Something Went Wrong Part 1

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Well, let’s start with me. I’m a small guy, about five feet five inches tall, with a skinny build, a small penis, and hair that goes past my shoulders. I started growing it out back in my sophomore year of high school. Oh, I forgot to mention how old I am—I’m nineteen, and I’m in my sophomore year of college. Now, let’s get to the story.

In high school, I was a very friendly and not-so-calm kid. So, you couldn’t call my life boring. But, as often happens, my friends left. In the end, I found myself completely alone, without any of my friends by my side. It was around that time that things started to go a bit off track. I began to like long hair, and my taste in music changed. But I chalked it all up to the fact that I was always a bit of an outsider.

After finishing high school, I was incredibly happy that sophomore and junior years were over. My joy was justified because I got into university. And you know those cliché stories about how you always find your best friends there and all that? Well, it turned out to be true. I “clicked with the guys,” but I still didn’t get many of the jokes because I lived in an apartment with my parents, while they were in the dorms. They’d tell stories about hooking up with Lena from the 6th floor or how amazing Katya’s butt was from the third floor.

After hearing all these stories, plus the fact that I was still a virgin and tired of masturbating, I asked my dad to help me move into the dorm. He did, and now I’m in my sophomore year of college, living in the dorm. But I was placed on a floor where there were only three guys, and the rest were girls. Me, my neighbor, and one other guy who I rarely see. My neighbor was never around because he rented an apartment off-campus. Everyone kept telling me how lucky I was to have a dorm room to myself, but I didn’t get why—I wanted to live in a more communal, barracks-style setup.

In the end, after I moved into the dorm, I essentially ended up living with girls. They would constantly come over to ask for help—opening a jar, moving a nightstand, or other little tasks. As a result, my social circle became more female-dominated. But I wasn’t upset about it; I had already picked out who I wanted to hook up with. Her name was Katya. She had a strong personality and was always flirting with me—brushing against me “accidentally” or placing her hand on mine.

One weekend, we decided to hang out. We bought some alcohol and went drinking with the girls. Since I hadn’t drunk in a while, I got pretty buzzed. Katya suggested we go to my room. We went in and started making out almost immediately. I was so turned on. Soon, we were naked on the bed, and as I started to enter her, I felt her slip a finger into my butt. I came instantly. She smiled and said, “Damn, you’ve got such a sensitive ass—you came right away!”

I immediately started making excuses and said, “Sorry, it’s just my first time…” She cut me off and reassured me, “No, no, it’s fine. You’ve got a sensitive ass—it’s better for you to finish that way.”

She smiled again. She took the condom off, scooped some semen onto her finger, and brought it closer to my face. At that moment, I was staring at her, completely bewildered, unsure of what she was doing. Why was she bringing her finger toward my face? I could smell the semen first, and then I tasted it. Her smile grew even wider. She put the condom on her fingers inside out and brought it to my face again.

“Lick it.”

In a daze, I licked off the largest glob of my own semen. I can’t even describe the taste. I was completely out of it, not understanding what was happening. She smiled again and started sucking her fingers, collecting all the semen in her mouth. Then she kissed me, transferring it back to me. After the kiss, she silently got up, got dressed, and just before leaving, she said: “I’m leaving for a week. Don’t you dare jerk off. If I find out you did, you’ll regret it.”

The next morning, I woke up and couldn’t fully process what had happened the night before. The taste of semen was still in my mouth. When I looked in the mirror, I noticed dried semen on and around my lips. What the hell? I thought to myself. On the floor, there was a used condom. I picked it up to throw it away, but as I stood in front of the trash can, I suddenly, without even thinking, licked it—as if hoping to taste the semen again. Ugh, I thought, disgusted with myself, and finally threw it away.

The first day passed as usual—classes, the dorm, nothing out of the ordinary. The second day was the same. But on the third day, when I was taking out the trash and noticed that same condom, I got hard and felt an overwhelming urge to jerk off. Remembering Katya’s words, I wondered how she would even find out if I did. Still, I decided to play it safe and Googled it. Turns out, it’s true—you can supposedly tell by the size of someone’s balls. I thought about it for a long time but ultimately decided not to risk it. Katya clearly wanted a second round, and if I jerked off, she might just say, “That’s it, we’re done.”

Before bed, I still felt the urge to masturbate. But as soon as I started, I remembered her words: “No, no, it’s fine. You’ve got a sensitive ass—it’s better for you to finish that way.” Ugh, no way. That thought completely killed the mood, and I quickly went to sleep. Her words kept replaying in my mind, haunting me every minute.

***

Tomorrow, Katya is supposed to come back. As if on purpose, she sent me a video of herself in a swimsuit. But surprisingly, I didn’t feel the same kind of arousal as before—it was different somehow.

I was lying in bed again, about to fall asleep, and started massaging my butt. I felt an intense wave of arousal. Since I do squats in the morning, my butt has become quite feminine. And then I started to wonder why I was getting so turned on. Do I want someone to attack me and fuck me in the ass? Ugh, no, no, no. Definitely not. Screw it, I’ll just wait until tomorrow and talk everything over with Katya.

As soon as Katya arrived, she rushed over to me.

“So, you didn’t jerk off, did you?” she asked.

“No,” I answered proudly.

“Good boy,” she praised me.

Then I noticed that same smile she had when she made me taste my own semen, and she immediately started talking:

“Listen, last time I was uncomfortable because your legs were too hairy. Can you shave them? And shave your friend down there too.”

I agreed, but I didn’t really get it. I don’t even have much hair on my legs. My mom sometimes joked that I’d make a good girl because I barely have any visible hair.

***

That evening, she brought over some drinks, and the first thing she did was check my legs. “Good job,” she said.

After drinking, I felt an intense wave of arousal, and the alcohol hit me hard—way harder than I expected. I didn’t understand why. I hadn’t drunk that much, and I’d handled more before without feeling like this. We started kissing, and Katya slipped her finger into my ass again. My head started spinning, and I found myself pushing back onto her finger. I didn’t even understand what was happening, but I started riding her fingers on my own.

“Good girl,” she said. “Go deeper. Now take two fingers.”

I felt disgusted—I didn’t want to do this—but it felt so good. Within a minute, I came.

“Good job,” she said. “Now lick up your cum.”

I had cum all over her panties—there was so much of it. Without a word, I licked it all up.

“Good boy,” she said. “Now eat me out.”

I clumsily started going down on her. She guided me, explaining how to do it properly, and kept saying she’d teach me. After about 15 minutes, she came too. I passed out almost immediately.

When I woke up in the morning, I saw a message from her: “Did you like it?” I stared at the screen, unsure how to respond. On one hand, I’d never come that hard before, but on the other, I couldn’t shake the fact that it happened because she’d fingered my ass. After eating some leftover candy from the night before, that familiar wave of arousal hit me again. Before leaving, I noticed a note on her panties: “I want to see you in these today—at the university.” I brought them to my nose, catching the faint scent of my own cum. Without overthinking it, I slipped them on and headed to the university. It wasn’t until I was halfway there that it hit me: Yesterday, I came from being fingered in the ass, and now I’m walking around in women’s panties. They hugged my ass perfectly, and I couldn’t deny how much I liked the feeling.

At the university, I met up with Katya.

With her usual sly smile, she leaned in and whispered, “Did you like it last night?”

I hesitated, still processing everything. “Yeah, a lot,” I admitted, my voice tinged with uncertainty.

Her grin widened. “You can come like that every time—only a thousand times harder. Want to?”

I nodded, my cheeks burning. “Yes.”

She raised an eyebrow, her tone playful. “And what panties are you wearing?”

I swallowed hard, avoiding her gaze. “Yours.”

She simply smiled and dragged me to the teachers’ bathroom, a place no one used because it was so far out of the way. Everyone preferred the regular restrooms.

“Do you really want to come like that—and even harder?” she asked, her voice low and commanding. “If yes, you’ll have to obey me in everything. Understood?”

I was confused for a moment. She’d used the feminine form—“Understood?”—but I brushed it off, thinking she was just nervous or misspeaking.

“Yes, I agree,” I said.

That familiar smile returned. She knelt down and started pulling down my jeans along with the panties I was wearing. My mind raced—Is she really about to give me a blowjob? She kissed my cock, and I tilted my head back, closing my eyes. But then I felt something cold. A click. And just like that, my dick was locked in some kind of cage.

“You chose this path yourself,” she said, her voice firm. “Now you’ll do everything I say. No jerking off. You only come when I’m here. And you’ll eat what I give you.”

Without another word, she walked away, leaving me staring at my caged cock. It was trapped helplessly, and when I’d put on the panties earlier, I realized something: if you took a photo of just my waist, no one would guess it was a guy in women’s underwear. It looked like a girl’s body. My cock was completely hidden, and the cage’s plate made it seem like there was nothing there—just smooth skin, like a girl’s. Horrified, I headed to class.

After the second lecture, she showed up with some kind of crackers.

“Here, eat,” she said, handing them to me.

“Katya, thanks, but I’m not hungry,” I replied, trying to push them away.

Her expression shifted instantly, her tone sharp and commanding. “Eat. Now.”

I decided to eat the crackers, though it felt strange. By the third lecture, I was hit with an intense wave of arousal. Something was dripping from my caged cock, and I had no idea what was happening. The urge to jerk off was overwhelming, but how could I? After sitting through two more classes in that state, I finally got back to the dorm. As I undressed, I noticed my panties were completely soaked. Just then, Katya walked in.

“Ohhh, our little girl’s all wet,” she teased, her voice dripping with mock sweetness. “Go on, squeeze those juices into your mouth. Taste yourself.”

“Katya, I didn’t sign up for this! What do you mean, ‘little girl’? This cage is a joke!” I shouted, my frustration boiling over.

She crossed her arms, her tone sharp and unyielding. “Listen carefully. You agreed to this today. You’re a girl now, and your name is Lera. That’s the first thing. Second—” she tossed the soaked panties at me, “—put these in your mouth. Third, from now on, you’ll wear a butt plug.”

“Katya, no! Screw this nonsense!” I snapped.

“Oh, I almost forgot,” she added, her voice cold and calculated. “Fourth, I have a video of you fucking yourself in the ass and moaning like a slut. You agreed to this, and it’s my job to make sure you get what you signed up for. Here’s the plug. I’ll check on you tonight.”

Published 1 month ago

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