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Cross-dressing boyfriend in male high school dormitory 

    page views:1  Publication date:2023-03-24  
My name is Kanazawa, I'm from Guangdong, and I'm currently attending a private boys' high school in Japan. Surprisingly, I have a French roommate.
His name is Calvin, he's 18 years old, only 1.65 meters tall, a thin, blond, handsome boy, and one of the shorter ones in his class. Incidentally, he's also my deskmate.
Calvin has chin-length short hair, and his face and voice are somewhat androgynous, sometimes leading people to mistake him for a girl. Since he's my deskmate and roommate, he often shares his leftover food with me. His family seems quite wealthy, as his meals are much better than mine, and I shamelessly accept them.
Unlike Calvin, I'm 180 centimeters tall, love sports, enjoy playing basketball and sprinting, and am a school athlete, so I often don't have enough food.
I hadn't noticed anything unusual about Calvin at first. I just thought he was a bit strange, like always showering alone and being particularly clean. Since he was a foreigner, I didn't think much of it. Maybe it was just a difference in habits, and the novelty of meeting a foreigner made us get along quite well.
Until one day, after showering, I went back to my dorm to change (the dorms at this school are all two-person rooms). Calvin was cleaning the floor by wiping it with his hands. While changing, I accidentally tripped and fell, bumping into Calvin. He leaned against the edge of the bed, and I braced myself on the bed with my hands, in a prone position to prevent myself from completely crushing Calvin.
But this position was incredibly awkward! I was completely naked, my crotch right in front of Calvin's face. Needless to say, his penis was also hanging in front of him, a close-up shot!
I was incredibly embarrassed and stunned. We stood there, frozen in place. I thought Calvin would push me away, but after about ten seconds, he suddenly opened his mouth and took my penis in, licking the glans with his tongue.
I was a 20-year-old virgin, and a warm, pleasurable sensation I'd never experienced before spread throughout my body. Because I had developed early, my foreskin had already retracted, and Calvin was licking my fully exposed glans.
"C-Calvin, what are you doing!" I finally snapped out of it, pushing the bed back with my hands. My penis naturally slipped out of Calvin's mouth, making a "pop" sound as it was being sucked. You could imagine how hard Calvin was sucking.
My face flushed, I turned around and got dressed. Calvin kept staring at me, his face red, and he didn't say a word.
After what happened, the atmosphere became awkward. Calvin and I didn't exchange a single word until we went to bed and turned off the lights.
In the darkness, I lay in bed, my mind in turmoil. I had never imagined being done this to by a man. I usually masturbate, but that day my mind was filled with the feeling of Calvin sucking me, that warm and comfortable feeling.
In the following days, it was awkward whenever Calvin and I met. We used to chat, eat, and even go to the bathroom together, but now we saw each other less and less, only together for meals. Calvin still shared his food with me, sometimes even more lavishly than usual. It was then that I realized Calvin had been acting strangely towards me. For example, sharing his food with me, and sometimes even buying me nice things. Before, I thought it was because his family was rich, so it didn't matter, but now it seemed odd. Another example was when he handed me a towel after I exercised. Before, I thought it was normal because we were friends, like brothers, but now I think it's something a girl would do.
Worse still, now every time I masturbate, I think about the feeling of Calvin licking me. When I do it myself, I always feel like something is missing, and I don't feel satisfied afterward, without the same sense of fulfillment as before.
But I was inwardly averse to doing that kind of thing with men, so I consciously distanced myself from Kaven until that day.
It was late after I finished playing basketball that day, and I was showering alone at the bathhouse. Halfway through my shower, the door to my stall opened, and Kaven walked in naked.
I stared at Kaven in surprise, because he never showered with anyone else.
My gaze fell on Kaven's thin, slender, and fair body. He was white, and of the purebred kind, as white as an egg. His thin frame even had a feminine quality, but between his legs was a small, white, tender penis.
"Ze, shall I... help you scrub your back?" Kaven said in a neutral voice.
"...Oh." I couldn't think of how to object.
Calvin approached me. He didn't immediately start by wiping my back with a towel. Instead, he used his hands to apply shower gel to my body, mainly my back, but sometimes he also applied it to my sides and chest. At times, I could feel his body pressed against my back.
At these moments, I couldn't help but recall the scene of Calvin sucking my penis that day. Coupled with the movements of Calvin's hands, my penis was already in a semi-swollen state.
As he washed me, Calvin gradually came in front of me. I slightly raised my head to look at the ceiling, embarrassed to look at him, hoping that he didn't notice my semi-swollen penis or pretended not to see it.
Calvin applied shower gel to my stomach, his hand slowly moving downwards. I was so nervous I didn't know what to do. Then his hand touched my penis, and like an electric shock, a current surged through my entire body.
Calvin's hand didn't leave immediately; instead, it began to caress my penis. I felt like I'd been electrocuted again, my mind a jumble of conflicting emotions. The pleasure emanating from my genitals and my inner aversion to men doing this were locked in a fierce struggle. At the same time, the pleasure I felt from Calvin sucking my penis last time kept flashing through my mind. I kept suppressing this shameful, hidden anticipation!
Calvin's slender, soft hands were completely focused on my genitals. One hand, mixed with foam, caressed my penis, while the other gently touched my scrotum and testicles. My penis was completely swollen and erect from his ministrations, pressed against my stomach.
"Whoosh!" Calvin suddenly turned on the shower, simultaneously removing his hand from my penis. I felt a slight sense of disappointment.
After the foam washed away and the shower was turned off, he carefully wiped the water stains off my genitals with a towel. His gentle manner, like caring for a precious treasure, stirred a strange feeling within me.
Suddenly, I felt my penis being grasped, and then the tip entered a warm, moist place. The familiar, longed-for warm, comfortable feeling was finally back!
I looked down at Calvin in surprise; he was looking at me too, his hands holding my penis, his mouth on the tip, sucking and stroking it back and forth, his face flushed.
"Calvin, you…" I didn't know what to say. I could clearly feel Calvin's mouth enveloping my genitals, and the pleasure of his tongue licking my glans.
"…Ugh…Ugh…" Calvin sucked for two or three minutes, seemingly sensing I was about to ejaculate, and increased the speed of his stroking.
"Ah!" I growled as I ejaculated.
After the first spurt of semen entered his mouth, Calvin released my penis, and the semen sprayed all over his face, hair, and body—a lot of it.
After ejaculating, I looked at Calvin, hesitated for a moment, then pushed open the bathroom door, rushed out, put on my clothes, and returned to my dorm.
My mind was filled with the image of Calvin covered in semen.
I lay on my bed in my shorts, anxiously waiting for Calvin to return, wondering what expression to use to face him.
Calvin had just done that for me, and I had fled after ejaculating on her.
Perhaps I should have stayed and talked to her, or touched her? No, that was too disgusting.
But remembering Calvin sucking her own penis, I felt little disgust; instead, I felt a sense of anticipation.
Fifteen minutes passed, and Calvin still hadn't returned. I became even more uneasy, hesitating whether to go find him. Was he heartbroken and crying because of how I had treated him?
Calvin is a crybaby. He would cry whenever he was bullied by classmates or something sad happened, looking so pitiful. I usually couldn't help but comfort him. Now I could imagine Calvin crying.
Five minutes later, just as I was about to get up to look for him, the dormitory door was pushed open with a bang.
Calvin walked in wrapped in a bath towel, like a woman who had just taken a shower.
The moment the doorbell rang, my heart pounded, and my breathing slowed. Then I saw Calvin's delicate face, flushed with an unusual blush.
"Calvin, I...I'm so sorry..." I stammered, trying to express my apology, but my face was burning red, and I couldn't utter the words.
"Ze! I love you! I like you!"
Calvin spoke first, uttering words that shocked me. His voice was loud, and I could feel his seriousness and the courage he had mustered.
I stared blankly at Calvin's flushed face, feeling like I had reached my mental limit, my mind in turmoil, unsure what to do—yes or no? How could I possibly answer yes? But looking at Calvin's serious eyes and expression, and thinking about what he had done for me, should I answer no?
Without expecting a response, Calvin walked to his bedside, took a pink suitcase from under the bed, and placed it on the bed. I had only seen this suitcase once when Calvin moved into the dorm, and hadn't seen it since. What was he going to take out now?
Opening the suitcase lid, Calvin also took off his towel, revealing his slender, almost feminine, white body once again.
Unlike the dim, steamy light of the bathroom, the dorm lights were bright, allowing me to take in every detail of Calvin's naked body. At the same time, I bit my lip hard. Calvin's chest wasn't flat like a boy's; it was like two white steamed buns, already protruding to the point of being considered flat-chested.
Calvin lowered her head shyly, taking out clothes one by one from her pink suitcase and putting them on: snow-white girlish panties, a black princess dress, a pair of super long black stockings, garter belt, a wig…
Gradually, Calvin transformed in front of me into a European princess girl dressed in Gothic Lolita fashion, beautiful and charming, petite and cute. What surprised me even more was that she was dressed exactly like the girl in my favorite pornographic pictures, an outfit I had even shown to Calvin before.
“Ze, do I… do I look good in this outfit? If you don’t like it, I have others.” Calvin crossed her fingers in front of her lower abdomen, looking at me shyly and asking.
“Very… very pretty…”
The words had barely left my mouth when I regretted them. What was I saying! I actually complimented a man on how handsome he looked in women’s clothing!
Although Calvin's chest resembled a young girl's, he had a male genital organ between his legs—he was a boy, no doubt about it!
"Thank you~" Calvin was delighted, his long, slender legs in high heels circling the bed as he walked towards me.
The closer he got, the stronger the scent of a young girl's perfume wafted over, and Calvin's beautiful figure in women's clothing became even more visible. His high heels, his long, shapely legs, and the glimpse of his thighs beneath his miniskirt made his alternating steps even more alluring.
Unable to resist, in the short ten seconds or so that Calvin approached, my penis became engorged and swollen, creating a tent in my underwear, clearly visible from the outside. Shamefully, Calvin saw it too, staring intently.
Calvin sat down beside my bed, his alluring perfume wafting towards me, making my face flush.
He then lay down on his side, his back against me, his body soft and alluring. Calvin
was so close, nestled in my arms, my swollen penis pressing against his buttocks, visible beneath his short skirt and animal-patterned underwear.
My heart pounded wildly; Calvin could probably feel it. Lying in my arms, Calvin reached behind my buttocks with a small hand, stroking my penis through my pants. His soft body and alluring perfume constantly stirred my desire.
The pleasurable sensation in my lower body, the scent of the young girl in my arms—I gradually lost control.
With a surge of boldness, I hugged Calvin from behind, pulling him, now dressed as a gothic loli, into my arms. I gently stroked his waist and stomach, just like I would a girl's.
Suddenly, Calvin grabbed my hand and guided it slowly downwards to his underwear under his skirt. There, a small bulge appeared—his erect penis, small and delicate, but fully erect and hard.
Calvin pulled his underwear down a little, exposing his entire penis to the air. He grabbed my hand and pressed it against his penis, thrusting his hips and rubbing his penis against my hand, making me blush. I could only gently hold his penis… and stroke it.
Meanwhile, Calvin's hands were already inside my pants, diligently servicing me. He seemed to know my sensitive spots perfectly, every movement hitting the mark, arousing my desire.
I began to roam freely over Calvin's entire body, wanting nothing more than to possess this gothic Lolita girl.
Responding to my passionate, even somewhat rough, actions, Calvin let out seductive moans, allowing me to manipulate his body.
Perhaps due to inexperience, or perhaps youthful exuberance, I, like a wild beast, exerted all my strength to obtain caresses from Calvin, stroking his thighs, buttocks, and waist. I quickly positioned Calvin kneeling on the bed, his buttocks raised, lifted his miniskirt, and began to remove his underwear.
"Ah! Ah! ~, Oh! --, Ze, gently, gently..." Calvin kept moaning like this, enduring my surging male lust.
Actually, I was already dizzy, not knowing why I was taking off Calvin's underwear. In my mind, I completely regarded him as a woman. After taking off his underwear, his snow-white, round buttocks were exposed, the slightly sunken cleft of his buttocks, and his tight anus, but there was no female vagina. I didn't know what to do for a moment.
"Ze, put it in, I, I've cleaned it here." Calvin said, his face flushed as he lay on the bed, trying to spread his buttocks apart with both hands to make his anus bigger so that I could see the entrance.
Holding my penis against Calvin's anus, I thrust my hips forward, plunging my thick, long penis deep inside. Despite its tightness, most of it went in at once, as if lubricant had been applied beforehand.
"Ah!~~" Calvin cried out, caught off guard or unable to bear it, as a thick, long rod was suddenly inserted into her tightly closed anus.
I stopped, enjoying the sensation of being enveloped by smooth, warm, and tender flesh. I gently pumped in and out; when I pulled out, it was strongly sucked in, and when I went back in, it squeezed the tender flesh little by little. The feeling of being pierced in the tight, smooth passage almost made me ejaculate.
Rapid thrusting—I was becoming addicted to this feeling. Was this what it felt like to make love inside a woman's body?
As I thrust in and out, Calvin, his brow furrowed, lay prone on the bed, moaning softly, his hands gripping the sheets.
Experiencing sex for the first time, I was incredibly bold and rough, thrusting in and out rapidly, my hips slapping against Calvin's buttocks with a series of loud slapping sounds, filling the room with only the sounds of flesh against flesh and Calvin's moans.
Two or three minutes later, I thrust my penis deep inside Calvin, ejaculating the pent-up fluids that gushed out in spurts.
At the same time, Calvin let out a high-pitched moan, his penis also ejaculating, all of it landing on the bed, while I poured it all deep inside him.
After ejaculating, we were both completely exhausted. Calvin lay sprawled on the bed, panting, while I lay on top of him, my penis still inside him…
That night we did it three times: once Calvin gave me oral sex, once I penetrated him again in the anus, ejaculating inside him each time. There was also a time when Calvin sat on my lap and I masturbated him until he ejaculated.
After that lewd night, we resumed our previous relationship, eating together, chatting together, going to the bathroom together, and often spending time together.
However, after that passionate night, Calvin's gait became a little strange for the next few days. He, who was already slightly pigeon-toed, walked even more awkwardly, and for ten whole days, he didn't initiate any intimate behavior with me again.
Ten days felt incredibly long to me, having already tasted the forbidden fruit. My penis became swollen and painful, yearning for release, but masturbation was no longer enough...

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