And here is my second post, dealing with my first penetration, i.e., losing my virginity (in the usual sense).
My first experience of sexual intercourse was at age 20, in the summer before my last semester at college. My parents and sister were out of town for 2-1/2 months on an extended business-plus-vacation trip, but I had stayed to continue working at my part-time job, and I had the house to myself.
The girl--I'll call her Patricia, or Pat--was the same age, and had just finished her sophomore year at the same college. She was a slender, pretty, green-eyed brunette, about a foot shorter than I. After meeting in a spring-semester class, Pat and I discovered that we shared many interests, and we had several dates. But with more free time in the summer, we spent a lot more time together, and we fell in love--at least, I did.
One evening about 2 weeks after my parents and sister had left town, Pat and I came back to the house after an early movie, to have sandwiches and soft drinks (in those days, late 1940s, the minimum age to buy alcohol was 21). After supper we moved to a couch and started necking. On previous dates we had already progressed to the stage of her being willing to bare her lovely breasts for our mutual enjoyment; they were small but perky, with delightfully puffy nipples, something like those in this picture:
http://www.thepuffynipple.com/free-...ples/Tabitha_Stern0060/puffy-long-nipples.jpg
After reaching that stage this evening, we found ourselves continuing to become more and more excited, and soon more and more undressed, till we were both naked and freely sharing the accessible parts of our bodies.
As we got hotter and hotter, I finally said, "Let's go to my bedroom," and she nodded agreement. (At this point I must confess that I'd been hoping for this situation, and had managed to acquire a good supply of condoms.) We entered the bedroom, and Pat lay down on the bed. I opened the drawer on my bedside table, took out a condom, and put it on my strongly erect penis (I'd done some practicing in advance), and lay down beside her. After I'd rubbed and played with her breasts and clitoris some more, she said, "I'm ready." I climbed onto her, inserted my penis into her snug, wet vagina, feeling (to my slight surprise) no hymenal resistance, and started stroking in and out. To my great disappointment, and hers, I lasted less than a minute before cumming.
After cumming too quickly, I moved back down beside Pat and said, "I'm sorry. I was too excited. It's because I was a virgin. Were you?"
"No," she said, "I slept with a boy in my home town a couple of times before coming here to college. But you're the first since him." And, showing sweet sympathy and understanding, she added, "Don't worry about what happened just now. If you'd like to, we can try it again whenever you're ready. Just keep on rubbing my breasts and clit till then."
"OK," I said, "but first let me get rid of this condom and wash up a bit." I dashed into the bathroom, washed, and dashed back into bed with her. We resumed our sexual play, and in a few minutes she reached orgasm. We continued pleasuring each other's bodies, and with some enjoyable help from her, I was hard again in at most 20 minutes. I put on another condom, climbed onto her, and pushed slowly into her still very wet vagina. This time I concentrated on how important it was to try to control myself and help her cum before I allowed myself to cum. Happily, I--or, better, we--succeeded; she cummed twice more before my second cum of the evening.
We continued making love frequently for the rest of the summer, and I like to think that I became much better at intercourse. At any rate, Pat seemed to enjoy our times together thoroughly. Several times we cummed as much as 5 times in a night for me, and 5 or more for Pat, even though once or twice she complained of soreness the next day.
We experimented with other positions than just missionary, and discovered that we both preferred the cowgirl and doggy positions over the missionary. Being both slender and short, she was light enough for us to try intercourse standing up, with her legs around me. We managed to make it work for her, i.e., she cummed; but by then I was tired, and we got back into bed for my cumming. (We didn't try stand-up sex again.)
Sadly, at the end of the summer, I had to leave to enter a different college in another state. She promised to come visit me during Thanksgiving vacation. At my new college, I wrote her several letters, but she never replied. Through a friend of mine, I learned that early in the fall semester, Pat had dropped out of college and gone back to her home town. For a while I worried that she had become pregnant despite our careful precautions, but I came to feel that she had never really loved me, and had decided to return to her first lover. I never heard from her, and to this day, I don't know what happened to her.