Where it happened: Her brother's house
Langauge: English
Sex: Male
Rating: 10
Category: Straight
We had been dating for several months, and were in love. Katie was 18, and had an older married brother with three girls. Since I was working my way through college, I didn’t have the money to take her to expensive places very often, so sometimes we volunteered to baby sit with her brothers kids while they went out. We then used the baby sitting money for our next date. I didn’t really mind sitting with the girls, as they were cute and acted like they adored me. Also, they were young enough that they went to bed by 8:00 PM, which left us to entertain ourselves for the rest of the evening. We usually didn’t have any problems finding things to do! I was not at all experienced with matters of sex. In the late ’60s, there were no sex education classes, and what I had learned was from other kids, most of whom were no better informed that I.
I enjoyed helping Katie get her nieces ready for bed. The youngest was 3, while the oldest was 7, and had not yet become shy. They would take baths together and ask us to help. At first I declined, thinking I shouldn’t be where the girls were naked, but Kaatie said I was being “stuffy.” The kids didn’t mind, why should I? I had never seen a naked girl of any age, so naturally I was somewhat curious. I was fascinated by their little slits running up the front.
One evening her brother said they would be out quite late, was I sure I wanted to stay so late. I said I didn’t mind if they didn’t care if we were asleep when they got home. He said it was OK by him, as long as we weren’t in their bed. I turned very red and stammered while he laughed and winked. After they left, Katie and I played with the girls for about an hour, then got them off to bed. Instantly, we fell onto the couch and began to cuddle and kiss. “Do you think your brother really believes we would get in bed together?” I asked Katie. She kind of laughed and said that it was more of a warning to her not to let things get out of hand.
As I said, I was not experienced with girls, and something about seeing the little girls naked made me want to see the real thing. I had “accidentlly” touched her breasts before, but tonight, I dispensed with “Accidents” and began to gently touch and massage her breasts. She didn’t stop me, so I got more and more aggressive. Still not meeting with resistance, I pushed ahead. Before long, I began unbuttoning her blouse, one button at a time, starting from the bottom and being very careful that she didn’t notice. When I got the last button open, I just slid her blouse open to reveal her bra. Katie kind of pushed me back for a moment, but I kissed her and told her I loved her. (The truth) I began to kiss the exposed tops of one breast while playing with the other. Before long, I had worked the straps down and exposed her breasts and began sucking her nipples.
Katie laid back and soon we were laying side by side in a tight embrace. I had never seen her so willing, and I never felt so aggressive. I began trying to unbutton her jeans, but she drew a firm line, forcibly holding me back. We kissed, cuddled and I played with her fascinating breasts for about an hour. I was so enthralled with them, having never seen tits before, at least not in that kind of detail. Once I had seen my 11 year old cousin’s little titties through the arm hole of her loose fitting blouse, but not long after that, she started wearing a bra, so I didn’t see anything else. I asked her to sit up so I could see her breasts in a natural way. I just couldn’t look at them long enough. Katie shyly asked if I like them, and I replied that I thought they were the most beautiful things I had ever seen.
By 10 PM, we were both naked, exploring each other with freedom. She was astonished at how big an erect penis was. I was startled to see that she had pubic hair! She was amused by this until I explained that I had never seen an adult naked girl before. Girls didn’t have a beard, so I just assumed they didn’t have pubic hair either. Again, we were laying side by side on the couch, and naturally, we decided to just touch the tip of my penis to her pussy. It was hilarious in retrospect. I put it where I thought it should go, right at the top of the slit. I pressed but met absolute resistance. Katie said, “What are you trying to do?” “Put the tip in,” I replied. She said, “That’s not where it is.” With that, she took ahold of me and slid me down to her vagina. I felt my penis begin to slide in. As I did, she immediately said it hurt. It was just as well, because the instant I felt it start into her, and felt her wetness on the tip of my penis, I began to shoot my pent up load of cum all over her. Naturally, we took a shower together to get cleaned up before her brother came home.
The next week, we accepted another sitting job. We got the girls to bed quickly, then I just started taking her blouse off, and meeting no resistance, had her completely naked in an instant. Shortly, I joined her and we fell onto the couch. I kissed her breasts while she stroked my penis, and shortly I came, but this time I was prepared with a towel to catch it. After I had dried off, Katie said, “Let’s try to put it in again.” I was happy to oblige, and in an instant was between her legs moving forward. She grabbed my penis and guided it home. I felt the wetness and inched forward. Katie said, “Please be careful and promise to stop if I say so.” I promised, and pressed forward. Katie pulled back saying it hurt. I stopped and held her close. She was gripping my penis so hard that I thought she was going to squeeze the head right off! I didn’t realize it, but she was trying to push me back. I just kept pressing in, and hearing no further urging to stop, just kept pressing.
Suddenly, I felt myself slide in. At the same time, Katie said, “Oh, take it out, take it out quick.” I pulled back asking what was wrong. “I felt you come inside me.” “No I didn’t,” I insisted. We sat up and saw blood all over the towel and running down her legs. I was really scared, thinking she could bleed to death. I had read about a hymen, but didn’t realize there would be so much blood! After a few minutes it stopped, so we took a bath and cleaned up. The next few days, Katie said she was in absolute misery. She couldn’t sit down without pain and had to invent some elaborate excuses for her obvious pain.
It was two week before we had the chance to baby sit again. This time, there was no question as to what would happen. Katie had just finished her period and was certain she couldn’t get pregnant at that time of the month. (We had gotten a book from the library and did some reading.) We got the kids to bed, and after checking to see that they were sound asleep, we decided to use her brother’s bed. Actually, we put sheets on top of the blankets and used that for our “First Time.” Katie laid down and I got between her legs. “Are you ready, Honey?” I asked, both with my voice and eyes. She nodded and I moved forward. Katie guided me to the right place, but was too dry to accommodate me. “Put some vasoline on it,” she suggested. I ran to the bathroom where I knew there was a bottle. I was in such a rush that I ran back to the bedroom with the open bottle, my penis swaying back and forth. I jammed my cock into the bottle and laid it aside. Katie giggled at my impatience and held her arms up to me.
I was on her in an instant. She guided me to the right place, and I gently inched forward. It just slid in like a perfect fit. I felt our bones bump together. “OH its in, its in!” Katie exclaimed. We held each other for a few moments, then began our awkward movements. After only about15 or 20 seconds, I came, shooting my virgin seman into her virgin vagina. We held each other for several minutes, then pulled apart.
We kind of looked at each other for a while, then I told Katie I loved her more than ever. She had tears in her eyes, and I asked what was wrong. She confessed that she was afraid that once we had made love, I would leave her. I kissed her again, and felt my penis coming back to life. We made love again, and then a third time before taking a bath and dressing.
That was over forty years ago. Katie and I have been married for thirty nine of those forty years. I shall never forget the first time, even though we have become much more proficient in our love making.
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