The life of a crossdresser in the boys' dormitory

page views:1 Publication date:2023-06-11 15:49:37

I am a crossdresser currently studying in college. I started wearing my mother's and sister's clothes when I was little, initially just out of curiosity and fun. As I grew older and became more aware of sexuality, I began to masturbate in front of my reflection in the mirror. I'm not bragging, but I am quite beautiful in women's clothing. I am over 170 cm tall, slender, with long, thin legs, delicate features, and innocent big eyes. Anyone would be unable to resist taking a second look. However, it is almost impossible for me to wear women's clothing at home, so I have always suppressed myself. Now that I have finally entered college, I can legitimately leave home and live off-campus. In order to save as much of the limited living expenses my family gives me as possible to buy women's products, I have chosen to share an apartment with a few good friends. It has four bedrooms, two living rooms, and only one shared bathroom. And so, I spent my days attending classes and my nights holed up in my room researching women's clothing. Then one night, while everyone else was out singing karaoke, I changed into women's clothes in my room and went out for some fresh air. Unexpectedly, as soon as I opened the door, I ran into my roommates returning. The three of them were stunned to see me: Juncheng: "Wow, no wonder Awei didn't go to karaoke with us, turns out he's a gold digger!" Xiaosong: "Awei's girlfriend is gorgeous, he's got a lucky life." Xiaozhu: "It's so late, are you going home to your mom? Why didn't you ask Awei to take you?" They surrounded me, blocking the doorway with their chatter, preventing me from leaving. They looked like they'd had quite a bit to drink; their faces were flushed. I thought I'd take this opportunity to explain my interest in women's clothing to them, so we wouldn't have to be sneaky later. "It's me, Awei." "Holy crap!" The three of them exclaimed in unison, Xiaosong even taking two steps back. Juncheng: "Really? That's amazing! How did you do that?" Xiaosong: "Are you so desperate for a girlfriend that you're just pretending to be your own girlfriend?" Xiaozhu: "You're so hot, will you be my girlfriend?" Then everyone started chatting like that. Later, I even went with them to a convenience store to buy beer. The clerk didn't even recognize me as a guy, which relieved me a little. Back in the dorm, everyone started drinking and joking around. After drinking a lot, the topics got increasingly risqué. Then someone started: "Awei, what's the point of dressing up as a girl so convincingly? Can you do what girls can do?" "Who says I can't?! I can do it even better than girls!" I'm the type to never admit defeat, so I couldn't stand being challenged. "Then can you make Xiaosong get an erection without touching him?" "That's easy!" Everyone cheered and stripped Xiaosong naked, leaving him only in his briefs. I started dancing in front of him, swaying my hips and twisting my waist. That day I was wearing a denim mini-skirt and semi-transparent black stockings, with a chiffon top on top. After dancing for a while, I turned my back to him, bent down, and took off my stockings, revealing what was under my skirt. I saw that his underwear was bulging out, and because his penis was so long, a large part of it was sticking out of his underwear. "Haha~ Look how hard he is! Even the boss came out for some fresh air~~~" I happily announced my victory to everyone. Juncheng: "You're so useless, you couldn't even hold back like that." Xiaosong: "Why don't you guys come and check your own crotches, aren't they just as hard?" Xiaozhu: "Awei, do you dare to bet with me? I'll bet 1000 yuan." Me: "Okay, what's the bet?" Xiaozhu: "Let's see if you can make Xiaosong ejaculate within 5 minutes." Juncheng: "I'll add another 1000, I want to see a good show." 2000 yuan is a considerable sum for me, who needs money for clothing. Under the influence of alcohol, my rationality quickly failed. "Okay, I'll bet with you." I sat down next to Xiaosong and began my offensive. First, I attacked his nipples with my tongue, while my other hand stroked up his thigh. When I reached his crotch, I deliberately avoided touching his penis and instead gently stroked his testicles. Then I kissed his ear and whispered in a highly provocative voice, "Want me to give you a handjob?" "Ugh~~" He closed his eyes tightly and shook his head, indicating that he wanted to endure my five-minute onslaught. (But I wasn't so easily satisfied.) My fingertips slowly moved from his testicles along the shape of his penis on his underwear, stroking the shaft back and forth. He writhed excitedly. My hand continued upwards, reaching the head. I knew this was the most sensitive spot for a man, and I had to intensify my attack there. I massaged the glans with my fingers while giving him a handjob through his underwear. "Look, it's so hard, does it feel good?" I breathed on his ear and whispered lewd words. "Want me to pull it out of your underwear and give you a handjob?" "Your dick is so big and hard, I love it!" "My pussy is all wet, hurry up and put it in and fuck me hard~" "Mmm~ Oh~~~~" His breathing became noticeably rapid, and he occasionally let out some low moans. Seeing that the time was right, I pulled his underwear down to his knees, and his penis sprang out. I then grabbed his penis and started handjobing. "Ah~~~" He was startled by my sudden attack and let out a man's moan (I thought it was so cute~). I pulled my denim skirt up to my waist, took his hand and put it on my buttocks, letting him caress my buttocks through my underwear. Then I let his other hand grab my breasts. Then I launched a lewd verbal assault on his ear. "Hurry up and shoot it out, I want to see you shoot your thick semen on my chest." "Don't hold back, just shoot it out if you want to." "Ah~ your penis is so big, it feels so good." Watching him twist and turn, and occasionally clench his teeth, I thought I was sure I'd get those two thousand dollars. Who knew, at this moment, Juncheng actually took a slipper and hit Xiaosong's testicles when I wasn't paying attention. Xiaosong: "Ah~~~~" He screamed and wailed, clutching his testicles. "Hey, that's cheating~~" Seeing the money that was about to fly away, I protested loudly to them. "I hit him by accident, there was a fly just now, there are still two minutes left, if you don't get it out, you lose." "Heh~~ you think I have no other choice? I'm sure I'll get those two thousand dollars." I got up and squatted between Xiaosong's legs, grabbed his half-erect penis, hesitated for half a second, and then opened my mouth and swallowed it. Xiaosong: "Ah~~~~" This time, he made a comfortable sound. My wet tongue pressed against the groove of his glans, sucking incessantly, coordinating with the up-and-down movements of my head. His penis went in and out of my mouth, glistening with saliva, and immediately regained its vitality, swelling to the point that I couldn't hold it all in my mouth, with most of it sticking out. I reached out and grabbed the base to masturbate, while sucking on the upper part. "Plop plop plop plop... slurp slurp slurp..." I deliberately sucked hard, without closing my mouth tightly, so that the wet oral sex sounds could reach his ears. I sucked while looking at him with lewd eyes, while he watched a beautiful woman lewdly servicing him between his legs, his penis enveloped by a wet and tight mouth. The multiple pleasures of hearing, sight, and touch made him moan comfortably, involuntarily pressing his hands on my head to enjoy it. I wanted to finish quickly, so I moved faster and faster, and his moans grew louder. I felt his penis swell a little more, knowing he was about to ejaculate, so I worked even harder. Finally, "Ah ... I casually grabbed two tissues, spat out his vomit, and triumphantly announced my victory to everyone. "See? I won! Give me the 2000!" Turning around, I found that both of them had already taken off their pants, their lower bodies completely naked, and were masturbating in front of me… Seeing their lustful expressions, I wasn't scared at all; instead, I found it amusing, and perhaps a little proud. It meant my cross-dressing was a success, which explained their excitement after witnessing this live sex show. Juncheng: "Hey, can you help us out? We're about to explode!" Xiaozhu: "Please, I've never tried oral sex before." "I already earned 2000 just now. What benefits would I get if I helped you?" "We'd be at your beck and call. You'd be the princess of this dorm, how about that?" "What about my monthly expenses for clothes, cosmetics, and skincare products?" Juncheng: "I'll pay.""What about my meals?" Xiao Zhu: "I'll take care of them." Haha... Men really are all talk and no action once their penis is hard. Who knows if they'll still admit it after the alcohol wears off and they ejaculate? "Alright, seeing how sincere you are, come on over." The two of them walked over to my left and right sides with their rock-hard penises. I knelt on the ground and straightened up, my eyes directly facing their penises. "Well, let's begin~ (heart)" I grabbed one of their hot penises in each hand and started rubbing them, observing their shapes as I did so. Neither of them were as long as Xiao Song's. Of course, Xiao Song's nickname was "Small Person, Big Penis," a full 17 centimeters long, a veritable weapon of mass destruction. However, because he was too short, he had never had a girlfriend. Jun Cheng's was probably around 13 centimeters long, and its shape was completely curved upwards, practically a crescent moon. Because Xiao Zhu is fat, his penis looks shorter, and he has a lot of hair, from his belly to his anus, it's covered in hair, but it's thicker, almost twice as thick as Jun Cheng's, which is quite scary. I looked at him and figured Jun Cheng would be easier to work with, so I started with him. I stuck out my tongue and licked up from the base of his penis, to the glans, and then used the tip of my tongue to lick the groove. I repeated this several times, and Jun Cheng was already moaning. Then I suddenly took it into my mouth and swallowed it all at once, then sucked hard while spitting out his penis, then gently took it into my mouth, and then sucked hard and spat it out again. I repeated this action. "Ah...ah...oh, it feels so good." He seemed very satisfied with my service. "Plop...plop...plop..." The living room was filled with lewd oral sex sounds again. Not long after, during another deep penetration, Juncheng also ejaculated, his hot semen flowing into my mouth. This time, I deliberately didn't spit it out, letting the semen trickle from the corner of my mouth. Xiao Zhu, watching from the side, was itching with desire and eagerly said, "It's my turn soon!" I smeared Juncheng's semen on his penis and masturbated, the sticky, slippery feel doubling his pleasure. "Want to feel as good as them?" "Yes, hurry up, give me a blowjob!" Xiao Zhu's face was flushed with lust. I swallowed his penis whole and then sucked hard. "Ahhh~~~" Xiao Zhu only let out a shout before his plump penis ejaculated. Maybe he had just seen too many stimulating scenes? This time I was completely unprepared; the semen went straight down my throat. I had no choice but to swallow it all. Juncheng, standing beside me, mocked Xiaozhu, "You came in just one sip? From now on, your nickname should be 'Quick Gunner'!" "Ah, it really felt so good~" Xiaozhu tried to defend himself, but I think the title of "Quick Gunner" will stick with him for a while. "Alright, everyone's had their fun, right? It's getting late, I'm going to take a shower and go to bed." "No, there's still one person who hasn't had their turn yet." Xiaosong, who had been resting for a long time, suddenly pounced on me from behind and hugged me. "You've served us so diligently, now it's our turn to repay you." "Are you crazy? Are you still drunk? Hey, don't be so indiscriminate!" "It's okay, as long as she's pretty, we don't care if she's a man or a woman," Xiaosong said with a lewd grin in my ear. "Aren't you guys coming over to help?" Xiaosong waved his hand and forcefully threw me onto the sofa. Juncheng then grabbed my hands. Xiaosong spread my legs apart, pulled my underwear aside, and thrust his erect penis straight into my lower body. Because I was completely unprepared, I felt a tearing pain in my lower body. "Ah~~~No~~~I don't want it, I don't want it~~~~Ah ... "Oh~~~ It's all the way in, so comfortable. It's so tight inside, it feels so good~" "Ah...no, please don't do this, pull it out, it hurts so much, ahhh~~~" How could Xiaosong stop? He started swinging his hips, his hard and long penis began to thrust roughly into my lower body. "How is it? Feeling good? It's all your fault, you're the one who tempted us, so of course you have to take responsibility for satisfying our sexual desires." "Ah...it hurts, it's not comfortable at all...ahhh...don't move anymore...ahhh...please..." "Slap slap slap slap...slap slap slap..." Xiaosong didn't listen to what I was saying at all, he just kept fucking me harder, the intense sounds of flesh colliding filled the living room. Just as I was still screaming in pain, something hard and hot was stuffed into my mouth. "Stop screaming, give me a good blowjob." Juncheng shoved his hard penis into my mouth again. "Ah...uh...plop...ah...woo..." Because something was stuffed into my mouth, I could only make weak moans. How could this be? I lay on the sofa, with Xiaosong's muscular body between my legs. My clothes had already been pulled up, revealing my carefully chosen sexy lingerie. My denim skirt was lifted up to my waist. Juncheng's penis was in my mouth, and my hands were held by him. Xiaosong held my slender waist with both hands, vigorously thrusting his hard and long penis into my vagina. I could no longer tell if this was the real world or if I was dreaming. Only the burning pain in my lower body reminded me that this was reality. The two bodies collided violently on the sofa. With each thrust, Xiaosong pushed my thin body far away from his penis. Just as my vagina was about to leave his penis, he grabbed my slender waist and pulled it back in hard, then thrust it in all the way. I was powerless to resist. My eyes were already filled with tears, and I could no longer tell if what I was making was a cry or a wail of pain. Xiaosong was covered in sweat, his chest and abs glistening. His waist was brimming with power, the result of his regular workouts. His boundless energy, with nowhere to go, finally found an outlet, releasing all his excess strength onto me. I lost track of how long Xiaosong had drained me; I only felt his penis growing ever larger, his thrusts faster and faster, his cries growing louder and louder. "Ah ... "Are you done? Then it's my turn." Juncheng didn't give me a moment to catch my breath. He pulled me up and made me sit on the sofa, spreading my legs into an M shape. He knelt on the floor, raised his penis, and rubbed it against my slightly swollen vulva a few times before thrusting it in hard. My vulva, which had just been stretched open by Xiaosong, allowed Juncheng to penetrate all the way in without any resistance. He didn't rush to pull in or out, focusing on feeling the sensation of my vulva. He swayed his hips from side to side, rubbing it in a circular motion. Perhaps it was because Xiaosong's size was too big and too rough that I only felt pain, or perhaps Juncheng was gentler, and the angle of his penis was just right. When he touched a certain spot, I had a strange feeling I had never experienced before. I felt a swelling in my lower abdomen, and a slightly tingling sensation. When he touched that spot, I couldn't help but let out a comfortable moan. This reaction made me shyly close my eyes and turn my head away, unable to face Juncheng. "Oh? It feels good here, right?" I didn't expect his observation skills to be so amazing; he saw through my reaction. He started swaying his hips, making good use of his erect penis, rubbing the head of his penis against my sensitive spot. "Ahhh... Ah... Juncheng... No... Don't do this... Ahhh... Don't do this to me." "Why don't you? You seem to be enjoying it." "Ahhh... Because... Ahhh... I feel... weird... Ahhh..." "I want to see what happens if I keep going." Juncheng said while still swaying his hips. "Hey, look, you're erect." "Ah... I'm not... Don't move anymore~~~ Ahh..." "How can you not be? It's rock hard, look!" Juncheng said as he rubbed my swollen genitals. The double stimulation made me struggle to break free from his violation. Xiao Zhu, having rested enough, joined the fray again. He jumped onto the sofa, one hand holding his penis, the other pressing my head down towards his crotch, forcing my mouth open and squeezing his thick, engorged penis inside, beginning piston-like movements. Xiao Zhu: "Oh~~ This is so amazing, masturbating can't compare."With Xiao Zhu's help, Juncheng could concentrate on thrusting into me. He controlled the angle and force perfectly, making me moan repeatedly. However, because his mouth was stuffed with his penis, I could only make soft moaning sounds. Juncheng's erect penis kept rubbing against my vaginal walls. The tingling sensation in my vagina gradually turned into a swelling feeling. With Juncheng's thrusting, the swelling feeling became stronger and stronger, and my consciousness became more and more blurred. I can't remember what happened next. I only know that with Juncheng's continuous thrusting, it felt like something was coming, but I didn't know what it was. This was different from the feeling of masturbation. If I had to make an analogy, it was like riding a roller coaster, climbing higher and higher, with the comfort increasing, but I couldn't see the track ahead and didn't know when I would fall or what it would feel like. Because this kind of sensory stimulation was something I had never experienced before, I experienced unprecedented pleasure. That pleasure traveled from my lower body through my upper body to my brain, and then from my brain to every nerve in my limbs. Unconsciously, I tightened my vaginal muscles, welcoming the impact of Juncheng's body... Suddenly, the swelling sensation disappeared, replaced by an incomparably comfortable sense of liberation. All the surrounding sounds vanished, and I felt light and unreal, like I was in a dream. A comfortable feeling spread throughout my body, from every nerve to every pore, as if I were being melted. This comfortable feeling came from the penis inside my vagina. I kept twisting my body, trying to keep the glans of the penis pressing against my most sensitive spot, so that I could stay floating in the sky and not fall to the ground. "Xiao Zhu, look, she climaxed and ejaculated!" Juncheng's words pulled me back to reality. Thick semen shot into my underwear, and even through the fabric, I could see that it was soaked. Some of it seeped through the gaps in my underwear and slid down my thighs onto the sofa. "Really? Juncheng, that's impressive. Xiaosong tried for ages and couldn't get any." "Let me keep thrusting and see if it happens again?" Juncheng continued to move his hips, his movements more forceful than before. "Mmm~~~ Mmm~~~ Mmmmmmm~~~" Perhaps because I had just climaxed, my vagina was very sensitive, and the pleasurable sensation was even stronger. I kept moaning lewdly with his penis in my mouth. After Juncheng thrust a few dozen more times, the pleasurable sensation returned, and my vagina trembled with another climax, sucking and spitting out Juncheng's penis. "It's flowing again, she's really enjoying it, this slut." Their words made me feel ashamed, but my body's reaction couldn't refute them. "Hey, Juncheng, hurry up and finish, I'm waiting to use it." Xiao Zhu, who was just being given oral sex, couldn't wait to start. "Okay, okay, I'll be done soon." Juncheng sped up, and the range of motion in his thrusts was greater than before. The walls of my vagina endured his violent impacts, and the vaginal muscles tightened with excitement. This gave Juncheng excellent sexual pleasure. Inside my vagina, the irregular vaginal muscles tightly enveloped Juncheng's penis. When he thrust in, the tip of his glans rubbed against the vaginal walls as he entered my deepest part. When he pulled out, the vaginal muscles rubbed against the ring-shaped part under the glans. The most sensitive parts of a man were being enjoyed, and of course, Juncheng derived great pleasure from having sex with me. "Ahhh~~ I think I'm about to cum," Juncheng said as he thrust even harder into me. "Mmm~~~~ Ugh... Mmmmm~~~ Mmmmm~~~~~" I responded with moans of pleasure. "Ah ... My sensitive little hole, which had just been penetrated by Juncheng, was stretched wide open again by his penis. Although Xiaozhu's penis was the shortest, it was really thick and hard. My little hole was filled to the brim, and the feeling of fullness returned. As soon as he entered, he started moving wildly, and I suspected he had SM tendencies. He pinched my buttocks hard and slapped my hips. It was all violent sex. When he hit me, I would clench my fists. The more excited he got, the harder he would fuck and hit me. "Slap s ... "Is it good? Does my cock feel good to you? You slut!" Xiao Zhu asked me smugly. "It feels so good... Ah... Mmm~~~ Ah ah ah... Fuck me harder..." I didn't care about anything else anymore, I wanted more orgasms. "If you want me to fuck you hard, squeeze tighter! Otherwise, I'm going to pull out!" "Mmm...faster...I want more...ahhh~~right there...ahhhhh~~~~so good...ahhhhhh~~~~~" Xiao Zhu fucked me hard, my buttocks were covered with his handprints, but after all, his stamina wasn't very good. After a few dozen more thrusts, he reached the point of climax. "Ohhh...ohhh...ahhhhh...I can't take it anymore...I'm about to ejaculate...I'm about to cum...where do you want me to cum?" "Ahhh...ahhhh...cum all of it inside, I want your hot semen to fill my little hole~~~ahhhhhhhh~~~~" He thrust desperately, and after shouting, he stopped, leaned against my back, hugged me tightly, and ejaculated all his semen inside. "Phew~~~That was really good, today was really satisfying." Xiao Zhu left my body and sat to the side, panting. I lay on the sofa, my buttocks raised high, and copious streams of semen flowed out. My vagina trembled and convulsed, the semen flowing out with each contraction. That night, I slept with all three of my roommates. After that, our relationship was like that of a couple living together. I continued to dress as a woman, and we would go shopping and eat out together. When we went back to the dorm to sleep, my room door was never locked. Sometimes Xiaosong would come in and have sex with me, then it would be Xiaozhu's turn, followed by Juncheng. Sometimes it was a 3P or 4P. In short, I was responsible for satisfying their pent-up desires and unreleased energy, and they would be at my beck and call as compensation. Sometimes I would even act as their temporary girlfriend so they could brag to their friends.

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The life of a crossdresser in the boys' dormitory

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