Smut Book

You're the devil in disguise

Male x Shemale

Warnings: Mention of anal plug

This story was a request from a friend. I hope you all enjoy it!

It was about fucking time I get laid. Weeks of late-night shifts at the fire brigade, helping family move and trying to get as much sleep back, as possible. Fapping off wasn't scratching that damn itch and today I finally had enough. I dressed up a bit, put on cologne and took a bit of saved up money with me. My buddies had invited me on a bar hopping trip and I had quite some fun getting into this again. At the beginning I felt utterly out of place. The women in the bars were easy on the eyes and eager to get closer acquainted, but somehow, I didn't find the right one. There was a blonde who literally bumped into me and slurred a "Wanna fuck?" my way. But I didn't want someone completely out of it and I hurriedly found her friend to take care of her. Afterwards we changed bars. There was a group of brunettes that eyed me suggestively. Yet when I took a closer look, I just couldn't ask them. There was something about them, that didn't spark my interest. On our way to the 3rd bar, I was close to going home, but my buddies convinced me to try this last one. I stood at the bar, beer in hand, inspecting the crowd, but nobody stood out. It was shabby and old, with a few broken chairs standing to the side and the barkeeper looking older than my great grandfather. That was why I couldn't understand how a beauty like her could stumble into this place. The woman nearly everyone looked at, was built like a sex goddess. Her boobs filled her generous neckline out perfectly. Melons, that would be a fitting description of them. Her body was formed like an hourglass, with wide hips and a tantalizing round and plumb ass. Her tanned skin shone under the dim light of the entrance. Her full lips opened to a gasp and her dark eyes seemed to focus on something. The only decency she had about her was the flowy red sundress she wore, that ended right above her knees. She held everyone's attention, even after she started to move again...right in my direction. She stopped right next to me, greeting the bartender with a familiarity that showed she was here often. "The usual please, Mr. Hernandes." Her voice was smooth, with a sultry undertone to it. If this was the way she always spoke, then I feared for any male colleague she had. The bartender smiled happily, nodding at her and setting a fruity cocktail in front of her. She greedily took it and downed about half of it before sighing contently and focusing on me. Only now did I notice that I was staring. "I'm sorry." I hastily said and turned my gaze away. She giggled and sat her plump butt on the barstool. "Hi, my name is Y/N. You're a new face around here. Why did you end up in this run-down place?" she was completely focused on me and it was making my heart beat faster. I extended my hand and introduced myself. "I'm Kev and well, those dumbasses over there are my buddies and they dragged me along. I originally wanted to go home after the last bar...but I'm glad I didn't." Blessed be the liquid courage cursing through my veins, because Y/N gifted me with the most gut wrenching, most beautiful smile I ever saw in my life. "I like you!" she exclaimed. What followed was a long conversation with a lot of laughter and a lot more alcohol. I was on cloud 9 by the time Mr. Hernandes told us he was closing up. My buddies had long gone home, but I couldn't leave. Y/N was like a Venus trap, coaxing me in with her tantalizing body and sweet nature. And the more I stayed with her, the harder my dick got. How was a man to survive this woman? Better question yet, how did I get her to come with me and make me the happiest man on earth? As we stood outside, she leaned into me. "Did you drive here?" she asked me and I nodded. "Do you live near here?" and I shook my head. With her near, I forgot how to talk. "That's not good. I've decided, that you will stay at my place. You will definitely not drive and definitely not sleep outside. Come along now!" she grabbed my arm, hooked hers inside and led me down the road. What a lucky guy I was.

"Welcome to my humble abode, Kev! This is the kitchen, down the hall is the bathroom and this is my Livingroom!" she giggled, showing me her home. It was a nice place, filled with little trinkets and decorations that made the place homely. While I wandered through the rooms, she had vanished in the last room left. Her bedroom was the biggest room, with a huge king-sized bed sitting in the middle with a couch, bookshelves and a video station to the left. I was lost in thought for a second, so I didn't notice Y/N standing so close to me. "Keeeev." She singsonged. My focus was back on her in mere seconds. "Yes?" she looked up at me, his eyes hooded. "I want to cuddle." That was not what I was expecting. But I agreed. She pulled me onto the bed and we laid down. It was amazing holding her. My brain thought so too, so did my cock. But my weeks of sleeplessness caught up to me faster than I wanted and I dozed off. My mind started back up, when I heard a slurping sound, accompanied by the most heavenly sensation on my cock. My eyes snapped open. A gorgeous view greeted me. Y/N had my dick in her mouth, slurping and lapping at my head. I groaned in bliss and grabbed her head. I felt her jump under my touch, but didn't stop, rather starting to suck me even harder. "You're great at that! Yes! Come on, take me even deeper!" She expertly licked my shaft, bobbing up and down, reaching deeper down with every move. My balls being blue from sexlessness, I felt my release coming up fast. Gripping her head tighter, I shove her head further down. She gagged and bobbed in place. "Relax your throat, baby girl. Take me into your throat." With a deep inhale, she let loose and I felt myself slip into the depths of her throat. She gagged again and that was my doom. The movement of her tight throat stimulated my head and I came. I heard her swallow hurriedly and fast, trying to keep up with the cum flowing out of my cock. After, what felt like an eternity, I let go of her head. She slowly rose from my cock. Saliva, drool and a bit of my cum stick to her lips, slowly dripping down her outstretched tongue. It was a heavenly view. "That was a great way to wake up." I state, panting myself. She smiled, fluttering her eyelashes. "I'm sorry I started without you. I just couldn't stay away when this guy was poking me the entire time." She jerked my still rock-hard cock. I hissed, feeling sensitive. "Maybe I could continue to help with this?" she asked, fondling my balls. How did she know all my weak spots. "No sane man would say no to that!" I declare and jump from the bed. I throw my clothes to the side, ready to prove to this godsend woman that I could pleasure her too, when she let her dress fall to the floor. My gaze wracks over her full breasts and her fat ass until she turned around and I see a huge bulge in her panties. Panic filled me. What the hell! Y/N didn't even notice that I froze in shock, pulling down her panties. Her dick sprang free, bobbing tauntingly in my direction. She had a dick! That beautiful definition of a woman had a dick! She – no – He- she-it had a dick! And gave me the best blowjob in the world! She finally noticed me not moving and turned entirely my way. "Kev, everything alright?" she followed my gaze and sighed. "Seriously? Is this so shocking to you?" Of course it is, I want to scream. Who would think a woman has a dick hiding under her dress? "You- You- You have..." "A penis. A cock, dick, dingdong, shlong, member or whatever you call it. Yes, I have one. Is this a turnoff for you?" she wasn't angry, nor rude. She seemed a bit...sad. "I don't know." I admit. Besides the penis surprise, was this an amazing night? Hell yes! Y/N was funny, charismatic and damn sexy. Even with a dick swinging between her legs, she was gorgeous. "If I may boast a bit, I can be better than most girls out there. I know what men like, where the special spots are and I am open to a lot. But if this is too much, I understand. Sorry for not letting you know before...everything." My mind was still doing backflips, but I honestly didn't want to leave. "May I touch you?" Y/N looked as surprised by my request as I felt. But she stepped closer nevertheless. My hand reached out to her member. It was hard and precum was already leaking from the tip. I jerked it a few times. Y/N groaned and leaned into my touch. She stumbled and gripped onto my arms to stay steady. Spurred on by the noises she made, I jerked faster, trying to form a vice she could thrust into. Her hips moved on their own until she shuddered and pushed away. I let go of her and we just looked at each other. "Do you...Shall I show you my tight hole? Do you wanna fuck me?" she challenges with a grin and gone are all my doubts. I went with the woman, not with her body. And I loved doing it anally anyway. I stepped to her again and pulled her into me. I leaned down and kissed her. My tongue entering her mouth with ease. "Show me that tight hole you little slut." She grinned, turned around and leaned forward, putting her hands on the bed. I had the full view of her backside and to my delight, she had a heart-shaped butt plug in her hole. "What a nice surprise we have here." I trace around the toy, softly pulling at it. Y/N shuddered and wiggled her butt. Gently I pulled it out. The toy was on the bigger side, so her hole was a bit gaping. But I liked that. I didn't pride myself too much, but I had quite a bit of girth and I would hate to hurt her. "Wait a second. I need to get the lube." She stated, hurrying to her bedside table. She pulled out a big tube and handed it to me. "Enjoy yourself, big guy." She chuckled, returning to her former position. I squirted a bit on my fingers and on her hole. I covered my fingers in the lube and circled her hole. Slowly I inserted my digits into her hole, starting to finger fuck her, getting faster with every moan she offered. Soon I couldn't take it anymore and lubed my dick up. Pumping myself a few times, I push my head in. "Fucking hell! You're so tight Y/N!" I groaned. I wasn't even entirely in yet, and it was already tight. Further and further, I slipped in until I was finally seated inside her hole. I let her get used to me. She did quite fast, moving herself on my dick. "I'd love to do you slowly and passionately, but I've been yearning for someone to fuck that I can't control myself." She giggled and began pushing herself back faster. That was the only sign I needed. I gripped her hips tightly and began a bruising pace, thrusting into her as fast as I could. She screamed and moaned ludly, chanting for me to fuck her more. My balls were slapping against hers, giving a strange but pleasurable sensation. Before I knew it, my balls pumped another load of cum up, filling Y/N's tight asshole. She moaned, letting me ride out my high and then slipping off me. "That was amazing!" she smiled at me, kissing me and then bending over to get her dress. "What are you doing?" I asked confused. She seemed confused as well. "I'm getting dressed." She stated like it was the most normal thing in the world. "No, you're not. You haven't come yet." With that I pull her over again, pushing her onto the bed. She settled on her bed; legs spread. "You wanna go again?" "Oh, I can go on for another round. But you still need to orgasm. I won't let you go without it." A blush tainted her cheeks, that was replaced by a loud moan when I pushed into her again. She was still so tight. I began my brutal rhythm from before again. This position was even better as I could see her face and her boobs. Those 2 bobbed rhythmically with my every thrust. Her face contorted in a tapestry of bliss and when I gripped her cock, jerking her off while inside her, her eyes were rolling back. She looked angelic and sexy this way, completely dazed. I felt her getting tighter, her cock swelling. "Come for me you wonder of a woman!" And she did. She clamped down on my cock, forcing me to come, while her cock throbbed and shot white ropes of cum over her boobs and face. I stilled inside her, relishing in the view in front of me. Y/N looked like a happy sex goddess. Tired, cummed out and dazed. "That was amazing..." she softly whispered. I chuckled, agreeing with her. I gently slip out of her. "Can you walk?" she shakes her head, still laying unmoved. So, I picked her up and carried her to the bathroom, sitting her on the toilet. "Where are your wash cloths?" she points to a closet and I get one out. I wet it and wipe her makeup off. Then when she is done on the toilet, I wipe my cum away. After finishing up, I follow her to the bedroom. She made a beeline to the right. Y/N started rummaging through a big dresser, pulling out oversized shirts and shorts. "Hah! I knew he left them here! That damn cousin of mine!" she yelled triumphantly, putting the stuff into my arms. Thankful, I dressed in them. Y/N dressed herself in a flowy nightdress. We both laid down and cuddled up. "How did you like it?" her voice was soft, but I could hear the concern in it. "This was a new experience. But I liked it. You were amazing and...I wouldn't mind doing it with you again." I felt her giggle against me. But the heavy talk we saved for the next morning. Right now, we were both too tired for anything but sleep. This was a great night, because I met my devil in disguise.