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Home >> 1 Erotic stories>> My Men: My First Boyfriend Jun
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My Men: My First Boyfriend Jun 

I think I should start from my childhood, because I learned to masturbate in junior high school, which was my first experience with sex, although I didn't really understand what it was, I just felt it was very comfortable. To be honest, I knew from a very young age that it felt good to have something pressing against my genitals, but I can't remember the specifics.

My father was a soldier, and he fought in the Vietnam War. After retiring from the military, he continued to train, so he had a very muscular physique. When I was little, my father spoiled me, and I often clung to him. Sometimes, when he was in a good mood, he would let me ride on his neck or shoulders. Especially when I was on his shoulders, his firm muscles pressed against my genitals, and even the slightest movement felt very good. Of course, I was very young then and didn't understand what was happening. To others, he was just a father who doted on his daughter, so please don't think of it as incest.

Until the early grades of elementary school, my father would occasionally carry me on his shoulders, but he stopped after that. Firstly, he was busy with work and spent less time at home, and secondly, I was getting older, and people would laugh at me for doing that. But I miss that feeling, so I find substitutes, like chair armrests, and sometimes I unconsciously clamp the blanket between my legs while sleeping. I've heard many women had this experience as children, but I wonder if they had doting fathers.

Anyway… I learned to masturbate in middle school, I think it was in the second year. By then, I was quite developed, about the same height as my mother, my breasts were starting to develop, and I had some body hair, but I still knew nothing about sex. Parents back then didn't have any concept of early sex education, and they just brushed off my curious questions. But because I had been clamping the blanket between my legs for so long, I had some experience, like how rubbing my clitoris felt good (of course, I didn't know the word then), but it hurt if I touched it directly. I can't remember the exact date, only that it was summer, and it was so hot at night that I couldn't sleep. Naturally, I clamped a towel between my legs, but the towel was thin and didn't feel very big when gathered together. It didn't have the same feeling as when I used to hold a thick blanket between my legs. So, I pressed the towel firmly against my genitals with my hands, gently twisting my legs on the bed. I quickly felt pleasure. Later, without realizing it, the blanket, which had been gathered together, came undone, and I started rubbing it directly under my legs. However, since it was my first time doing this, I wasn't very good at it, so I didn't have an orgasm. But it was still much more comfortable than simply clamping the blanket between my legs, and I loved that feeling from then on. I think this should be considered my first time masturbating. At first, I had no idea what to do, and I was still exploring how to feel most comfortable. I often ended up sweating profusely but still couldn't find the feeling. Later, I gradually found some techniques, such as pinching the two labia majora and rubbing them around the clitoris, which became my most frequently used method during that period.

Jun was my first official boyfriend and my first man. There was more possibility than love between us.

I graduated from junior high school with very poor exam results. Although it was possible to attend a high school in Beijing, university enrollment had just begun at that time, and there were many unknowns. My future in high school was uncertain, so my father was so angry with my grades that he almost resorted to physical punishment. He then used his connections to get me into a vocational school that recruited students through a sponsored training program. However, my mother was unwilling. Coming from an intellectual family, she always believed that going to university was the proper path, and they argued about it several times.

But at that time, I didn't care about any of this. I even thought that going to school in another city would be much freer, and I hadn't thought about the future at all.

In the end, my father's opinion was accepted, and he arranged for me to go to the vocational school. It was my first time leaving home, and my feelings were quite complicated. I was reluctant, scared, longing, and secretly pleased. Anyone who has been to a vocational school knows that it's a melting pot. Even the best students will pick up some bad habits there. Even though our school was one of the top vocational schools, it wasn't much better. It's fair to say that those four years in vocational school had a huge impact on my future life.

I won't go into details about registering at school and assigning dorm rooms. I didn't encounter any of the typical scenarios where upperclassmen greet new students and try to flirt with them, because my dad took care of all the trivial matters at the start of the semester. I didn't return to Beijing until I was settled in my dorm and had a meal with some of our teachers outside, asking them to take good care of me. I first met Jun one afternoon less than a week into the second semester of my first year at vocational school. After the last class, as we were packing up, a group of upperclassmen came in and quickly chased all the male students out of the classroom, leaving only a few girls. The one in the lead was quite handsome, and everyone called him Brother Jun, making him seem like a gangster. But he was just putting on a show at school; in reality, he had to keep a low profile outside. However, it did scare several girls in the class, but I wasn't that scared. I knew a few troublemakers from junior high, and in my experience, they were often involved in fights and trouble, but they usually wouldn't go too far with girls. At most, they'd ask you to go out with them, hold hands, or put their arms around your waist. Besides, it was broad daylight in a public place like a classroom, so I wasn't too worried.

After Jun and his group came in, he glanced around and then came straight to me. He said he'd been watching me for a while, thought I was pretty, and wanted to be friends. The reasoning wasn't anything special, and being complimented by a handsome guy made me feel good. I didn't dislike troublemakers either; in fact, I found them much more interesting than the boys who only knew how to study. So I agreed, asked for my dorm number, and then his group left.

I never expected him to call me out for dinner that very evening. Since I had nothing else to do, I went with him. When we arrived, the table was full of people, men and women, mostly couples. During introductions, he directly said I was his girlfriend. In front of so many people, I didn't want to offend him, so I kept quiet. Afterwards, we started drinking and eating. During the toasts, the guys addressed each other as "brother" and the girls as "sister-in-law," making me incredibly awkward. Although they drank quite a bit, they didn't seem too drunk, so we all went our separate ways.

Jun took me back to my dorm, and on the way, he inevitably tried to touch me inappropriately, emboldened by alcohol. I asked him why he said I was his girlfriend that night, and he replied, "Didn't you agree?" When I explained the difference between friends and boyfriends/girlfriends, he pretended to be drunk and changed the subject. However, Jun was very handsome and knew how to charm women, and I was also starting to have feelings for him, so I officially said yes to him the next day.

Jun was a third-year student, and I was a first-year. He was the kind of student who "got along very well" at school. Many people called him Brother Jun and me Sister-in-law. Although it seems childish now, I felt a bit vain at the time. Actually, these troublemakers didn't fight every day. The school was only so big, with just over a thousand people including the principal, teachers, and cleaners. The well-behaved students usually avoided them, while the restless ones like him all knew each other. Maybe that was a kind of balance. Anyway, campus life was quite harmonious, so he had a lot of time to "deal with" me.

I agreed to be his girlfriend, so I didn't object to his request to kiss. Plus, I'm a bit of a closet pervert, so within a few days, he dragged me to the playground for a walk late at night. During that time, we naturally hugged and kissed, and then it escalated to touching my breasts and legs. It was hot then, and I wasn't wearing much, which made it easy for him. In less than a week, he had touched all over my body.

Speaking of which, the school playground was truly a paradise for couples. Because it was far from the residential area, there were no lights at night, and unless there was a moon, it was pitch black. After dark, couples would stroll along the track, while in the corners, couples like Jun and I would be embracing. I started masturbating in junior high, but after entering vocational school and living in the dormitory, it wasn't so convenient. Jun got to me so quickly, which was partly due to that. So I also enjoyed being violated by him every night, often returning to the dormitory with a flushed face.

Jun was clearly not satisfied with just this level of intimacy. After dating for half a month, he took me out to play and deliberately missed the dormitory closing time. Actually, I vaguely guessed his purpose. In fact, I have a lot of longing for sex, or maybe I am just lewd by nature. So I pretended not to know and he successfully took me to a small hotel. There was only one double bed in the room, so we slept in the same bed. He definitely wouldn't behave himself. As soon as he lay down, he hugged me, kissing and touching me. Before long, I was panting heavily. I only pretended to resist when he undressed me. This feigned resistance was tempting to a man. Soon he stripped me naked. Although I had been intimate with him before, it was the first time I had been naked in front of a man. I was so nervous that I couldn't breathe. Maybe the rise and fall of my chest stimulated him. He pounced on me, one hand on my chest, the other reaching down, and his tongue into my mouth. I couldn't take it anymore. I wanted to scream, but he covered my mouth and I could only moan softly. After a while, he got off me, took off his underwear, and a long, black penis sprang out, standing erect. It was the first time I had seen a man's penis so closely and clearly. I immediately felt my face burning and my heart racing. I turned my head away, unable to look anymore. He slowly parted my legs, and I knew the crucial moment had arrived, but I was so nervous I felt like I could suffocate. He then climbed on top of me, kissing me and talking, while his hard penis pressed against my lower body, occasionally rubbing against my vaginal opening. The feeling was much more pleasurable than rubbing it with my hands, so I slowly began to moan along with his caresses. Just as I was losing myself in the moment, a sharp pain shot through me, and then I felt something hard and hot being inserted into my lower body. An unprecedented pleasure surged up, accompanied by waves of pain. I truly experienced what it meant to be in pain and pleasure at the same time.

Looking back now, he skillfully teased me that day, knowing how to distract me before penetrating me. He must have had a lot of experience, but I didn't know that at the time. So for me, my first time was still perfect, except for the waves of pain. Although it wasn't as intense as I had imagined, it still affected my first sexual experience. But it's normal not to have an orgasm on your first time.

Afterwards, we chatted while cuddling, and eventually fell asleep without realizing it. The next morning, we made love again. For me, who had just transitioned from girl to woman, this was pure bliss, but the lingering pain hadn't subsided, and I still couldn't reach orgasm. That evening, on my way back to school, he bought me some morning-after pills. We didn't have sex for the next few days, and when we went to a hotel again, the pain was gone. That night, we made love three times, and I reached orgasm the last two times, truly experiencing the joy of being a woman.

My relationship with Jun lasted for two years. He often found pornographic films and dragged me to watch them. Back then, the internet and computers weren't widespread, and watching movies wasn't as convenient as it is now. We'd find hotels that provided DVD players, and the discs were from who-knows-where. He always made me imitate the female characters in the films, striking various positions, and then he'd make me limp on the bed like the female characters in the films. Gradually, I learned oral sex and breast sex under his encouragement.

Because we were both young and our bodies could handle it, we were quite indulgent for those two years. Every time we went to a hotel, we would have sex two or three times. He brought me to multiple orgasms, and because I got carried away, I accidentally got pregnant once. Back then, there were no options for painless abortion, so I suffered a lot.

Jun's penis wasn't particularly outstanding compared to other men I've met over the years; it was quite ordinary, nothing special. However, he had a lot of tricks up his sleeve, probably learned from adult films, but he was also quite experienced. He must have had other women before me. I gave my virginity to him, which was probably my luck, because I've heard that many women are traumatized by their first time, making it difficult for them to have normal sex lives later on, and even harder to enjoy the pleasure of orgasm.

Jun was a very restless person, and that was true in bed as well. He would always change positions several times, perhaps to relieve the urge to ejaculate. His favorite position was when we were both lying on our sides, and he would lift one of my legs from behind and then insert his penis into my vagina. At first, this position made me feel incredibly ashamed, but after a few times, I found it very stimulating. His tongue was incredibly agile; every time he gave me oral sex, I was driven to ecstasy. When he actually penetrated me, I would quickly reach orgasm. But what I remember most vividly is how he could insert his tongue into my vaginal opening, scraping the folds of flesh with the tip. Although it couldn't go very deep, the feeling was completely different. Later men, I don't know if they lost interest because of my dark labia or if their tongues weren't long enough, but while many were willing to give me oral sex, none ever actually inserted their tongues inside.

That's all I can think about with Jun. Because so much time has passed, his image is even a bit blurry. Only the memory of our first time is still vivid. Jun went back to his hometown after graduating from fourth grade. As distance and time increased, we gradually drifted apart. He seemed to have found a new girlfriend back home and then broke up with me. At the time, I was quite resentful, but now, thinking about it, it was a relief for me, and I don't have so many thoughts about it anymore. If I weren't writing this, I would rarely think about him anymore.

[The End]

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