t,” I continued. “Don’t stop doing it.”
“That’s a good boy,” she responded, with that strange look returning to her face. “I knew you wanted me to do it. You boys always do!”
With that she put me back in her mouth and I ejaculated again, almost immediately. This time there wasn’t anything to clean up, I guess because she swallowed it. After that she got really excited. She lay on top of me and started kissing me. I remember thinking it was weird that she kept running her tongue over my lips; then she told me to open my mouth and she stuck her tongue inside. I guess that at 13 I wasn’t much of a kisser because she soon stopped and stretched out on top of me. Her breasts filled my face as she rubbing herself against me. Again, I felt these conflicting emotions – excitement, because the feel of her pubic hair rubbing against my erect penis was really arousing – and terror, because with her breasts in my face I was having trouble breathing.
Then all of a sudden she raised herself up and pushed her hair out of her face. “I know what you want!” she gasped and – I didn’t know what to do – she mounted me.
She began moving back and forth, saying stuff like “you want it” and “shoot, sweetie, shoot it all and show me you want it,” while I just lay there. It only took a couple of minutes for me to ejaculate again but she kept going. At first it felt really good but after awhile, became almost painful (guys will know what I’m talking about). I began asking her to stop, finally almost crying, when all of a sudden she made a funny noise and buried her head in my shoulder. She didn’t move, but I could feel her somehow squeezing my erection. I remember the way her hair felt against my neck – it tickled and I wanted to laugh.
I had gone through an incredible array of emotions that afternoon: confusion, anxiety, arousal, excitement, my first (then second and third) orgasm, exhilaration and terror. And that was just the start of what turned out to be an incredible summer!
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