Womanized

by Nikki Crescent

  By the end of the three-hour train ride, I was tipsy, and feeling a little bit motion sick. Liquor and motion weren’t a great combination for me. The girls invited me out to a bar with them, so I went along. I was excited to see that all of the waitresses at the bar were blonde and beautiful and dressed in dirndls. It was only 2:00 PM, but there was already a large crowd of mostly drunk people. The girls introduced me to more of their friends and we had more shots. They were better at handling their liquor than me. It was only 4:00 PM when I found myself in the bathroom throwing up. A very large man gave me a firm pat on the back and said, “I can tell that you aren’t German,” in a thick German accent.

  “What gave it away?” I asked, wiping a bit of puke off the side of my face. He pulled me up to my feet.

  “If you’re going to spend time in Germany, you need to have a thicker stomach. The trick is a careful mixture of Russian vodka and Irish whiskey.” He handed me a glass that was already filled with his disgusting mixture of hard alcohol. “Go ahead. It will help,” he said. So I took a long sip. And strangely, it did help with the nausea, though it made me drunker. It was 6:00 PM when I stumbled away from the party, into the streets that were even less familiar to me than the streets of Amsterdam. All of the signs were in German and I didn’t know the German word for ‘hostel’. I was too shy to ask the straight-faced locals, so I just mindlessly wandered the streets, hoping a bit of the fate that Tracy believed in would guide me to the correct place.

  I had a laugh while thinking about Tracy’s silly belief in some spiritual hand that shepherds the whole of humanity, and then I got a taste of it. As I came around the corner, I saw a familiar face standing outside of a building. It was Lexi, with her long brown hair tied into a pair of adorable braids. She was looking through her purse, wearing a little skirt that hardly covered her perfect ass. She looked up at me and then smiled. “Pete!” she called out.

  My heart stuttered. I was a bit freaked out, having just been mocking Tracy’s belief in a thing called fate. This certainly seemed like fate slapping me in the face. “Lexi,” I said. “What are you doing here?” I asked.

  “I got on a train this morning. My friend from Paris told me to check it out. She said it’s one of her favourite cities. So this was the first train leaving from Amsterdam, huh?”

  “Yeah, this was it,” I said, forcing a smile and nodding my head. I couldn’t believe I was seeing her again, hours away from where I’d left her. I could feel my cheeks burning warm. I’d abandoned her in that hostel room, in a rude sort of way. I left with little more than a goodbye, as if I’d just used her like some scummy player. Maybe this encounter now was the universe punishing me, forcing me to face my guilt. Maybe the universe would never let me forget our little romp.

  “Well I was just about to get a room. Want to split one and save a few bucks? The rooms here aren’t cheap—sixty bucks a night.”

  I looked up and saw the word ‘HERBERGE’ above the front door. I assumed that was the word for hostel. She was right—sixty bucks was a lot for a night in a hostel, and I didn’t know where another hostel was. And now, as I stood before her, I kind of liked the idea of sharing a bed again. The blowjob was nice and maybe I could get another one. It’s not like I would regret the second blowjob anymore than I was already regretting the first.

  Though maybe I would regret it if we went any further than just a blowjob. Perhaps this was my opportunity to tell her that I was already staying at another hostel. I could go around the streets and find another sign that read ‘HERBERGE’ somewhere, surely. But I caved to my impulses. “Sure, that sounds fine,” I said. I don’t know why I went along with it. Maybe I thought that she would think that I wasn’t such a bad person after all if I agreed to spend another night with her. Or maybe she never thought that I was a bad person to begin with. Maybe I was just dwelling too deeply in my own head.

  We went inside. I kept a bit of distance as I followed her, but even with a bit of distance I couldn’t help but notice she was wearing a different perfume, that was just as delectable. She smelled a bit like chocolate, and a bit like fresh cedar. I caught a bit of shine off of her legs, as if they were freshly waxed. She may not have been a biological girl, but she was girlier than any girl I knew. She went to the counter and rang the bell. A short woman came out. “Hello,” she said. “Can we get a room for the two of us?”

  The woman looked at me. “One bed or two?” she asked. And then she kept looking at me. I wondered if the short woman could tell that Lexi wasn’t the real deal like the man at the last hostel could. Was that why she was staring at me? Or was she just the staring type?

  “Whatever’s cheapest,” Lexi said.

  “Here’s the key. That’ll be forty euros.” Lexi handed the woman the money, and then we went up to the room that matched the tag on the key. It was another small room with another small bed—but not nearly as small as the beds we slept on in Amsterdam. And this room had a window, which was a nice touch.

  “I don’t know about you, but I’m super tired,” Lexi said. “I’m probably going to go straight to bed. I know it’s still early—don’t worry about waking me up if you want to go out and come back. I’m a heavy sleeper.” She smiled at me as she dug her little cotton shorts out from her bag. I suddenly remembered out quick little romp in vivid detail. I remembered the softness of her lips and the sensual way she rubbed her fingers up and down the length of my shaft. I took a deep breath.

  “I’m pretty tired too. Do you care which side of the bed you sleep on?”

  “Not at all,” she said.

  “Well, feel free to pick whichever side you want, because I don’t care either,” I said. She got changed in the room with me, slipping those shorts up under her skirt, and then turning her back to me before slipping out from her top. But this time I had the window reflection to show me her bare chest. She had small tits, but they were nice—perfect for her small frame. Her nipples pointed up slightly, and I’m not sure why that made me so aroused. I bit down on the edge of my tongue as I watched her crawl down onto the bed, flattening out the pink blanket she was now bringing from city to city. She curved her back down as she pushed the corners of the blanket over the edges of the bed, and then I just couldn’t take any more. I got onto the bed, behind her, and I put my hands on her hips, cradling her ass close to my crotch. She became still, keeping her back curved downwards like a stretching cat. I reached my hands up her sides and then back down again. She wasn’t stopping me. I was sure that she wanted it. She wouldn’t have been putting on such a sensual show if she didn’t want it.

  She slowly looked back over her shoulder at me. Her eyes looked heavy and her cheeks were as pink as her blanket. “What are you doing?” she asked with a gentle voice.

  “I don’t know,” I said. And then I took the waistband of her cotton shorts and began to tug the little bottoms down her legs, exposing the red of her lace panties. I ran the tip of my thumb over her butt crack as my heart began to stutter and rumble. I knew I was technically feeling a man’s ass crack, but my brain didn’t seem to care in the moment. Maybe I was still drunk. Maybe it was that whiskey and vodka combination, wreaking havoc of my sensibilities. I took another long, deep breath. My skin felt warm and my face was probably dark red.

  I took those panties and began to pull them down. From my angle, I couldn’t see if there was anything dangling with the panties gone. But her thighs were pressed close together, so I probably wouldn’t have been able to see from down below either. I stretched her cheeks wide, exposing her supposedly virgin hole. And it certainly appeared untouched: tight and smooth. I ran the tip of my thumb over it and watched as it puckered in response. “Please be gentle,” she said with that whimper of a voice.

  I tugged down my pants and boxers, letting my erection flip up. I was tall and thick and throbbing, already ready for penetration. But I knew I could still stop myself. I knew that I was just drunk and caving to an insane urge. I didn’t have to fuck this tranny in the ass. I c
ould still live a life knowing I’d only ever had sex with proper women. But how could I say no to that tight hole? I’d always wanted to fuck a chick in the ass, and now I was being given the chance. I reached around and let her suck on the tip of my thumb as I gently rubbed my cock between her perky butt cheeks. I brought that thumb back around and gently pressed it into her hole. That hole was incredibly tight for my thumb—how was I ever going to get my cock in there? I gently sodomized her with my thumb. She moaned gently, clenching her tight anus over and over.

  I spat into my hand and rubbed the saliva down the length of my rod. I was ready to fuck her. But first, I needed to get the angle just right. I started by repositioning her, pushing her knees apart so that she would be just a little bit lower, in line with my cock. As she spread her legs, her package fell down. I only caught a quick glimpse before I shimmied myself forward, but the quick glimpse was all I needed: she had a package. She had a ball sack and a long, dangling cock. Her feminine guise was suddenly shattered in my mind. I was about to fuck a biological male in the ass—and I wasn’t stopping myself.

  My skin felt suddenly cold. I was tingling all over and my gut was turning—though I wasn’t sure if it was dread or the beginning of a bad hangover. I tried to ignore the discomfort and I pressed the tip of my cock against her tight hole. “It’s tight,” I said.

  She didn’t reply. She had her head down and she was probably focussing on controlling her breathing, hoping her first time wouldn’t be embarrassing. I spread her cheeks against and started to push. She took the first two inches easily, then she clenched with a loud gasp. “Are you okay?” I asked.

  She nodded her head. “You’re really big,” she said. “Bigger than my toy.”

  “I’ll go slow,” I said.

  “Okay,” she said through clenched teeth. I kept pushing. She let a few more little gasps slip, clenching periodically, but she was doing a great job of taking it. I watched as my cock disappeared into her asshole. I actually liked the feeling of her clenching her anal muscles against my dick. I even pushed an inch in quickly to make her clench, so I could revel for a moment in that awesome sensation.

  “Fuck, it feels so good,” I said. It was so warm and tight and perfect. I wasn’t even completely inside of her. I had a feeling I wasn’t going to get completely inside of her, seeing as she was already squirming with just half of my cock in her asshole. So I gently started to pull out, so I could push myself back in. I would fuck her with half my cock—that was fine—more than enough to get off. I held her hips tight, feeling her hips bones on my fingers and her soft tush with my palms. After a few thrusts, I noticed that I was sinking deeper and deeper. Maybe I would get my whole cock into her after all.

  It felt good—amazing, even. Her asshole was so much tighter than Tracy’s pussy. How had I gone so long without ever fucking a chick in the ass? Why was I so hesitant to stick it in her? I looked over at the window, which was reflecting our image back at us. But in that window, I could see way more than I bargained for. I could see between her legs: her stiff erection bobbing up and down as I pushed my cock in and out of her. Apparently she was enjoying it too, and I wasn’t sure how to feel about that.

  I tried not to look at that cock, but it was hard to look away from. It was so unusual and so out of place, but the way it bobbed was so mesmerizing.

  She carefully repositioned her arms so that she was bearing all of her weight on one hand. Then she used her other hand to reach down, curling her fingers around her shaft. She began to subtle jerk herself off. She probably thought that I wouldn’t notice. She must not have realized that I could see everything in the reflection of the window. And for some reason, I still wasn’t looking away. I couldn’t look away. The sight of that bobbing cock was making me even harder. My cock was so hard, it was starting to hurt a little bit.

  Then I watched as she tensed her fingers around that shaft. Her body trembled and then streams of cum started to blast out, onto her pink blanket. “Oh fuck,” she groaned. I had to watch. I watched as every single blast of cum shot out from that sissy cock. She even cupped one shot in her hand and spread it down the length of her cock, like a total whore.

  My body convulsed and succumbed to the pleasure. I unloaded deep inside of her asshole. She squirmed and groaned as I filled her up. Then I pulled back to watch as my creampie oozed out of her, dribbling down her ball sack before dripping on that pink blanket below.

  I took a deep breath. Why was I still staring? Why was I not completely disgusted?

  Maybe I wasn’t disgusted. Maybe I was discovering that I had a bit of a fetish I never knew about. But I knew that no one else could ever know. Lexi was going to have to remain my secret. No one could ever know that I filled a tranny tush with a massive, hot load. No one could ever know that I watched a tranny’s stiff erection coat a blanket with streamers of jizz.

  CHAPTER VI

  In the morning, she asked for my phone number. I was hesitant to give it to her. I knew that giving her my number was opening the door to some serious risks. My phone number was linked with all of my social media pages, so it would only be a matter of time before she added me. And my friends would see her pop up as my new friend. Tracy would see her pop up, too. And would people be able to tell from her pictures that she wasn’t really a woman? Would they assume she was a romp I met while abroad, or just a friend?

  We went our separate ways for the day, even though she invited me to check out a music museum she was going to. I kind of wanted to go, but I was terrified of being seen out with her. I didn’t want people to think that we were together, the way the guy at the hostel thought we were together. I knew that I didn’t know anyone in Cologne, or anyone on the continent for that matter, but I still didn’t like the idea of people passing judgement on me. So instead, I decided to casually tour the streets. Once again, I ended up in a few bars, drinking with locals. The alcohol helped my hangover, which was nice. Then I found myself in the middle of a food festival, having delicious homemade schnitzels shoved in my face. One girl held up a bratwurst and said, “Would you like to try?” I looked down at it and immediately pictured Lexi’s erect cock, bobbing up and down between her legs. My heart stuttered and I passed on the offer.

  Lexi’s masculine reality was like a plague in my brain. I couldn’t seem to think of anything else. I tried to distract myself by admiring all of the beautiful women in their tight dirndls, but I couldn’t stop wondering if any of them were like Lexi—with a secret package hanging between their plump thighs. One girl walked past me wearing that familiar perfume that smelled like chocolate and cedar. That smelled seemed to cling on me for the next hour, constantly making me think of that beautiful tight hole that did such an amazing job of getting me to come.

  It wasn’t even 4:00 PM and I was already looking forward to bedtime, so that I could get back under the covers with Lexi, so that we could carry on our dirty little secret. I just hoped that she would be down to fuck again. I sent her a text message. “How was the museum?” I asked.

  “It was fun,” she replied quickly. “What have you been up to all day?”

  “I wandered around a bit and now I’m at this food festival on this busy street.”

  “No way! I’m at the same festival. Where are you?”

  My heart stuttered. I’d made a point that day of avoiding her, and now all of that effort was for nothing. I looked around the dense crowd. I saw a street sign that read ‘KREFELDER’. “I don’t really know,” I said, hoping that we could continue avoiding one another while in public.

  But again, my efforts were for nothing. “Wait. I think I see you! Hold on.” I looked around, but couldn’t see her. Maybe she was mistaken. Maybe this was my chance to slip out from the festival, so that I wouldn’t have to risk being seen with her. I turned around to make my way to the edge of the festivities, and then I bumped into her.

  I immediately felt the satin of her pink outfit: a tight dirndl that perfectly matched the event. She had her hair still tie
d in those adorable braids, and her small tits were being held up gracefully, showing off as much cleavage as she could without showing off everything. “How do I look?” she asked, doing a cute spin. She let one of her cute giggles slip as well.

  “You look great,” I said, feeling my face turning red. I looked around, expecting to see many faces staring at us. But everyone seemed occupied with the food and the beer.

  “I got this for ten euros. Not bad, huh? Though I’m not sure how I’m going to get it home. I might need to buy a bigger bag.”

  “You can always wear it home,” I said. She gave me a playful shove. Out of the corner of my eye, I noticed a group of people looking our way. I tried not to look over at them. I found myself carefully looking at Lexi while she was looking away, trying to track down a couple of beers for us to drink. I looked at her throat to see how obvious her Adam’s apple was, and I looked at her face, to see if her facial features were clearly masculine. She looked feminine to me, but she’d always looked feminine to me. I was never able to see what the man at that Amsterdam hostel saw. And I couldn’t see what the guys looking over at Lexi now saw—but I could tell that they saw it. One of the guys nudged the others and they all giggled.

  Was it Lexi’s frame? Could they hear her voice from where they were standing? Her voice wasn’t perfect, though I still couldn’t understand how people could tell from just a few words. Maybe I was tranny-blind—like being colour blind, but to trans features. Maybe I’d come into contact with many traps in my life, and I’d always been oblivious.

  “I can’t see any servers around,” Lexi said.

  “It’s fine. Don’t worry about it. Let’s just get out of here,” I said.

  “But it’s still early,” she said. She gave me a strange look, which I did my best to ignore. “The party is just starting here.” She was using a loud voice so that she could be heard over the loudening crowd. And that loud voice was just stealing more attention. More guys were looking our way now. I’m pretty sure I heard more giggling, and I’m pretty sure it was at my expense. I was the guy who was courting the trap. I was the guy who couldn’t find an actual girl to travel the continent with. I couldn’t stand the judgement. I needed to get out of there.