Where it happened: College dorm room
Langauge: English
Sex: Male
Rating: 9
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.
Amy’s destination after class was her residence hall. I walked with her as far as the elevator that would take her up to her sixth floor dorm room, and then we parted company. My carrying Amy’s books became a custom after every class and we became close friends. By now, I was starting to feel what it must feel like when you realize you’ve met the person you want to marry. Yes, I was in love with Amy.
Eventually, Amy’s cast came off and in her more mobile state, we began doing more things together, such as meeting at the University Center for a meal or just to talk. As I mentioned, Amy was athletic and a skilled volleyball and badminton player. Of course, we all know that boys are more athletic than girls, so I readily accepted her invitation to play a few rounds of badminton. To my shock and horror, Amy skunked me. I didn’t have a chance against her skill! I was afraid that she would decide that she would prefer to spend her time with a “jock” instead of a lowly male who couldn’t even challenge her to a game of badminton; however, she seemed to enjoy beating me at her game, and it brought us even closer. For my part, I was thrilled to see her beautiful smile whenever she scored points against me.
Occasionally, Amy and I would go to a movie or out to eat somewhere. By now, we were a little more than close friends because we had graduated to giving each other pecks on the cheek. One evening, however, that all changed. Here I was, trying to be a gentleman to her, being careful not to take our relationship too far, cognizant of the things my sister had taught me about sex. The last thing I wanted to do was ruin my relationship with Amy by taking advantage of her. That evening, upon parking the car upon our return from a movie, we once again found ourselves chatting about the movie, about life in general, about classes and about how we enjoyed being together. And we kissed. On the lips. It was such a delight! I swear there is a nerve directly connecting a male’s lips with his penis. I felt my penis start to tingle, and then I felt the uncomfortable bulging inside my pants. It wanted out, but I knew that would be wrong.
Did Amy know what was going on inside my love-sick brain? All I know is, I felt my left hand being guided towards her. She had unbuttoned her blouse and I felt my hand being pressed against her bra-covered breast. She wanted me to caress it. I was in Paradise! I began caressing the silky nylon covering of her bra, feeling a nipple underneath and lightly circling it with my finger. The tingling in my penis was increasing as I caressed Amy’s nipple through her bra. I knew she wanted me to reach under her bra, but no sooner did I begin making the move when I suddenly felt an explosion inside my pants. I felt the uncontrollable twitching and pulsating movement as my skin became saturated with semen. I was so embarrassed that I couldn’t bring myself to tell Amy what had just happened. At the same time, I knew I couldn’t continue with our intimacy, so I told her I had to leave at once, not realizing the hurt I was causing her.
The next evening Amy called me, nearly choking on her own tears, to apologize for what had happened. She had convinced herself that she had coerced me into doing something that had violated my code of ethics and the guilt had been more than she could bear. My heart melted. I loved her more than I could say over the phone, so I invited her to come and visit me. In person I shared with her why I had to suddenly break away from our intimacy. Upon understanding that she had caused me to have an intense orgasm just by having me caress one of her breasts, she was visibly moved. There in my room we embraced and kissed with renewed passion. I didn’t wait for her hand to guide me this time. I unbuttoned her blouse and began squeezing and fondling her breasts. I helped her to remove her blouse and bra, too eager to kiss, fondle and suckle her. As I was caressing her, I felt her hand as she unbuckled my belt and unbuttoned my jeans. As she reached inside my briefs, she felt and caressed a cock that had become rock hard. She knew what it wanted and she reached for her own jeans and unbuttoned them, sliding them completely off, followed by her panties. I removed my shirt to be unified in our nakedness. We embraced and rolled together as we enjoyed our foreplay to the fullest extent. My caresses soon reached a wet pussy, which I fingered and teased until neither of us could stand it any longer. I felt my stiff cock twitch as it entered Amy’s vagina and I knew it was over before I even started. I pulled out and squirted my love seed over the bed.
That evening Amy and I alternated watching TV and making passionate love. She couldn’t get enough and poor me didn’t have enough stamina to keep up. She was not only dominating in sports, but she was more than I could handle in bed as well. Over the next year, we had sex at every available opportunity, but what made it so special was the fact that we were in love with each other. Not just a love for the sexual gratification that we gave each other, but a bonding of our souls. We liked the same things, believed the same things and laughed at the same things. During this time, I thought back to the memories of my sister telling me of the great sex she had been having with her boyfriend, and I at long last physically experienced and appreciated her erotic descriptions of blissful sexual release.
If only the love story shared by Amy and me could have had a fairy tale ending. Like many relationships, the excitement eventually wore off and Amy and I grew further apart. After two years of blissful romance and passionate sex, our relationship ended. As distant as we became, though, Amy’s heart is still entwined within mine and I cannot fall out of love with her. I will always love her.
Processing your request, Please wait....
