Womanized

by Nikki Crescent

  “Which side do you want?” she asked as she stood next to the bed.

  I shrugged my shoulders, smiling with lots of teeth. “Whichever.”

  “I’ve got a small bladder, so I’ll take the side closer to the door, if that’s okay. That way I can get up without waking you up.”

  “Sounds good,” I said, nodding my head.

  And now she was just standing and staring at me, as if she was waiting for me to do something. “Well?” She said. “I can’t really get in until you’re in.”

  I nodded my head quickly. “Right.” I went to my bag and opened it up to find a pair of sweatpants to sleep in, so I didn’t have to go to sleep in my shorts. I didn’t want our bare legs rubbing together. But I didn’t pack any sweatpants. I only had my shorts and a pair of jeans—and the other option was to sleep in my boxers, which I would have preferred to do; but of course I wasn’t going to do that. But what the hell was I going to do? What options did I have?

  I stepped towards the bed. I took a deep breath, and then I slipped onto the mattress. I squished my body as much as possible against that cold wall and then I watched as she lowered herself down to lay next to me. I was on my back. I knew I would take up less room on my side, but I didn’t want to have my face pressed against that cement wall, and I didn’t want to have my front pressed up against a tranny. “Any way you can move back just a little bit?” she asked.

  “Um,” I said. And then I caved to the pressure. I rolled onto my side, facing her, and she got snuggled in. I could smell that amazing perfume, which now gave me a slight headache. It was confusing—no man should smell like that. And no man should have skin as soft as hers. No matter how I positioned my legs, our legs were touching. I didn’t know where to put my arms. I had one awkwardly underneath me and the other awkwardly balanced on top of my torso. I couldn’t let my body relax, or that arm could fall forward, onto her. I couldn’t give her the wrong idea. I couldn’t have her or anyone think that I was interested in t-girls—I was just going to have to live with the fact that there was one man, down in the lobby, who thought that I was some weirdo.

  “Shoot. I forgot to hit the light,” she said. She stood up. And from down below, I could see up her tiny cotton shorts. I could see her perfectly round bum cheeks bounce as she quickly hopped towards that light switch. “Oh, and I almost forgot my water bottle,” she said as she suddenly bent over to reach into her bag. Her shorts rode up, exposing more of that smooth skin on her ass. I could even see the red tinge of her lacy thong. I could just make out the bulge that was likely her ball sack. I looked down quickly, at her legs. Her legs seemed safe to stare at. They were smooth and shiny and feminine. There was nothing gay about staring at those legs—except for the fact I was staring at the legs of a man. But where else was I supposed to stare?

  As she turned around, I darted my gaze away, up at the bland cement ceiling. I could feel that my face was red. I started wondering how the guy down in the lobby knew she was a trap. Was it obvious? Was I just a special case of oblivious? I mean—she looked like a woman. She had narrow shoulders and a cute face and perky breasts—which I knew were real because I’d felt them. And her bum—no man has a bum like hers, or legs like hers. She wasn’t wearing a wig; her hair was real and soft and it smelled great. So what exactly was so obvious about her? Was it her voice? Now that I knew, it seemed a little bit masculine, but still far from obvious. Or maybe my brain was just trying to protect my ego. Maybe she was horribly masculine and my imagination was working overdrive to protect me.

  She got back into the bed, squishing her body back against me. We had a blanket now—one that she picked up at the store. It was pink and soft, and it already smelled like her. I had a feeling that floral scent would be stuck on me for at least a few days, reminding me that I’d slept two nights in a row with a shemale.

  I tried one last time to think of how I could get out of this awkward situation, but I could think of nothing. So I decided the best thing to do would be to fall asleep and hope that the morning came quickly, so I could get out. I could tell her that I was off for another city, and then I could go find another hostel. Or maybe I could just take off for another city. I’d already taken in a few sights; I could always swing back around Amsterdam on my way back to Canada. I closed my eyes and tried to clear my mind so that sleep would come faster. I refused to let any thoughts into my brain: just quiet and black.

  CHAPTER IV

  Sleep came quickly, and then it ended quickly, thanks to a terrible nightmare. In my nightmare, I was on my phone, on the Tinder app. I was swiping right on girl after girl. Every girl was strangely beautiful. And then my phone dinged as I got a match with one of the beautiful women. I was excited to see that she had already sent me a message. I read it quickly. “What are you doing on this app you old creep?” the girl asked. And a moment later, my phone died. I was suddenly staring at a black screen, which was reflecting my own image back at me. I was old—with wrinkles all over my face. My heart was suddenly throbbing. I was suddenly hyper aware of the fact that I was alone, and that I would be alone for the rest of my life. I looked out the window and saw Tracy, still young, hand-in-hand with her Swedish lover. Why did she get to be happy and I didn’t? When I looked away from the window, I was in a hospital room. There were tubes attached to me. The doctor came in to tell me, “It won’t be long now.” I was all alone, about to die with no one around me.

  And then Lexi woke me up. “Are you okay? You’re yelling,” she said.

  “I am?” I asked.

  “Well you aren’t now. You were. Did you have a nightmare?”

  I couldn’t quite see her in that room, even though our bodies were squashed together. I could just make out the silhouette of her head, and I could smell that floral perfume. “I guess so,” I said. My heart was still pounding and my stomach was still filled with dread. I didn’t want to die alone. It was quite possibly my worst nightmare. It was certainly the worst nightmare I’d had in recent memory.

  Lexi rolled over to face me. I could barely make out the smile on her face. “It’s okay,” she said. “It was just a nightmare. Want to tell me about it?”

  “I don’t really remember it,” I lied. I didn’t want to get into it. I didn’t want to start spilling my guts about my biggest fears.

  “Well it’s over now. Now, while you’re falling back asleep, try not to think about it, or you’ll end up back in the nightmare. Try to think of something happy and exciting. Maybe think about a girl you like. Then you’ll have a happy dream.”

  I tried to think of anything but that sterile, dark deathbed from my nightmare. But no other thoughts came to my mind. I took a deep breath. It didn’t seem to matter what I tried to think about. I was wide-awake now. My sleep was ruined. “What time is it?” I asked.

  “It’s only midnight,” she said.

  “Why are you up? Did I wake you?”

  “No. I can’t sleep.”

  “Why not?” I asked.

  “I don’t know. Just a lot on my mind, I guess.” She was staring into my eyes now, still with that little smile on her face. And in that moment, I felt strangely comfortable. At least I wasn’t alone. At least there was someone there who cared enough to wake me up from a terrible nightmare.

  That nightmare was long gone from my mind. Now, I had a new set of thoughts spinning through my brain. The way she was looking at me—I couldn’t help but think that she was half-hoping that I would make some sort of move. The thought of making a move on a trap was gut turning, but I was in a different country. If I left Amsterdam in the morning, I would never see her again. She didn’t even know my name. As far as she knew, I gave her a fake name. No one would ever know that I kissed a trap if I leaned forward and kissed her on the lips. Only I would know. But why would I want to? Why was I even thinking about it, let alone considering it? Did I find her attractive? I had to admit that she was very attractive. Before I knew that she was a biological male, I was practically fawning over her. Even afte
r I found out, I was still ogling her ass when she bounced over to turn off the light.

  “What are you thinking about?” she asked with a soft, gentle voice.

  “Do you ever worry about regrets?” I asked.

  “I only ever worry about regretting things I don’t do—never the things I do.”

  And then I leaned forward and kissed her. My heart was pounding and my mind was a spinning mess. I had no idea why I was doing it. Maybe I was still half-asleep. Maybe my mind hadn’t fully woken up yet. Maybe I was just so afraid of being alone that I needed to feel like I had something, just in case the end of my life came in the next few hours. I was shocked when she kissed back.

  At least she had soft lips. They were plump and full—fuller than Tracy’s lips, which was nice. She knew how to work her tongue better too, wrapping it gently around mine as her arm slipped over my body. I reached around and cupped that perfect tush, squeezing it gently, making my heart race even faster. My body was trembling slightly. I was terrified that regret would hit me hard in the morning. I’d never fucked a tranny before, and it wasn’t exactly something on my bucket list—but did that mean that I would feel guilty about it later?

  Her body was soft and tight. At least she didn’t have rough skin and body hair. It’s not like I was making out with a manly man. She was convincing—and I had to keep reminding myself about that fact. She looked and smelled and sounded (for the most part) like a lady. And she sure as hell felt like a lady. She kissed like a lady—there was no doubt about that. And now, she was reaching her hand down the front of my short, slipping her fingers under the waistband of my boxers. She got a solid grip on my cock, and she started to massage me. Her fingers were small and delicate, which was relieving, but my heart still continued to pound mercilessly against my ribcage.

  “Do you have a condom?” she asked.

  “I don’t,” I said.

  “I don’t either,” she said. “Are you clean? And be honest, because I’m totally clean.”

  “Yeah,” I said.

  “I’m kind of a virgin.”

  My heart skipped a beat. “Kind of?” I asked.

  “I’m completely a virgin,” she said, this time with a nervous laugh. “Please be gentle.” Now I was worried that I was going to die in that bed with that t-girl. My heart was pounding so fast—hearts surely aren’t supposed to pound that fast. At least I wouldn’t be dying alone—though what would my friends and family think when they found out I died in bed with a tranny?

  I took a deep breath. Her fingers had my cock erect in a matter of seconds. She was stroking now, pulling back my foreskin gently before pulling up again, over and over. It felt nice—nicer than nice. Tracy never gave me hand jobs. She didn’t like touching my cock. She always just wanted to get sex over with. She preferred the part after sex, laying next to each other in silence. One time she even had me put my cock in her and then she said, “Don’t move,” as she proceeded to meditate. It was awkward and my cock ended up turning soft inside of her. I think she fell asleep.

  But Lexi was a different story. Lexi couldn’t seem to get enough of my cock. She pulled down my shorts and sunk down beneath the pink blanket. I felt her soft lips press up to my tip, and then I felt the warm embrace of her wet mouth. She started sucking and bobbing her head. I reached down and nestled my fingers into her soft hair. I took a deep breath and tried to convince myself that there was nothing gay about what I was doing. No man can suck a cock the way Lexi was sucking mine now. She was a girl. She had girl hormones in her body and she looked like a girl—so why was I so stressed out? Maybe because I still didn’t know what was between her thighs. I still didn’t know where my unprotected cock was going to end up—in a manmade pussy or in a tight back door?

  Or maybe I wouldn’t even get that far. She was extraordinarily good at sucking cock. Euphoria was pulsing between my legs, and I had a feeling that I wasn’t going to last very long. I held her head firmly with both of my hands and I began to thrust my cock in and out of her mouth, pushing my tip down her throat. I heard her gag, but she kept sucking. I closed my eyes and took a deep breath in—and then I gave up on the idea of holding back. It felt too good. I groaned and then I pulled her head tight into my crotch. I unloaded in her mouth.

  She gasped and gagged but I didn’t let go. She tapped on my thigh, but I still held her for another few seconds. And then I realized I was probably choking her half to death, so I released her. She fell back and coughed. I threw back the covers. “Are you okay? I’m so sorry. I don’t know why I did that.” I sprung up and flicked on the light. There was cum dribbling down both of her cheeks.

  “Pass me my towel,” she said. So I reached into her bag and tossed her a towel. She used it to wipe the cum off of her face. Then she spat the rest of my load out into the towel. I guess she wasn’t a swallower.

  “Seriously—I’m so sorry. You were just—really good at that.”

  She laughed. “It’s okay. I’m glad to hear I was good. That was my first time.”

  “I don’t believe you,” I said. And then I realized how mean that sounded. “I mean—It’s not that I don’t believe you because I think you get around. I just mean that you were really good—like—too good for that to be your first time. I’m sorry I came so fast. I don’t usually come that quickly.”

  “Don’t sweat it,” she said with another cute giggle. “I’m glad you enjoyed it. Now hit that light so we can get back to bed.”

  I flicked the light and then I crawled back into the bed. Now my heart was pounding with embarrassment. I’d never come so fast in my life—and now my record holder was a tranny. I wasn’t sure how to feel about that. And I wasn’t sure if I was regretting my urge to make a move. I didn’t feel any regret yet, but my head was still spinning and unable to process much. I had a feeling I would wake up with the worst dread imaginable.

  “Good night, Pete,” she said as she snuggled herself back into me.

  “Good night, Lexi,” I said. Sleep came surprisingly quickly.

  CHAPTER V

  Lexi was already up when I woke up. She was slipping into a white floral dress. She pushed her hair back and let it fall against her exposed back. “Good morning,” I said. I immediately remembered the blowjob—and how could I forget it? It was by far the best blowjob I’d ever gotten, though I couldn’t help but wonder if it helped that she had a cock of her own to know which spots should get the most attention.

  “Good morning,” she said with a smile in her voice. She turned around to show off her dress. “How do I look?”

  “You look great,” I said.

  “I’m meeting up with a girl I met in Paris. You’re welcome to join if you’d like. She’s very nice—and she’s really pretty.”

  “I actually should be heading off today,” I said. “But thanks for the offer.”

  “Oh,” she said, suddenly sounding sad. I wondered if she thought that we were more than just temporary roommates. Maybe I gave her the wrong impression when I kissed her. Maybe she thought that we would try at a relationship. But of course I couldn’t be with her. I couldn’t bring a tranny back to Toronto with me. My friends would mock me endlessly, and my parents would probably disown me, even though they liked to act like they were all cool with the whole LGBT thing. “Where are you headed?” she asked.

  “I haven’t really decided yet. I think I’ll just go down to the train station and pick the first train heading out,” I said.

  “Well then, I guess this is goodbye,” she said, smiling. There was a bit of pain in that smile, making me feel guilty, as if I’d done something wrong. But I couldn’t help that she thought our little romp was more than it was. It was just that: a little romp—a little bit of fun to pass the time while we couldn’t sleep. It didn’t have to be anything more than that. If she wanted it to be more, she should have said something, or made it clear somehow. It wasn’t fair that I had to feel guilty.

  “I guess so,” I said. “It was nice meeting you though. Maybe I�
��ll see you around.”

  “Maybe,” she said. I sprung up and then I didn’t even bother getting changed. I just picked up my bag and then went to the door. I looked into her eyes and smiled before saying goodbye. Then, I took off, glad to be away from that terribly awkward situation. I was especially glad that we never exchanged information, or even full names. She wouldn’t be able to find me on Facebook or even send me a text message. I knew that I would quickly forget about her and the guilt that I was currently feeling. I was just happy to be moving on.

  I didn’t leave Amsterdam that day. I decided to take in a few more sights and a few more bars. I ended up finding another hostel on the other end of town. The hostel was nicer, though a bit more expensive. I got a room with three other guys who stayed up late listening to music and smoking dope. I didn’t mind. I was so tired that I ended up sleeping through most of it. When I woke up in the morning, I decided that I was done with Amsterdam, so I packed up my bag and took off for the train station.

  My original plan with Tracy was to head to Brussels after Amsterdam, but that was never a city I was excited to see. She wanted to go to the museums, but I just wanted to go to a place with fun people, so I got on a train destined for Cologne. I didn’t know anything about Cologne. I just knew that there was a group of five beautiful blondes waiting for the same train, so I figured it was a good place to go to. I got a seat just a few rows behind the girls, who were doing shots the whole way, out of a large flask they had in their bag. I ended up introducing myself and doing a couple of shots with the girls.