Womanized

by Nikki Crescent

  I nodded my head. “You’re good at that.”

  Her smile grew. Then she stood up tall on her knees. She untied the knot of her blouse, and then she started unbuttoning it. She slipped it off, leaving her in just her bra. Then she reached around to her back to unclip. I took a deep breath in anticipation, ready to see what she had waiting for me.

  The bra hit the ground and her tits were out in the open. They were small B-cups, with red scars underneath them. Her breasts were implanted: silicone sacs on a male chest. I tried not to think of what her chest looked like before, and I tried to ignore the sight of those scars. She walked herself forward and pressed my cock against the middle of her chest. Then she pressed her small tits against the sides of my shaft. She couldn’t envelop my cock completely, but that was okay—few girls could. She started to tug her titties up and down, trying to massage my shaft with them. It wasn’t working well. “They’ll be able to make them bigger in a few months,” she said. “They had to start me small.”

  “I like them like that,” I said.

  “Really?”

  I nodded my head and she smiled. “You don’t think they’re kind of… boyish?”

  I shook my head. “They’re nice.” I bit down on my tongue and felt my heart sink into my stomach in anticipation of my next question. “Could I maybe—I don’t know—suck your cock?”

  She stared up into my eyes in silence for a moment. My stomach turned and my legs tried to buckle together. I managed to stay on my feet, forcing an awkward smile.

  She stood up and walked over to my bed. She took a seat on the edge and then she looked into my eyes again. “What are you waiting for?”

  I remained still for a moment. My mind was still processing the moment. I looked down at her lap and my heart rushed with adrenaline. Was I really going to do it? Was this really what I wanted? I’d never sucked a cock before, and maybe that was a good record to keep. But how could I pass up the opportunity? There was a very good chance that I would never have another chance at a big, sissy cock. So I stepped forward. I looked down at her and then I sunk to my knees. I took a deep breath. Her little skirt was just covering her panties. I gently lifted it up, exposing her white panties. I reached out and ran my fingers over her lump. It was soft but warm. I looked up into her eyes and saw that she was smiling at me, looking cute with her long blonde hair and her white headband.

  I looked back down at her crotch. Then I took her panties gently with both of my hands and I started to tug them down her smooth skin. There was her cock: long and smooth and peaceful. It was squished back from her panties and it needed a moment to unfurl. I watched it for a few seconds, and then I slipped my fingers underneath it. My heart jolted. I was touching a cock—a real cock attached to a real trap. I lifted it up and then I carefully pulled back her foreskin. Her cock was so warm, as if it had come fresh out of the oven. It was so soft and delicate—and it smelled like flowers, as if she gave her crotch a little spritz of perfume. I jerked it for a minute, watching as it got bigger and bigger, and then I plunged it into my mouth and began to suck.

  CHAPTER IV

  My heart refused to stop pounding. A sharp shiver kept shooting up and down my spine, as if it was trying to remind me that I was sucking a cock—as if I didn’t know. But I couldn’t stop myself. I knew that what I was doing was wrong and stupid, but I just couldn’t stop.

  I didn’t even know this girl. I had no idea how close she was with my sister and my sister’s friends. But maybe it didn’t even matter whether or not she was close. Maybe she would blab her big mouth regardless, and then I would have to live the rest of my life being mocked by my sister. And if my sister found out that I sucked a cock, would my parents eventually find out as well? What about all of my friends from high school?

  She reached down and slipped her fingers into my hair, pulling head firmly into her crotch. My nose nestled into that tiny patch of pubic hair, and my chin squished against her ball sack. I could feel her balls swelling with warmth as I sucked her closer and closer to orgasm. I looked up and saw that she was smiling, looking down at me—watching me. She was thrusting her hips slightly, pushing the tip of her cock into the back of my throat. I’m not sure how I managed not to gag or choke.

  I finally slipped her rod out from my mouth. She was still staring at me with that smile. “What is it?” I asked.

  “Don’t you want to know a little bit about me before we carry on?” she asked.

  My heart stuttered. She was looking into my eyes with a teasing gaze. Was I supposed to know who she was? Was she really one of my classmates? Had she really only been a chick for a few months? “L—Like what?” I asked.

  She laughed. “Like my name?” she said. My heart skipped a beat, and then I realized that I had no idea what her name was.

  “What is your name?” I asked, feeling suddenly embarrassed.

  “It’s Morgan,” she said. I tried to think if I knew anyone named Morgan. It was a unisex name, so it was possible that she didn’t bother changing it when she changed her gender… Could I ask her what her old name was? Was that against some politically correct rules?

  “I like that name,” I said. I wasn’t sure what else to say.

  “Do you want to fuck me in the ass?” she asked.

  I nodded my head slowly. That chill was still crawling up and down my spine in a relentless way. Nausea was swirling in my gut and my heart was pounding. I’d never felt this way with a woman before. I couldn’t decide if it was terror or excitement.

  I watched as Morgan crawled up on my bed. She pulled up her panties and got her erection back inside of its lacy home. She looked back at me with that grin and said, “You need to make me come before you come—deal?”

  “You want me to jerk you off?” I asked.

  She shook her head. “No—just fuck me in the ass until I come. If you come before me, I’ll be very disappointed.”

  “Is that even possible?”

  She giggled. Her giggle was cute. My heart fluttered and my legs felt suddenly weak. Then she said, “It’s possible. You just need to hit the right spot, and you need to hit it hard.” She reached back and pulled her panties to the side, revealing her butthole. “I’m going to come in my panties, then you’re going to wear my panties for the rest of the night. Now c’mon—what are you waiting for? You got me all warmed up with your mouth. Don’t let that go to waste!”

  I wasn’t able to process everything she was saying. My heart was slamming so hard that I couldn’t hear anything but the loud thumping against my ribcage. I took a deep breath in, and then I found myself on my knees, on my bed, with her bum cradled gently against my crotch. I slid my throbbing cock up and down, between her butt cheeks. I spread her wide and stared for a moment at that beautifully tight hole. And then I wondered if she would be able to handle all of my cock.

  She swayed her bum in the air, teasing me and drawing me in. I pressed my tip against her hole and then I asked her if she was ready. She giggled in response, as if it was a silly question. So I took that as my green light. After one more deep breath, I began to push in.

  It took a second for my tip to penetrate. As soon as it did, she gasped and clenched. She started to groan as her body squirmed. I held her in place. I stared down at her body, which looked impressively feminine from behind. In fact, I could see no signs that she ever a male from behind. Even her hips were impressively feminine, and she had that cute dip in her back that girls all seem to have. I pressed another inch of my cock into her body and she clenched again.

  “It’s tight,” she said with a whimper.

  I didn’t respond; the lump in my throat wouldn’t let me. Even my lungs were strangely frozen, not allowing me to take a full breath of air in. I found myself frozen, with cold, trembling hands. The reality of the situation started to hit me hard. I realized suddenly that I had my cock in a male’s asshole—and just a couple of minutes before I’d been sucking his cock. No, no—not he. She wasn’t a man. She was a woman. She was go
ing through a sex change. Do they still call them sex changes? Or was she just a woman because she said that she was?

  My stomach turned. What really made her a woman even? Was it the long hair and the makeup? Was it the panties? Was it the small fake breasts? Other than all that, she was the same as me. She had a cock and she had male cells in her male body.

  But strangely, I was fine with that. In fact, it kind of turned me on even more—even though I wasn’t gay and was completely grossed out by the thought of actually being with a guy. She wasn’t a guy as far as I could tell—but I knew that many of my friends wouldn’t agree with me, so this romp had to remain a secret. No one—especially not my sister—could find out about this.

  I plunged another two inches of my cock into her body. She let a loud groan out. And then I noticed the clock above my desk. It had been half an hour since I’d gone out for my last cigarette, which meant Morgan had been away from the slumber party for half an hour. Sure, the girls were asleep, but what if one of them woke up and noticed Morgan missing? Would they assume that she was up with me, because that’s where so many girls before her went after everyone fell asleep? Would they come upstairs and listen with their ears against the door while I pumped Morgan’s tight asshole?

  I sunk the rest of my cock into Morgan’s ass. My pelvis pressed hard against her soft tush, and then I stood in amazement for a silent moment. I had my entire cock inside of a chick for the first time ever. No girl had ever been able to take all of my cock before—until now. I gently rubbed her butt cheeks with my hands while she squirmed and groaned in an elated way.

  “Just as little bit to the left,” she said. So I aimed my rod a touch to the left. “Oh God—right there. Fuck me right there.”

  I started to pump. I could feel the tip of my cock jabbing something soft inside of her: maybe her prostate gland (a gland that only men have). I’d heard that stimulating the prostate can make men come, but I tried not to think of it in those terms now.

  I pumped faster and fasted, holding her slight body firmly with both of my hands. I could already feel the euphoric tingling growing between my legs, but I remembered that I needed to let her come before me. So I closed my eyes and bit down hard on my tongue, hoping I could delay things by mustering up some non-sexual images in my head. But the only image I was able to muster up was the image of her long sissy erection. And that image just made that euphoric tingling even more intense. So I opened my eyes and found myself straining to hold back the eruption that was quickly building.

  She was groaning loudly. But even louder was the sound of my pelvis slapping her soft tush, turning it red. I was worried that the noise would wake up my sister and her friends. But I didn’t want to slow down. I was in the perfect rhythm, and I’d read once online that a guy shouldn’t change what he’s doing if the girl is moaning and on her way towards an orgasm. I’m sure the same rule applies to T-girls. So I kept fucking—straining and clenching so that she could come before me.

  But after a few minutes, I couldn’t hold on any longer. I sunk my fingernails into her sides and I unloaded into her asshole. I groaned loudly and trembled all over. It was an amazing feeling, even though I didn’t let her come first like I was supposed to. How could I possibly let her come first? How could I suppress that cum eruption when her asshole was so tight?

  I pulled out and fell back onto my ass. Then I watched as my cum started to billow out from her stretched hole. Before it could fall out, she pulled her panties over her hole, blocking my view. Though I did see as a dark spot began to form between her butt cheeks—at least for a moment, before she turned around to face me.

  “That felt so good,” she said.

  “Sorry you didn’t come,” I said, feeling my cheeks turning red.

  She let one of her cute giggles slip. “What are you talking about?” she asked. “I was coming that whole time.”

  Then I looked down and saw that her panties were dark with wetness—they were so full of cum that beads of cum had escaped her panties and were dribbling down her thighs. She carefully slipped the panties down her legs, keeping them level so that the pool of cum wouldn’t spill out. She gently handed me the soiled undies. “Go ahead—put them on.”

  I felt completely depraved as I carefully slipped the panties up my legs. I’d never put on panties before. I’d never cared much for the thought of cross-dressing—but I couldn’t resist the idea of having her warm cum pressed against my crotch. My body shuddered with euphoria as I got those panties up and her warm goo was all around my dick.

  She stood up and skipped over to the door. She turned and looked back at me with a smile. “When I’m up in the morning, I’m going to come and make sure you’re still wearing those,” she said. Then she left, leaving me with a pounding heart and a sloppy cock. And if it weren’t for those dirty panties, I would have had no idea if the romp had actually happened, or if it was just a glitch in my imagination.

  CHAPTER V

  It was around 10:00 AM the next morning when I heard the knock at my bedroom door. I’d only been up for a few minutes and my eyes were still heavy with sleep. I got out from under my blankets and then I started towards the door. I reached for the handle, and then I looked down and saw that I was still wearing the sexy panties from the night before. I froze for a moment and then I looked around for something to cover myself with. Then, my bedroom door was pulled open before I could snatch the handle and stop it.

  Thankfully, it was just Morgan, coming to make sure the panties were still on my body. Her face lit up when she saw them. “They look good on you,” she said, reaching down to feel my cum-crusted cock. She giggled. “I’ll need them back though. You don’t mind, do you?”

  “No—take them,” I said. I slid them down quickly and handed them to her. They were stiff, coated with her dried cum in the front and mine in the back. And my out crotch wasn’t the most appealing sight: my pubic hair was frosted white with her dried load, and there was a thin white crust over my shaft and balls, and my upper thighs as well.

  “I really made a mess of you, huh?” she said.

  I felt my cheeks turning red. The room became silent as she stared at my crotch. I awkwardly reached my hands down to cover myself, feeling suddenly humiliated—though my heart was still pounding with a fuzzy excitement that seemed to make no sense under the circumstances.

  “Want to do one last fun thing before I go?” she said.

  “What’s that?” I asked.

  She looked around, as if to make sure no one was watching. Then she motioned towards my bed. “Lay on your back.”

  I didn’t question her. I felt intimidated in her presence, as if she controlled me. And in a weird way, she did control me. She told me to move my hands to my sides, so I did. Then she stood at the foot of my bed and fished her cock out from her fresh pair of panties. She started jerking herself with quick flicks of the wrist.

  “W—What are you doing?” I asked.

  “I’m going to come on your cock,” she said. “Then I’m going to leave and you’re going to jerk yourself off—onto your chest. I’ll leave my phone number, so you can send me a picture of your chest, to prove that you actually did it.” She continued to tug her rod, jerking quickly. It was only a minute before her cock was hard. I watched that hand moving up and down the length of that shaft. It was mesmerizing—and the sight alone was enough to make my own cock rock-hard.

  She giggled. I looked up and saw that she was staring into my eyes. “I can tell that you want to suck me so badly,” she said. “But right now, you only get to watch.” She kept tugging. Her eyes closed suddenly and her head titled back. Her lips parted and a little whimper slipped out. And then my attention went back down to her cock, which was starting to turn a shade of red. She was jerking even faster now, squeezing her shaft tightly. Her legs were trembling and her knees were buckling. She bit down hard on her lip, and then she crouched down and leaned forward. She held the tip of her cock down, pointed right at my shaft, and then she star
ted to unload. Her hot load splashed against my cock, making my heart race and my mind spin. I watched with glowing eyes until the last bead of cum dripping out from her tip, leaving my cock covered now with a fresh smearing of warm tranny jizz.

  Morgan walked over to my desk and jotted down her phone number. Then she turned to me. “Ta-ta!” she said with a cute wave. She opened my door and slipped out. I wanted to jump up and lock my door, but I knew that the cum would all drip off if I got up. I had to follow her rules: I had to jerk myself off white her cum was still coating my cock. So I grabbed my slick, warm erection and I started to pump. I felt her white goo squishing between my fingers. I felt it sliding underneath my foreskin when I pulled up, and then after a few pumps, I felt it dripping down my swollen ball sack. It was an incredible feeling—by far the best masturbation session I’d ever had in my life. Apparently warm cum was much more fun to use than lubricant or even spit. I even loved the way it smelled—

  I came quickly, after just a dozen pumps. I coated my chest with my own warm load as my body trembled and shuddered. Then I remained still for a few minutes while I let that cum dry and harden a little bit, so that it wouldn’t roll off when I rolled over to grab my phone to snap a picture.

  “Hot,” she replied just twenty seconds after I sent the photo. “We’ll play some more games when I’m back next weekend.”

  A big smile crossed my face. I thought for a moment of a good reply, and then I remembered that she was friends with my sister, and she seemed like the type of girl that might get a kick out of sharing a picture like the one that I sent her. “Please just don’t tell anyone about us,” I replied. “Let’s just keep this a secret.”

  This time she didn’t reply quite so quickly. It was almost an hour later when she simply wrote. “Okay.” I had a feeling that I hurt her feelings—but what else was I supposed to do? I couldn’t let my sister find out that I fucked a T-girl. I couldn’t risk having all of my friends find out about our secret little romp. I didn’t need any more humiliation.