Where it happened: College dorm room
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My First Erection
I was a typical boy who grew up not liking girls, per se, but I was still close to my two sisters. As I reached puberty, my indifference towards girls did a complete reversal. I remember telling one of my friends at school that I was curious about what a girl looked like, and he suggested that I wait until my younger sister and I were alone and just pull down her shorts. I was too much of a chicken to do such a thing, but then, when I was 14, my older sister, Ann, began attending college. The college was close enough to home that she would spend some weekends at home. While at college, she began dating a boy and as you might imagine, they began having sex. Of course, I wouldn’t have found out about what they were doing if she hadn’t told me during one of her weekend visits.
I was in my room reading a book when Ann knocked on my door. She was in a talkative mood and she specifically addressed the topic of dating. She was concerned that I didn’t have a girlfriend yet. Of course, I wanted to have a girlfriend, but I was too shy to ask anyone out. Ann purposely shifted the topic to how wonderful it is to date and to have someone in your life to love and do things with. She was being purposely evasive, I knew, being careful to not say what “things” she and her boyfriend were doing together, and I sensed that she wanted me to ask. I obliged her and asked, “What all do you and Rick do?”
She answered, “Well, we go to movies, we go out to eat, things like that.”
I was not all that impressed with her answer, but at the same time I found myself wishing I had a girlfriend to go to movies with. Of course, at that time I was too young to drive, so dating was like an impossible dream.
Ann was smiling and I could tell there was something else she wanted to tell me. She satisfied my curiosity, adding, “There are other things that we do, too.” She went on to describe the joys of sex. Sex in the car, sex in their dorm room, even sex in the woods.
I didn’t have to play dumb with her. I really didn’t know all that much about what happens with sex, so I found myself asking her for details. She had all the answers and more. She explained how a boy’s penis is made for a girl’s vagina, and she even used the more vulgar terms in describing those body parts. Of course, I understood that a penis was made to fit inside a girl’s vagina, but I didn’t understand the mechanics, mainly because I had never experienced an erection, nor did I know it was supposed to happen.
Ann was more than patient with me, and recognizing how inexperienced and ignorant I really was, she decided that a “show and tell” was in order. She asked if I would like to see what a pussy looks like. What normal, red-blooded American boy would say no to such a question? Certainly not me! However, she stipulated that if she took off her clothes, I had to do the same. I told her I would, but that she would have to go first. She stood up, pulled down her shorts and panties, then removed her blouse and her bra. I remember being amazed at the sight of a slit where a penis is supposed to be, yet I knew girls don’t have penises.
I pulled down my own shorts and briefs, then off came my tee shirt. Ann told me to come closer and she would show me where the penis is supposed to go. She pushed back a fold in the slit, revealing the pinkness of her inner labia. I still didn’t quite understand how I would get my penis inside that slit without some intense work. That is when she explained that the penis gets hard before it goes inside. Amazingly, I had no idea what she was talking about. It was then that she reached over and put a finger on the head of my penis and began caressing it, then she opened her hand to envelop my entire shaft as she caressed it. Within seconds, I felt a strange sensation, a totally new feeling that I had never experienced. I watched as my penis bulged and outgrew her hand. She continued caressing and suddenly I felt a twitching sensation come over my penis. I began shooting uncontrollably, the body fluid oozing onto the bed, onto my sister and my legs. Ann was delighted that her brother was able to understand and appreciate the joys of sex. For many nights and many months afterwards, she would openly describe the sex that she had enjoyed with Rick during the previous week. In fact, we would both masturbate while describing their antics. As we progressed with her stories and my relentless fantasies that were building and expanding exponentially, I began feeling an uncontrollable desire to have intercourse. Ann was wise enough to deny me that pleasure, so I was left with no recourse other than my own self-pleasure or our occasional (but rare) mutual masturbation when I would finger her pussy as she pumped my shaft.
My First Sexual Encounter
Fast forward to college. Once I had a car to drive, I turned my attention to any opportunity to share it with a nice girl. I had a difficult time finding a nice, available girl, so I accepted my plight, hoping that eventually one would come along. That girl was Amy, a cute athletic girl who had broken her leg while showing off on her bicycle. When I met Amy, she was on crutches, toting her books as she made her way to and from a class that we had together. I truly felt sorry for her having to lug books around while hobbling along on crutches, but at the same time I was impressed with her determination to do what she had to do as she carried on her daily activities. One day I summoned up the courage to ask her if she would like help carrying her books to wherever she was going. With my next hour being free, I was certainly able to assist her with getting to wherever she needed to go in time to make it to my next class, and I just wanted to help her. Believe it or not, I had no ulterior motives other than to try to be a gentleman to a girl who seemed to be in need of a helping hand. I was pleased when Amy accepted my offer.
Her destination after class was her residence hall.
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