Age when it happend: 18
Where it happened: Her House/Her Bed
Langauge: English
Sex: Male
Rating: 9
Category: Straight
When I was 18 and a Senior in high school, I worked at the Sears Roebuck store, in the Men’s Wear Department, to earn some money for college. Betty J. was the manager or supervisor of the department, and I worked a lot with her, ever day. She was a very pretty young lady, probably around 30, and I really liked her a lot — not only because she treated me well, but because I really got all the sex education I’ve ever had from her.
During the afternoon hours, when there was a lull in the number of customers we had, Betty and I would just stand near the register counter and talk. She eventually told me she had divorced her husband of 5 years when she came home from work early one day, and found him in their bed with a well-endowed blonde. Thus far she had not remarried.
Betty would also ask me questions about school and where I was going to go to college, and what kind of courses I was going to be taking, and also, of course, whether I had a steady girlfriend, and a few other personal things. I told her I had dated a couple of girls, but there was nothing serious. Which was true. I was not very knowledgeable about girls and dating or sex or anything along that line. After all, this was back in the 40s when things were not at all like they are today. At least, I guess, everyone was a lot more discreet about it.
Anyway, Betty really was well put together, and I often dreamed about her, and masturbated with her in my mind. Sometimes, even at work, if she was wearing kind of a provocative dress, I’d get a nice erection, and had a very hard time hiding it. She saw “it” a few times and smiled and kidded me about it.
Eventually, one day in July, I had to work a little overtime, straightening out all the merchandise, and I missed my bus home. Betty offered to drive me home, and of course, I accepted. I lived several miles from the store. As we were driving, she asked me if I’d like to see where she lived. What could I say, but “Sure.”
She lived in a small, two bedroom home out in the suburbs. Nice quiet neighborhood. Once inside she offered me some refreshments, and showed me around the house, including her bedroom. As I followed her around, looking at her from behind, once again, I got a very healthy erection. It was still quite visible when we went to sit in the living room. She saw it,and once gain she smiled and kidded me about it, and then added, “Here, let me take care of that for you.” and she got up and walked down the hall again toward her bedroom. I followed obediently.
Well, I didn’t get home in time for supper that evening. Betty and I ended up naked in her bed, and she began to teach me Sex Education 101 — something they didn’t teach in school back in those days. She taught me how to please a woman with foreplay I had never even dreamed about or heard about. And then she allowed me to have my very first sex with her, which was absolutely mind-boggling. I must have fucked her for over an hour, while she had me change positions every few minutes. My head was in a swirl as I had orgasm after orgasm, and all this without a “rubber” or “safe” as they were called back then. Of course she taught me kissing techniques (such as french kissing) and kissing and nibbling her clitoris — things I had never imagined doing. But, in her own skillful way she made it seem simple, and it certainly felt good.
As I say, I missed supper that night. I told my Mom and Dad I had to work overtime and didn’t have time to call (which was only partially correct). Still Dad was a little suspicious, but said no more about it. (After all, he had once been 18 himself).
For the rest of my year there at Sear, Betty and I got together several more times, and had glorious sex together. I learned quickly and she was happy to have a man — albeit someone 12 or 14 years younger — in her bed again.
I went off to college the following Fall, but returned several times on weekends to see Betty , who was always glad to see me and have a playful session in her bed. This happened throughout my college years, even though I had two or three other girls at school as well.
Now, in my Senior-Senior years, I often think of Betty and the wonderful Sex Ed course she gave me back then. It stood me in good stead over the years. Thanks Betty!
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