Date: Mon, 16 Oct 2017 19:16:02 +0000 (UTC) From: Ronald Shearing Subject: Starting with Simone Part 1 TG Starting with Simone - Part 1 Nifty / transgender / teen Legal stuff. Firstly, this story is fiction and is for mature readers only. If it is not legal to read this story in your jurisdiction, or if you are not over the age of 18, please close this page now. Secondly, if you enjoy accessing erotic literature on nifty, please donate to nifty at http://donate.nifty.org/donate.html. Without nifty we would not have such a great place to share such exciting stories. I'm working on more parts of this story. Which I'll publish on nifty once they are ready. I'm also working on trans erotic movie scripts. Any comments can be directed to the author at Ronald DOT Shearing AT yahoo DOT com. I will read all emails, and take on board suggestions that trigger my imagination. A lot of the story is already written in my head, but I could take some suggestions if they tickle my fancy. Anyway, let's start. How I got started with Simone. I guess all TV admirers started somewhere. Skin flicks. Mostly the internet. Similar minded men I talk to these days say they usually used the porn gateway. You know, moving on from straight porn to something stronger when the regular stuff loses its potency. Chicks with that little bit extra. Focusing on girl cock on the screen. Wanting to suck girl cock eventually. But for me it was an accidental introduction, in fact it was actually my first true sexual experience. I mean at 16 I'd fooled around with my first serious girlfriend, Dottie Mae, and got as far as non-consummated oral, and eating her pussy. But she didn't want to go all the way for some reason, and coming in her mouth was also off limits, so at the start of that year's summer break, we'd split up. I'd thought I'd find a girl more willing easily, but I wasn't having much luck. Zilch in fact. It was a cruel summer as far as I was concerned. I'd been hanging around at home a lot feeling sorry for myself (and jerking off profusely to porn, straight porn, on my laptop when my mom, a home maker, wasn't around) when one day mom shouted me downstairs and asked me to go over to my neighbour Mrs Blount's house to take back this funny cooking utensil thing like a pot with a chimney on it. Mom had used it to braise lamb in the Sunday before. To be fair to mom, the lamb had been delicious. I wasn't that thrilled to be honest. Mrs Blount was a single mom, and whilst she had a daughter Wendy, who was hot, she also had a son from my class in school, Simon, who I didn't really connect with. He was a little bit girly, slight of build, and was the class nerd, not really joining in with what I classed at the time 'normal teenage guy things'. And Wendy had chosen that summer for her European vacation, so she wouldn't even be home, so no possibility of even catching a glimpse of her ample rack on the off chance she was sunbathing in the back yard. I really was starving for some sex. And I was feeling it. I was asking myself, maybe I'd been too hasty to ditch Dottie Mae? "Maybe you and Simon can play video games for a while", Mom helpfully suggested. True, the Blounts had a pretty neat flat screen in their living room, I knew from previous errands when Mrs Blount let me in the house, and Simon did have an Xbox. But hanging out with Simon was not high on my list of priorities that afternoon, as off I went with this goddamn awkward terracotta chimney pot thing, which I later found out was called a Tagine. There was no answer when I rang the Blount's doorbell, so I thought rather than carrying this stupid thing back home I'd try the back porch. When I got round there was evidence somebody was in. On a drinks table on the porch there was an empty glass with some melting ice in it, and an ashtray with half a lit cigarette smouldering, red lipstick marks on both the cigarette and the rim of the glass. Was Mrs Blount in? I knew she was a smoker, so it looked like it. Maybe I was in for some hot MILF action I hopefully fantasized. The porch window entrance was half open so I took a couple of steps in and almost dropped the Tagine when suddenly I bumped straight into a cute teenage girl. Actually a very cute girl. She stopped in surprise as we collided. She was medium height with long black straight hair. She was wearing a loose crop top exposing her waist and a tight pair of hot pants. Smallish breasts it seemed. But really setting her look apart was a pair of knee length light brown vinyl boots with platform heels. Hot. She wore what looked like very skilfully applied makeup, mascara, white and blue eye shadow. Her pouty lips were painted with a deep red lipstick. I thought immediately, friend of Wendy's. Older girl, maybe 19. "Sorry", I gasped, "I didn't mean to scare you". "You look like you scared yourself", she replied, smiling at me. True, I was standing there with my mouth wide open, this was actually a very hot girl standing in front of me. She slid past me over to the table and took two deep inhales of her cigarette, before crushing it out in the ashtray. I stared from the lipstick stained butt back to this girl. "I'm Ronald", I managed to stutter out. I always used my full first name with strangers, even though at school I was known as "Ronnie". "Hi Rohhnnald", noticeable stress on Ronald, "I'm Simone", she replied, "I'm Wendy's cousin". Simone continued to smile at me. Cousin, not friend, I realised. And true enough, there was a definite family resemblance when I looked at the girl in front of me. She looked a little like Wendy, or Simon even. I trembled a bit when Simone then asked, "Want to come in for a little while? I was getting another drink anyway". "Where's Mrs Blount?" I asked. "Mo..., em, Mrs Blount's out." "Simon?" "He's not here right now". With the reply she gave me a mysterious look, reached over to the table, and lit another cigarette. "Come on inside". And with no further waiting, I followed her inside into the living room. "Put that thing over there. Sit on the couch", Simone instructed, "I'll be right back". As I sat down I leaned back and watched her perfect petite ass as she headed to the kitchen. I was starting to get hard. Soon, Simone came back, and sat down beside me. Close beside me. She had a glass of yellow liquid and ice, in one hand and an ashtray in the other. Watching the lit cigarette dangle from her lips as she arranged glass and the ashtray on the table beside the couch turned my hard-on up another notch. Fuck, it was starting to hurt as it strained against the inside of my pants. Simone was now inches away from me, and casually rested her hand on the inside of my thigh. I felt like I was about to jizz in my pants! "Ronald, you think I'm hot, right?' Simone asked. As I started to reply she leaned into me and started a long slow kiss, her tongue firmly pushing into my mouth. I responded, my cock straining even more inside my pants. I could taste her cigarette smoke on my tongue. I couldn't believe this was happening. Simone's tongue deep in my mouth, forceful, I responded and pushed my tongue back into her mouth with equal intensity. Simone pulled her lips off my mine, and stubbed out her cigarette in the ashtray beside us. Her free hand was now pawing at my crotch, and I was feeling like I was about to explode. "Your cock feels so nice," Simone purred. "Would you like me to suck it?". I started to feel breathless. This was really happening! To me! "Yes", I gasped. "OK," Simone said, "But in return I want you to fuck me! Don't dare come in my mouth when I'm mouth fucking your cock. You may feel it coming on. But, you've got to fuck me, OK? Agree?". Again I gasped, "Yes!". Simone deftly unzipped my pants, and as I looked down I noticed for the first time her deep red nails, colored to match her lipstick. I hitched my ass off of the couch to allow Simone to grab my pants down and my suddenly freed cock jerked up into the air. "Hhhmmm", Simone whispered, "I think I like this cock very much", and before I could even utter a response, her mouth closed around my cock head. Four or five thrusts into her mouth and I was in Heaven. Boy could Simone blow, much better than Dottie Mae. She was taking all of my shaft deep into her throat. Simone then withdrew my member from her gorgeous mouth. "Ronald, you promised to fuck me, remember?". It's going to happen, the only thought in my mind now, was to get this hard-on deep inside Simone. Simone pulled herself level with my face and started to kiss me again. I responded in kind, my wet cock, so wet from Simone's saliva, twitching in expectation. I'm going to lose my virginity, I'm going to actually fuck. Simone stood back up, moving away from me. I thought at first she wanted me to go to the bedroom with her. "No, Ronald, stay put. I need to get us both ready. And you need to really want to do this." Simone reached again for a cigarette, lit up, and took a deep inhale. "Damn, I smoke too much when I'm feeling hot", said Simone. She continued, "I'm going to take my hot pants off now, Ronald. But the boots are staying on", she smiled. "If you decide not to fuck me, never ever change your mind and think I'm ever putting out for you. No matter how hard you beg. It won't happen, and you can stick with bitches like Dottie Mae. Who trust me, will never satisfy you the way I can". Wait. Dottie Mae? Dottie Mae, how did Simone from out of town, I'd assumed out of town, know about Dottie Mae and me? I was confused, my head swirling, but my cock was still rock hard. And the feeling in my groin was dominating my state of mind. To me, nothing but getting to ram my cock into Simone's tight pussy mattered at that time. I saw the zipper of the hot pants being pulled down, as Simone with her cigarette dangling for her lips then latched her fingers in each side of her hot pants and pulled down. FUCK. WHAT? THE FUCK? Instead of the tight wet pussy I was expecting, out flipped a semi erect dick. No pubic hair except a thin shaven strip above the base of her shaft. What was happening? I started to say something, I was about to shout out, when Simone quickly reached over and again stuck her (his?) tongue into my mouth. I responded, I wanted to respond, I was loving this, and as we kissed my cock got even harder. I could not even start to control what was happening to me. Simone once again headed to my groin area, drew deeply on her cigarette, pouted her lips and blew a jet of smoke over my tingling glans. My cock twitched like it had a mind of its own. Once again Simone started to suck my shaft and after her head bobbed 3 or 4 more times, she finished off by withdrawing her mouth slowly, oozing a smoky trail of saliva onto my cock. Before I knew it, Simone swiftly positioned herself onto me, a brief coming together of our cocks as she adjusted her position, and with her hand on the base of my shaft, Simone expertly guided the tip of my soaking slippery cock onto the entrance to her asshole. Looking into my eyes, Simone said, "Yes, or no, Ronnie? Last chance to back out." My answer was not formed in words. I moved my ass up off of the couch and slid upwards slowly sliding the length of my dick into Simone's tight ass. Slight resistance at first, then my head just seemed to pop in and there it was, I was in. Heaven, I was in heaven. "Aah" we moaned in unison. Simone started to work her ass up and down as she took the lead, and I felt sensations hit me through my groin I had never experienced. All the time we were French kissing, the feel of Simone's tongue on mine almost as good as the feeling of her ass milking my member. Simone's dick I could feel slapping in rhythm on my belly. "I can't stop, I'm cummmming", I gasped as I started to ejaculate into Simone's tight asshole. It felt like I was shooting more cum than any time that I had ever jerked off before. Spurt after spurt. Into that perfect ass. Spasm after spasm of pleasure pulsing into the depth of my body, my cum spurting deep into Simone's body. As I came down from the buzz, Simone lightly bit my ear, and then whispered to me, "You might not like Simon, but seems you sure like Simone". Simone climbed off of me, my cock was yanked out of her ass with a slight pop. She took a slurp of her drink, stubbed out what remained of her cigarette and headed off in the direction of the bathroom. I stayed where I was on the couch, I felt like I needed to talk to Simone. Simon? Fuck I was confused. What had I just done? My first fuck. With a guy. A nerd I didn't like. But this nerd was somehow also a super hot chick. Before I could think more, Simone came back into the room, pantless, her (his? God again that confusion) semi erect cock still pointing at me. "Take a drink Ronnie", as Simone passed me the glass. I took a deep mouthful. Bitter, but it had the effect of calming me down a slight notch. Simone lit another cigarette, and then sat down beside me. "This is my secret Ronnie. I never ever felt comfortable in class, feeling the way I did. That person I am at school, it's like it's not me. I'm another person. I got in trouble here at home once when Wendy noticed I was stealing her makeup, wearing her clothes. She told mom. They even wanted to put me in therapy, but I talked them out of that, said it was a phase. Convinced them. Convincing," she giggled, "Seems, I convinced you when you walked in here, right, you couldn't wait to fuck me? You dirty little horny fuck". "Simon ...". "No, Simone. Call me Simone" she interrupted. "Simon's a nerd. Simone is a humpable, come-worthy piece of ass." What had I done? As I started to think, Simone continued. "Ronnie, I have one last thing to ask today. You enjoyed this whole thing, right? The kissing especially. You thought you were going to fuck a hot girl. But before we did the act, I showed you who I really am. And you still wanted to fuck me. Correct?". 'I, I ... ' I was stammering. My emotions were mixed. The sex had been tremendous, and even though I knew this was Simon, not Simone, the very sexy girl in front of me was still very sexually attractive to me. My cock was even starting to perk up a little. "Simon", then quickly correcting myself, "I mean Simone, I have to say I'm mixed up about this whole thing. I loved it. You were fantastic. But nobody at school will find out about this, I mean ..." "Don't worry Ronnie. It can be our secret. But I loved your cock up my ass and I want it more. Mom has a summer yoga course so I have the house to myself Mondays. I also have much sexier clothes than Wendy's summer leftovers. Mom's a real ass whore when she's at the country club on weekends, and she has some very sexy outfits. She brings guys back here all the time, sometimes two guys at once. I'm wearing one of her wigs now. She has more wigs. Ever wanted to fuck a blonde? A redhead? Anyway. You in, or are you out? I want more of your gorgeous cock". I hesitated briefly, then I murmured 'In'. As it turned out, in for life. As there started my love affair with the third sex. "Ronnie, you can feel me on your leg, right?". As we'd been talking I hadn't fully noticed this cock which wasn't my cock touching the outside of my naked thigh. Simone then stood up and put her dick next to my face, and I knew I was about to discover another new pleasure. " haven't come yet", Simone huskily said. And she stood up and edged the head of her beautiful hard she cock closer towards my mouth as I parted my lips to receive it. "No hands, Ronnie", Simone instructed, as I dutifully leaned forward and for the first time started to suck a she cock. I made like I was sucking a popsicle, a musky meat popsicle. I pulled my head back then leaned back in. I couldn't have been sucking this beautiful cock for more than 2 minutes when suddenly the stem hardened suddenly and I felt my mouth fill with Simone's hot salty cum. Simone let out a long groan of pleasure. I panicked and pulled my head back, at least I tried to, but Simone quickly grabbed the back of my head to stop me ejecting this twitching hard rod, so before I felt myself choking I swallowed the whole of Simone's load. As the cock in my mouth stopped twitching Simone let me go and leant into kiss me one more time, kissing me hard. I responded. "Ronnie," Simone said, "We've got 2 Mondays before Wendy gets home from France House is all mine" Simone continued, "Come round just after 12 noon next week and I'll have myself ready for you. Mom's due back in an hour, so you better be going, I need to clean up. I'll text message you". So I headed out the back and walked the few steps home, my cock tingling at the thought of next week's tryst. I'd started something new and from there on in, I knew I'd started a wonderful adventure. I'll tell you how things developed in the coming chapters of this tale.