Shemale Stories

I used to write stories years ago for my own amusement and recently I've been having another go. Here's one that it was suggested I post here.

A Walk In The Trees

It was a clear summer?s day and you?d finally managed to come down to visit me at the cottage I?ve been staying in for the last couple of months. No sooner had you arrived that you were asking what was to eat and we?d decided that we needed some groceries as we were nearly out. The quickest way into the town from the cottage was a footpath that ran around the edge of a small wood. It was a route I often took as it was far quicker than driving and I knew the way very well by now. While you were showering I changed into some clothes for the walk. I?d already began thinking about the two of us being all alone out of doors ? and I was a little bit annoyed that you seemed to be more interested in food than me! - so I decided that I would dress more sexily that I normally would for a shopping trip. I also knew how much you liked other men eyeing me up when we were out together. Of course none of them know my little ?secret? and that always seemed to turn you on as well. So I picked out a short white polka-dot sun dress that exposed my shoulders and showed off my nice tanned cleavage. I also decided that it was time for me to slip into some of the new white lingerie I hadn?t shown you yet. This consisted of a beautiful white lace bra and matching suspender belt and a pair of white sheer panties. I also found a pair of white seamed stockings rolled up in the back of the drawer that I?d totally forgotten about. By the look of them they hadn?t been washed since I?d last worn them and, as I fastened the stocking tops to the clips, I noticed there was something around the top of one of them. Clearly it was sperm, probably sperm that had leaked out of my arse from the fucking I?d taken the last time I?d had them on! I couldn?t recall who or where though?



By the time I?d dressed and applied some make-up, you had finished showering and were at the door waiting to go. I just had time to slip on a pair of high heels, brush my long dark hair and grab my sunglasses before I joined you. You gave me an appreciative look up and down as I walked out of the bedroom and I could tell already that you could see I was planning something...



The warmth of the afternoon sun on my bare shoulders had started to make me feel very sexy indeed, so when we?d got to the narrower part of the footpath where we could only walk in single file, I?d made sure that I walked in front of you so you had a good view of my arse swaying back and forth enhanced by my short dress. I knew how much that would turn you on. By the time we?d reached an open area I didn?t have to look back to know the effect it was having on you. I was feeling more turned?on than before and I knew I would have to do something about it. I halted and turned around to have a good look at you. You looked flushed and I could see there was a large bulge in the front of your shorts. There was only one thing for it. The tree was about ten feet from the footpath, standing in isolation from the rest of the wood and, taking your hand I led you towards it. You could see from the look on my face what I?d got in mind and you cast a nervous glance around. There was nobody in sight and I leant back against the rough bark and pulled you close to me. Pushing my sunglasses back on my head, I kissed you full on the lips. We kissed for a while, our tongues entwined and I could feel your hands stray to my arse and begin to stroke it through the light fabric. I broke the embrace and crouched down, easing the front of your shorts down until your large erect cock came into view, only inches from my red lips. You moaned softly as my tongue gently teased the tip and you made a comment about it being too risky. I just ignored you as I knew it was turning you on as much as me. I planted a kiss right on the end and then taking you in one hand, wanked you slowly as I caressed your tight balls with other before sliding my mouth down your throbbing shaft. I adore sucking cock, it?s something I could do all day if I could and your lovely thick shaft is one of my favourites. I took my time about it, deep-throating you before pulling my head back and running my tongue around the head before sliding back down again.



It felt wonderful, but the sensations in the pit of my stomach were telling me that what I really needed was your cock inside me. I stood up, planted a quick kiss on your lips and then turned around, putting my hands on either side of the tree and pushing my arse back towards you. You didn?t hesitate for a moment, easing the hem of my short dress up and then pausing for a moment as you looked lustfully at the sight of my arse in those tight sheer white panties, framed by my suspender straps and my white stockings. Quickly you eased my panties to one side and then I could feel the tip of your shaft pressing against my arse. I moaned and pushed myself back against you, really wanting to feel your cock deep in me now. For a moment, nothing happened and then I could hear you doing something behind me, out of my line of sight. Then I felt a lubricated finger slide into my arse, followed by a second. You clearly knew exactly what was going to happen on this walk and had come prepared! The roughness of your fingers made me gasp and I closed my eyes, waiting for you to penetrate me. When you thought I was ready, you slowly worked yourself into me, gasping yourself as you did so and within a minute or so I could feel that you were all the way inside me. Then you began to thrust, slowly at first but gradually getting faster, building up a rhythm. This was just what I?d been needing ? I really like to get fucked on a regular basis and since I?d been at the cottage the chances had been few and far between, Sure, I?d got my trusty selection of sex toys, but nothing feels as good as a real cock, especially one like this! I could feel your other hand now, reaching round to rub the bulge in the front of my panties and then you began to wank me off through the silky fabric, in time to your own thrusts. God, it felt so fucking good!



I knew it wouldn?t be too long now so when I began to feel your thrusts getting shorter and your breath starting to get ragged I knew that you were nearly there. That was my cue to straighten up and let you ease back out of my arse. Crouching down in front of you again I lowered my sunglasses and wanked your hot, jerking cock into my mouth. It only took few seconds for you to cum, groaning with lust as you pumped your seed into my mouth, although I made sure that some of it splashed up over my face and onto the lens of my glasses. Straightening up once more, I licked my lips and took the sunglasses off so you could watch me lick the last of your cum off them. You barely had time to push your cock back inside your shorts before there was some noise in the distance and a couple of people walk by on the footpath. They were only about ten feet away but as far as they could see, we were just a normal couple relaxing by a shady tree. If only they?d been here a few minutes before. Due to the angle you?re stood at they couldn?t see the very noticeable bulge in the front of my dress ? or that your right hand was caressing it right out in the open. No sooner were they out of sight and it was your turn to drop to your knees and suck cock. By this point I was so turned on that I orgasmed almost immediately, spraying my load deep into your mouth. You knelt there, with your lips attached to my cock until you felt sure that you?d milked every last drop out of me.


I knew that you?d been far too turned on to notice that small stain on my stocking top and, just as I got my breath back, it suddenly occurred to me what I?d been doing the last time I?d worn those stockings?

[smc]

^ Natalie, your story is wonderfully arousing. I'll leave it at that here, since you already know the details.

[ila]

I manoeuvred my car through the heavy traffic of west London. I was on my way to see Keliana, the love of my life and the most beautiful woman in the world. Work had kept Keliana and I away from each other for the last two weeks. Longing to see my darling lent urgency to my trip. Keliana and I had planned to have a late dinner and well we would see where the night would lead us.

I screeched to a halt in front of Keliana?s apartment block. I jumped out of my car and bounded up the stairs. Keliana?s apartment is on the fifth floor, but I wasn?t going to wait for the elevator when it was quicker to take the stairs.

I stopped outside Keliana?s door to catch my breath and have enough time to compose myself. I rang the doorbell and from deep inside the apartment I could hear Keliana?s sweet ?hiya darling. Come right in.? My heart fairly leapt at the sound of her voice. I turned the door knob and entered. I removed my suit jacket and hung it on the hook beside the door and then kicked my slipped my shoes off and pushed them to the side.

I could see straight down the hallway through the front room to where Keliana was standing on the balcony. She fair took my breath away. Keliana is the most gorgeous woman in the world and tonight she exceeded even her normal flawless beauty. She was fashionably dressed in a short loose fitting black dress that stopped just above her mid-thigh. The dress revealed a hint of cleavage from her beautiful soft breasts. Her dress was cut low in the back with a single thin silver chain running up her spine and joined the narrow cloth straps, from the front, at her neck.

I walked towards Keliana. Even at this distance I could see Keliana?s sparkling eyes and dazzling smile. Her long dark silky hair was shimmering in the half light from inside her apartment. I could sense more than see the tanned smooth skin of her neck and arms.

I reached Keliana and she almost jumped into my arms. My lips met her soft dreamy kissable lips and we locked together. Keliana?s tongue probed my lips and I parted them. She pushed her tongue into my mouth and I sucked on it and twisted my tongue around hers and I probed her mouth. We clung to each other as we kissed. My arms tightened around Keliana?s soft sensuous body and Keliana gripped me tighter.

Our lips hungered for each other. Keliana lifted her left leg and wrapped it around behind my and back in between my legs. We finally broke our kiss. Our chests were heaving. We kissed several more quick light kisses. The taste of Keliana?s sweet dreamy lips lingered on mine. I held Keliana loosely now and basked in her glow. I gazed into her gorgeous face. She is so achingly beautiful. I kissed her several more times. Each kiss was more passionate than the last. Keliana responded as she clung to me.

I ran my hands lightly up and down Keliana?s back. My hands cupped her soft yet firm tushy. I pulled Keliana into me. I could feel her clitty aroused and pushing against me. Our lips locked together again. I used my right hand to slowly pull Keliana?s dress up. In just a few seconds my hand was caressing the soft, warm, bare skin of Keliana?s sexy tushy.

Keliana felt the warm night air on her skin and she kissed me more fiercely. I kissed her hard, our tongues twisting and probing as my hands caressed her body. The street noises faded into the background and soon disappeared altogether. I only had eyes for Keliana. I only had ears for her sweet voice.

I kept my right hand on Keliana?s firm warm tushy while I used my left hand to explore her front. To my pleasant surprise Keliana wasn?t wearing panties. I took her girly cock in my hand and lightly stroked up and down. Keliana moaned and kissed me harder. I pulled her more tightly to me and slipped my right hand between her tushy cheeks. My middle finger massaged her rosebud. Keliana moaned and then let out a little whimper. Encouraged I slipped my finger into her. Keliana whimpered more loudly and broke our kiss.

She pulled her head back far enough to look at me. Her eyes were twinkling and there was a devilish smile on her face. Keliana wiggled her tushy and squeezed down on my finger that was in her. I slowly moved my finger in and out of her. I felt Keliana?s clitty get harder and I squeezed harder as I stroked her. Keliana?s breathing became shallower.

Keliana gave me a long tongue filled kiss as she loosened my tie and unbuttoned my shirt. I pulled Keliana?s dress higher until it was above her hips. I broke our kiss this time and then started kissing down Keliana?s chin and then her neck. I paused at her cleavage to kiss and lick between her breasts. My finger continued to thrust in and out of her. I started to kiss my way lower when I felt my shirt slip off me. Keliana had managed to get my shirt almost off and I hadn?t noticed. I withdrew my finger from her and pushed my shirt all the way off and cast it aside.

I worked my way down across Keliana?s flat tummy kissing along the outside of her dress. Keliana now caressed me on the sides and top of my head. I got to the tip of Keliana?s fully erect ladystick and flicked my tongue out to lick it. I licked all around the head of her shaft. Keliana was moaning now. I teased her some more as I took just the tip of her ladycock into my mouth.

I worked my finger in and out of Keliana?s tushy gradually increasing the rhythm. I took Keliana?s lady love tool all the way into my mouth. She was whimpering loudly now. I was sure anyone on the street would hear us, but I wasn?t going to stop now. My darling needed the release and I was going to make sure she got it. I held my right hand still now as I sucked hard on her girly cock. Keliana was now thrusting her hips to meet my mouth on the down stroke.

I was moving my head back and forth very fast now. Keliana was alternately whimpering and moaning. Suddenly she let out a long low moan. I felt her clitty swell and then pulse and she shot her girly cream into my eager mouth. She spurted twice more and then slumped against the side of the balcony. Her breathing gradually returned to normal. I released her ladycock.

[ila]

I stood up running both hands lightly along each side of Keliana and lifting her dress at the same time. Keliana raised her arms and I slipped her dress up and over her head and then her arms. Keliana was now standing in front of me in all of her naked glory. I carefully set her dress aside on the balcony table and then took Keliana in my arms. Her skin was burning hot, soft, and sensual against my own skin.

I kissed Keliana lightly once and embraced her tightly. I loosened my arms and then spun Keliana around. My cock was now raging hard and straining to be released. I kissed Keliana on the back of her neck and then down along her spine. I kissed all the way to firm toned tushy. I kissed each cheek and then used my hands to spread her tushy. I kissed and then licked Keliana?s rosebud. I heard her gasp and then moan as my tongue entered her. I pushed my tongue in deeper. I then flicked my tongue in and out of Keliana. She was whimpering as I tongue fucked her. My left hand snaked around in front of Keliana and grasped her girly stick. She was fully erect again. I stroked her a couple of times and then suddenly stood up.

Keliana gasped when she felt my tongue leave her. She looked over her shoulder at me. I kissed the back of Keliana?s neck. She knew what was coming next and she smiled at me. I unzipped my pants with one hand and caressed her tummy and then her breasts with my other hand. I positioned my rock hard cock at the entrance to her love tunnel and pushed gently, releasing the pressure as I felt the very tip start to spread her rosebud. I pushed again letting just a bit more of my cock slip in before withdrawing.

I was teasing Keliana and enjoying the sensation of feeling her tushy squeezing against my cock. I pushed again and Keliana growing impatient with my teasing pushed back against me. My cock slipped half way into Keliana. I paused and so did Keliana. We were both surprised as well as pleased. Keliana wiggled her tushy. I put both arms around my darling and held her close to me. I slid all the way into my sweetie as I pulled her back against me.

I paused again to let Keliana adjust to my girth. I then started to slowly stroke in and out of Keliana?s love tunnel. Keliana matched my thrusts as she pushed her sexy tushy back against me. The feeling was so warm and loving. I bent forward again and kissed my darling on her neck.

I now began to thrust harder and faster. Keliana still matched me thrust for thrust. She was moaning loudly again. I glanced over the balcony at the street and I could barely make out someone looking up towards us trying to figure out what the noise was and where it was coming from. I went back to concentrating on my sweetheart. I was thrusting fast and breathing deeply.

I was on the verge of orgasming. I gave a few more really hard thrusts. Keliana moaned deep and long again. The tips of my toes started to tingle and the sensation moved up through my legs to deep within me. Another hard thrust, my cock pulsed, and I spurted deep into my darling. Keliana felt my cock twitch. She squeezed as hard as she could and my cock spurted again and again. I went on orgasming and Keliana was sighing now and holding herself tightly against me.

My orgasm finally subsided and then stopped. I slumped against Keliana holding her tightly and lightly nibbling her neck and the back of her ears. I felt my cock go flaccid and then slowly slip out of Keliana.

Keliana felt my cock leave her. She turned around in my arms and stood on her tiptoes to kiss me. Her eyes were sparkling. I was still breathing heavily. Keliana leaned her head against my chest and then without saying a word stepped away from me and grabbed me by my hand. She led me back inside her apartment and into the bedroom. It looked like our late dinner was now going to be a late brunch tomorrow morning.

[trw]

one more story
plz let me know what you think

I?m horny. I want a big cock, maybe two, the sooner is the better. But I dont have a boyfriend at hand, neither a good lover, so I go to the bar where no good girls going...
I?m wearing my jeans, a silk blouse, some rouge on my lips, sunglasses and I feel the attention as I enter the bar checking my body and especially my ass in the large mirror on the way to the bar. I feel sexy, and very hot, ask Peter, the barkeeper a whiskey (not the most girlish drink, but I told you good girls never come here).
Sitting at the bar I?m looking around, check the opportunities for tonight but find nothing.
Then some friends are coming and I feel less disappointment, then I recognise Peter, the barkeeper watching a brunch of young guys and yes! Somebody worthwhile, finally.
In fact, there?s a guy watching me, a lovely, slim figure with brown eyes and big nose (you know what I mean). I?m wondering how his cock would feel in my mouth and then in my ass... Huhh, dont so fast. Let things evolve a bit, let?s have some chit-chatting, and a bit of touching... We are sitting at a table, he sits next to me and moving closer and closer.
And, oh fuck he touched my ass, no, he?s in fact grabbed my small dick through my jeans, while smiling at me and telling me something about his job. I just check his hardon and decide to get down on business.
We could go to my place or his but I don?t want to wait. I know peter?s secret room behind the bar, I used it a few times already (sometimes with him, he?s actually very good at seducing girls like me) and Peter weaving me, the way is free.
We?re going back I just cant wait anymore. He hardly closed the door when I already gulping his dick, oh fuck it?s quite big! I caress the purple head with my tong and grabbing the shaft hard... and it becoming sooo hard. and it?s not big anymore. It?s huge! And I want it in my ass badly! So I don?t waste the time, put off my jeans and panties and bending onto the table guide his penis right inside my aching ass.He?s very inpatient and put it all the way in, it hurts a bit but I?m still hungry for it so I let him push it hard inside me, I can even feel his balls touching mines with every move. He?s slowing down a bit and my ass gets used to this big gun and I?m getting hard too. He?s reaching out and grabbing my dick, stroking it gently, ohhh I love it I want him do it and yes he does. He jerk me off really well, I like it and I like that big cock in my ass. I taste my own pre cum and it makes me even more horny. He tastes it, too and say something about the lovely taste, oh, mr. nice guy. I want him deeper inside so he sits on the table now (I hope thet it will not crash) and I ride. I take all of that rockhard cock in my ass and let him jerk mine until I cum. I ve got a landslide orgasm, covering his Tshirt and even his face with my thick white sticky cum. I can feel his cock loves the press and start cumming too. We didnt use condom (wich I will probably regret tomorrow) so I can feel the spasms of sperm inside me until it?s over. I lie down on him gasping for air and mess my blouse with my own cum and I m finally satisfied.

Later, I?m ordering a drink, and I feel cum comes from my hole and wet my pants. Fuck I?m getting horny again.

[randolph]

Hi All,
The story "This Makes Me Happy" by Selbrith (a Women) is on keliana's web site "cumminternational". It is a beautiful story of loving a transsexual by an older man. It has a lot more to say than just about sex, a good read.
http://www.literotica.com/stories/sh....php?id=218799

By the way Keliana would like more comments on a bikini selection.

[Venice TGirl]

I still love this story !

[a9127]

My "ex" posted this to a dating website

"I had been dating this guy and we went on a couple dates and then one day we went back to his place for the "let's watch a movie at my place" date. Pretty soon clothes are coming off and I see this little nub, maybe about 1 inch on a generous scale, in the crotch area. He was uncircumcised too, so I was super confused as to what was going on down there. I started feeling him up down there, thinking he was a grower and not a shower, since there's no way that a penis could be literally just a head sticking out of a crotch. I think the volume of the foreskin might have been more than the total volume of the head itself. After about 30 seconds of my confused, hopeful rubbing, he came and then made some comment about how endurance was never his strong area, and he never proposed sex, which was polite of him, I guess. Yeah, that's about it. I tell all my friends that we stopped seeing each other for various other reasons because I'm way too embarrassed to admit that I gave a hand job to a guy with a micropenis."

[a9127]

The inspiration for this comes from something I read on the Internet... now that guy could write!

"I got fucked by a shemale for the first time. Her name is Kylie. I like girls with muscle. So I let Kylie fuck me all night long.

She is the only one that fucked me till now. And my ass is very sore.

She does drugs and it effects me and my dick stays limp. She sometimes doesn't even touch my dick while fucking.

She is almost 5'5 and weights 130 pounds. But she lifts me and fucks me. And it is amazing. She lift me in cradle and front carry.

She loves that she is stronger and had way bigger dick than me."

(Personally I consider this to be my finest work yet. Much better than those silly fantasy stories I've posted... Why would I want to wake up in 1978 in a gorgeous, sexy, blonde transwoman's bed anyway? )