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First Time Shemale Surprise

It was pretty late and I was well into my drink. God knows where my pals had gone off too. I was sat in a bar nursing a bottle of beer when this tall, sexy lady sauntered towards me, her black wavy hair bobbing with each step and her dress shimmering purple and gold as the dim light reflected off it. She rested her hand on my leg and without taking her bold eyes off me said, 'Hi. I'm Jess. Drink?' I was still fairly lit, but completely taken aback by her directness, I still managed to mutter,...

forced by Shemale

After the shower I dried off and went into the darkened front room. Two dull red lights were lit, casting a warm glow around the room. She was sat on the bed as I approached, my little cock shriveled up and sitting on top of my tight balls. She smiled, stood, and sauntered over with a mischievous look in her eye. She was the one that initiated the kissing. It was hard and forceful: biting and pulling on my bottom lip, sucking my tongue hard into her mouth, forcing her tongue down my throat. I...

My first shemale experience

so i've read plenty of stories on this website and thought I would share my own with you from 2011For years I had fantasised about being with a ladyboy, but didn't know how to go about it as I didn't want to pay for an escort.I found a ladyboy dating website and created an account, it cost $30 for the month but was still cheaper than paying for an escort and slightly more classy.After about a week of sending messages to compatible matches, I finally got a response from an Asian TS who was...

My shemale neighbor part 1

hello guys and gals this is a fantasy I had when I was in high school hope ya'll enjoy."Good Morning class today we have a new student" our teacher said. "Hey my name is Sabrina and I'm from California" said the new k**. She then took a seat next to me. She looked at me a said "Do you live in Hollow Creek". "Yeah I do" I answered. "Cool can you show me what bus to get on after school" she asked. "yeah no problem" I responded. Sabrina was a cute girl stand at 5 feet 8inches she had a butterfly...

Lilith the 8mm Shemale Queen

(This was written after viewing Lilith's (fetishmy) video "A Rapid Cumshot. the way it is shot it looks like an 8mm film you would see in the old-time smut booths of a dirty bookstore)I have an interest in the XXX world from the 40's 50's 60's 70's. Porn back then was not easily of accessed like today from the internet. the difficulty to get ahold of a dirty picture, magazine or film made it a prized possession. Today there is so much that it is rare to find a truly erotic person. One that...

The shemale and the studio part 2

We had been doing some group photgraphs of a family. I moved to the desk to write out an invoice! George was still very old fashioned about some things! As I dated the invoice I suddenly realised that i had been working for George for a year now! Later when we were alone I told him. He looked surprised. He nearly said something to me but changed his mind! Something was happening to George and I suspected his partner Robin was behind it all.He suddenly asked me if I would be free later on,...

rocky my giantess shemale lover

I have been having this wild hot dream of a friend that lives close to me a great tall CD I know on here and have been fantasizing of him getting much taller : I see Rocky walking up the walk my huge breasts are heaving in my tight dress as I rub my big long gurl cock in my tight silk panties ,a knock at the door tells me he is here as I open the door he even with out his heels on is much taller by almost six inches his eyes are wide as he takes in my huge swelling chest that looms just below...

Double Anal With a shemale

....He answered the door and there she was beautiful as ever. He had just paid 500 dollars to have a transsexual escort come directly to his door and greet him. She had on a long pea coat and thigh high boots. When she took the pea coat off all she had on was a one piece swimsuit. Her tits were a 36 D and she was 5'9 with heels on. She went over to him and kissed him with lots of tongue. She then grabbed his dick through his sweats and said "Hard already we haven't even started. Where's your...

My Life as a Shemale Part11

The weeks went on and I had recuperate from my weekend at Suzi's. I have to say that it was very exhausting but I am glad I had done it. It wasn't the same as the sex I had before, it was different and thrilling. I did like being exposed and abused.My body had changed, I was by any standards becoming a beautiful young woman, as my 14th birthday approached my breasts became nicely shaped, no more than a handful but Sam had been right, perfect. My skin was a silky white, perfect and soft. I was...

My adventure with a shemale

My friend’s son was getting married and he wanted us all to go on his stag do in Amsterdam. Having flown from London we were soon settled in our hotel and the beers kept coming, it didn’t take us long to get steadily pissed. Soon everyone was pissed out of their skulls except myself and were soon falling asleep, I decided to have a walk around the city.I went from one bar to the next and when I went in the fifth bar this girl came up to talk to me, she was 21 years old, long black hair, slim...

My Life as a Shemale Part10

Suzi and I started spending more time together as the weeks past by. I think she might have fallen in love with me but I knew little of these things. My focus was on my studies, I found that I excelled in school and it pleased me to do good. She had heard about me possibly liking sexual arousal through pain and made a plan for that. Tim was not happy but it was something I wanted to discover before I turned my back on it, even Sam had concerns but could see benefits in mental health coming from...

My Life as a Shemale Part9

It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to me, I started to grow breasts. Sam was watching the whole process and thought that I would, some day, have nicer breasts than her. My oversized penis was still that but at this point I didn't mind....

My Life as a Shemale Part8

It was on my way home when I decided not to tell Tim about Sin. This was very private and it was already bad enough that I knew, also, I had no idea what Tim might say or do. I did want to stay friends with her, now more than ever.It was friday morning, the day after Sin was ****d and I was eager to get to school and talk to her, but she didn't show up, even after lunch I still could not find her. I asked our teacher if he knew but he just shook his head. I offered to take her homework and he...

My Life as a Shemale Part7

I was up early, I had picked out my best skirt for my first day at school, a blouse and two hair ribbons that matched. Today I would wear my padded panties even though they made me look a little dumpy in the middle, they seemed to be the safest for now. I went down stairs with my school bag and Tim was already there with breakfast, "Good morning Danielle, I hope you got enough sleep, are you excited about your first day of school?". He had a calm demeanor, the kind you could only have after a...

My Life as a Shemale Part6

It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, "It left me with a good memory even though I am sorry it won't happen again, I don't think he will want me anymore but you warned me about it". Then I grinned, "I did have a really sore butt for a...

My Life as a Shemale Part5

I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it was difficult walking down the street not looking at boys.Every other day I tried the different ways of keeping my 'package' hidden so no one would notice too. As I was walking through the mall, I...

My Life as a Shemale Part4

(this part may bore you but I need to tell you since it was important to me)The next morning I awoke with a new lease on life, everything had changed, the only question was; would Tim be my guardian angel or stop me from becoming. I came down to the breakfast table in my nighty where Tim was already sitting and drinking his coffee, "Good Morning Danny", I thought good, were ok for now. Then he looked at me and asked "Uhm would you like me to call you Danny?" He was serious and it occurred to me...

My Life as a Shemale Part2

Many things happened over the next few months, for one, I healed maybe better than I ever was, I discovered that there was another side to me and most important I met Tim. He was the one that found me and maybe even saved me. A middle aged man who once had a daughter, I know that because I am now living in her bedroom, sleeping in her bed and wearing her clothes.But lets rewind for a moment, the first thing I remember waking up is seeing Tim. He asked me my name, "Danny" I said, he introduced...

My Life as a Shemale Part1

In this story, many will find what happened to me socially unacceptable. But since this has happened to me, I get to tell it and if you like, listen.I was very young when I found myself on the streets and it seems long ago that some things I do not remember but its the important stuff that I do. And yes, like so many other stories start, here is how I looked. 4 foot nothing, skinny, long blond hair and even then had more angelic features then not. I do believe that now, that I was a woman even...

My shemale fantasy continued

Sam leaned back and lit a cigarette, I watched intently as she took a big drag and inhailed deep, then slowly exhailing a large plum over head, my cock jumped as I watched then reached down and stroked my semi hard dick. Sam notices right away that smoking turned me on and as she took another puff she said " hmmm someone has a fetish,..." Taking another drag, just as deep but this time gently blowing smoke over my cock. I throbbed and groaned as the warm smoke flowed over me...."mmmm your a...

my shemale fantasy

It was late June and I was looking for a place to happen, I like small quiet little bars where a guy can talk and meet interesting people. I was down on the water front, and that's where I found Sams place, just what I was looking for as I entered it was dimly lite, about 10 tables and some booths and a long bar at the back. Not very many customers., but the bartender was hot so naturally I sat at the bar. The bartender "Sam" and I started talking and discovered we have almost everything in...

my satin shemale evening

It was a usual Friday night. The bar was busy with guys as ever but nothing seemed to stand out this evening. I drank for a while then i got a pat on the shoulder, i lowered my drink and turned to see the most beautiful lady id ever seen. (or least i thought see was a lady)She asked me if i was alone, to witch i replied yes. after a few drinks we were getting along great she said, 'shall we ditch this joint and head for mine' Winking at me. I thought id hit the jackpot. The taxi ride was long...

Shemale turned in to a living bondage sex doll

I had connected with Master X on a BDSM Fetish contact site. He was the owner of a fetish store and he said that he had been on the BDSM for several years. He had carefully studied my own profile and had seen that I had an immense interest in being used like a slut, being covered head to toe in latex – to look like a human doll - and a desire to be kept in inescapable bondage.He told me he had the same interests but as a Mater/Keeper, naturally.He sent me his picture in which he was dressed...

SHEMALE SEX IS THE BEST

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in KanpurI was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I was a dream come true for me, I found a beautiful girl to have some really hot sex with.For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw a...

My First Time with a Shemale

When I was living in Indianapolis and horny one night, I went to a local adult bookstore at just after 3 AM in the morning. Already hard and as I parked, I noticed what appeared to be a woman in a van next to me. She was definitely looking at me…I figured that she was one of the models who fingered themselves while men jacked off. Nevertheless, she started her van and so I started my car and began following her down the road.At one point, she pulled into the parking lot of an abandoned gas...

My First Time with a Shemale

When I was living in Indianapolis and horny one night, I went to a local adult bookstore at just after 3 AM in the morning. Already hard and as I parked, I noticed what appeared to be a woman in a van next to me. She was definitely looking at me…I figured that she was one of the models who fingered themselves while men jacked off. Nevertheless, she started her van and so I started my car and began following her down the road.At one point, she pulled into the parking lot of an abandoned gas...

Shemale Street Hooker

Street Hooker Part 1After booking in at the hotel in a smart suit and heels, I returned to my car to get my 'things'. My two bags seemed excessive for an overnight stay but this was a stay with a difference. The hotel was perfect. It was just out of the centre of an unfamiliar (to me) town and on the fringe of a rather run down area. I was starting to get that butterfly in the stomach feeling - the buzz of daring adventure and excitement in anticipation of the evening and night to come. Each...

My Wife s Affair With The Shemale

My wife Tracy were not married for that long when she had her first affair. I met Tracy in high school and we dated for years before we got married when we were twenty two. I hit the jackpot with Tracy because she is absolutely gorgous and just an all around sweetheart. She has long blonde hair with brown streaks, hazel eyes, long legs, large tits and a tight ass. Tracy has always loved taunting her body wearing cloths like short jean shorts to show off her legs and tank top shirts to show off...

My first time with a shemale

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself.Her name was misty, she thanked me for helping her and asked if I need a ride...

My Shemale Girlfriend 8 My Mistresses

Sorry i haven't been writing stories, I've been a full time slave of multiple mistresses the past year. if you read any of my other stories, you'd know my beautiful girlfriend/mistress Christy, who is my main mistress, Brittany, her friend from Denmark, is my secondary mistress and has moved in with us. My third mistress is Jennifer. Jennifer is usually only my mistress when one them are gone, but still often there. Often, all three of my mistresses are present to use me as they please. They...

SHEMALE SURPRISE 2

as niki and i sat on the sofa fondling each other niki whispered,"you know jay that last time in the treehouse when we gave eachother hand jobs i wanted so much to have your hard-on in my mouthand have you cum in my mouth, and i still do. am i sexy enough foryou that you'll let me suck on your cock?" i gasped in reply, "ohyeah niki you are very sexy and i want you to do whatever you wantwith me. but first i'd like to fulfill a fantasy of mine first.""you have a fantasy concerning me jay?" niki...

SHEMALE SURPRISE 2

as niki and i sat on the sofa fondling each other niki whispered,"you know jay that last time in the treehouse when we gave eachother hand jobs i wanted so much to have your hard-on in my mouthand have you cum in my mouth, and i still do. am i sexy enough foryou that you'll let me suck on your cock?" i gasped in reply, "ohyeah niki you are very sexy and i want you to do whatever you wantwith me. but first i'd like to fulfill a fantasy of mine first.""you have a fantasy concerning me jay?" niki...

SHEMALE SURPRISE

while in our early teens my cousin nicolas andi used to look at porno mags and videos up in mytree-house which was quite a ways from any otherstructure. during these sessions nic and i wouldwhip out our young hard-ons and whack off to theimages of naked women and men of all ages. we gottogether to do this about once a week and discussthe sexual escapades we may or may not have hadwith girls we went out with during the week. a week after nic had graduated (i was still a junior) he came over to ...

My First Experience With A Shemale

It was a Saturday night and I had just arrived in Coimbatore by bus. I got down and didn’t get any taxi or auto. So I decided to walk to my home which was 3 kilometers from the bus stand. It was pretty dark and I was walking through this deserted street. All I could see was parked vehicles and some stray dogs playing. I saw a bright light from behind and quickly noticed that it was a scooty approaching. I signaled for a lift and the scooty stopped. It was a lady in dark blue saree and black...

Sexy shemale 69

I was out at a casino in Reno after work. It was about 10pm and I was unwinding having a beer playing some video poker and watching ESPN. I saw a beautiful dark hair lady at the end of the bar so I decied to move closer. Once I got down there we chat a bit. Her name was Kim. She had some nice B-cups that she liked to show off and fantastic legs. Im not a "leg guy", but if there were some legs that could make me a leg guy she had them. We got to know each other a little bit. We chatted while I...

My one and only experience with a tranny shemale

One Friday night I decided to take a ride to Hollywood to check out adult theaters as i had always gotten my cock sucked at different adult movie theaters. As I parked my car on a side street i walked to this one particular movie theater I found myself at entrance and paid the 5 bucks to enter. as you all know, when you go into any movie house, its always dark and you wait for a few minutes for your eyes to adjust to the surroundings. i was standing near the entrance and looked around to...

My shemale girlfriend part 3

we both layed there for a minute or two without saying a word, both of us savoring the feeling of extasy, my tongue coated with my cum and my ass filled with hers.....Andrea rolls ontop of me kissing my lips softly, her big round tits and semi hard cock pressed aginst me she softly says "mmmmmm gonna have to suck you hard huh....." she slowly slides down my body kissing her way to my cock. Kissing all around then sucking all my cock in her hot mouth she looks up at me and lets me grow in her...

Losing my Virgin Ass to a shemale

I’m not a person with a lot of friends; the few friends I do have don’t share much of my interests or places to go out to. Also didn’t date much. Which never bothered me, I was always happy going to a random bar on my own, and sometimes getting to know people and just have a few drinks and laughs for one night, a social butterfly if you will. But I can’t deny I felt my penis becoming fully erect in an instant when a cute girl with a fine ass walked by. I don’t have a preference towards a type...

Simple shemale story

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself. Her name was misty, she thanked me for helping her and asked if I need a...

My shemale girlfriend

I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark red hair, nice green eyes, and full red lips.....our first date we met at her favorite resturant and she was dressed casual geans high heals and a tigh t-shirt, showing me her great ass, long legs and big round tits....

My shemale boss part 3

I was woken by the vibrating noise of my mobile and looked over at the time, the bedside clock said 1am. The caller I'D on the phone simply showed Bitch, naimly my boss Miss Jones, would she never leave me alone.I answered the phone and still being half asleep simply said 'yes'.'Don't answer me with that tone Rob' she said. 'Sorry, but its one in the morning' I replied.'Be a darling Rob and pick me up from the club, text me when your outside'. Before I could say anything she hung up.I pulled my...

My shemale boss part 1

I knocked at my bosses door and on her reply went in. She was standing with her back to me looking out of the window and talking on the phone.She failed to agknowledge me so I just sat down in one of the leather chairs opposite her desk. I looked at her as she stood by the window and perved over her black stiletto leather knee high boots and tight black leather skirt which covered her ass beautifully.After about five minutes she turned to me, her black hair to her shoulders and her black shirt...

Mom the shemale bitch

Hi I have always had this fantasy The fantasy starts out in high school a number of years ago, when I started having dreams of the kinkier kind, but not really understanding why. The dreams were about women that had big breasts and large hips as well as being tall and big boned.The dreams always started out the usual way with a date, dinner, kissing, and petting, but as soon as I got the breasts out and satisfied that part, the girls were pulling down their pants for me, but not complaining I...

first time i had a shemale

It was no secret to me that my victoria was bi; we had talked about it and I encouraged her to express and explore her bi side. When I managed to get us a date with a hot girl that was goth and always wears neon red fishent pantie hoes neon red and black corset with black skirt with neon green dragons she realy truns me on when i walk by her but, I decided to keep that a secret. I took my victoria to a nice dinner, and while being seated our date for the night showed up and introduced herself....

Her first shemale

It was no secret to me that my girl was bi; we had talked about it and I encouraged her to express and explore her bi side. When I managed to get us a date with a hot girl, I decided to keep it a secret. I took my girl to a nice dinner, and while being seated our date for the night showed up and introduced herself- her name was Ann. We had a nice dinner, and on our way back I asked the girls to sit on the back seat. Ann was not shy, and neither was my girl, so before I knew it Ann had her hand...

I was Teen Shemale for the US Army

Some Bad Boys make Good Gyrls!'I was a Wartime Transvestite for the US ARMY! TJ Ryder sissytrain.com Illustrated adult stories!http://www.tabooreading.com/shop.htm?cat=YI Chapter 1 Reform School Romance! I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being hisfavorite grand nephew was an old diary from World War II. I mean I thought we got along pretty darn good,...

my shemale GF part 6

I love cock now just as much as I love pussy. I was eating a hotdog and it wiggled around in my mouth and my dick got hard, hahahaha. Alright, so Christy walks around the apartment naked, which is weird yet hot, her tits bouncing up and down, her cock moving side to side, her brown hair flowing oh so lusciously, it makes my cock hard, and sometimes she walks around with her mistress outfit on, and I'm the one walking around naked with a buttplug in, just in case of a suprise fuck attack. She...

Shemale Whore and Arab Pimp

HERMAPHRODITE WHOREIt had been over a year since Johnny threw that tantrum thatruined me and got him excommunicated from mom.Holding me down when mom walked through the door withher friends, colleagues, whatever and they all gasped andscreamed as my big brother finished doing me.We had ample warning, we could have all vanished whenwe heard them at the door.Bobby ran away and got dressed. The chickenshitdenied any knowledge of the event.Smart but chickenshit.Mom severed all ties between me and...

my shemale GF part 5

If you read my last story, you know that Ashley said she was going to dominate me, well that's exactly what she did.So today after work I went back to Christy's place not actually thinking she was going to fuck me. Christy was home before me and asked me to clean up, which is the universal sign for us that she's gonna fuck me. I kinda forgot what Ashley said last night since I was blazed. I cleaned up, went to the family room, and noticed the fuck machine was out, harnesses, some contraption...

my shemale GF part 4

I am now pretty much living at Christys place along with Ashley. So Ive reverted back to my 13 year old self of having wet dreams, and its really annoying especially waking up with a puddle in the bed. Chrisy went shopping, while i was just chilling and smoking weed with Ashley. Christy walks in and pulls out pull-ups, and says "Here this should help with the problem." Ashleys geeking out (histarically laughing) Christy says "You shouldnt be laughing we're all wearing them...." She throws...

my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I...

my shemale GF part 2

So today she , her name is Christy, she wanted to do something kinky, very kinky I said that's fine. We cleaned up, she went into her closet, which was filled with dildos, butt plugs, sexy clothing, fleshlights, cock rings, paddles, lube, videos, magazines, bdsm things, and a fuck machine. She came out with this red latex suit on, which exposed her tits, ass, and her sexy 7 inch cock, with red boots that went to that hot cock and a cock ring. She ordered me to get on the bed face up, she sat...

When A Straight Falls For Trans Shemale

Hiya guys.This is Aaxer with a new plot and a new story.This story will be different and actually is from the last story.I entered a real different experience this time.It feels shy and embarrassed to express it but I won’t keep you from experiencing it once you have read this story.Let’s jump to the story. Alright, here I’m in a bus moving out to my room as I’m a student in a good reputed college in Pune.I used to catch the bus from PMC depot.I always spotted a girl every time on the ride...

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My New Girlfriend Turns Out to Be a Shemale

Where do I start?How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I dress nicely and have a good job. My friends Don and Lisa were feeling sorry for me they knew how ugly my divorce was and how lonely I was so they invited me to their pool party last weekend. They...

Shemale secretary fucking

Ms Boss had said that I was to see her secretary concerning "letting of some steam". She and I had been at each others throats lately and Ms Boss didn´t like her two slaves to argue. So we were left alone in the break room after most people had gone home. And we were not to leave until we could get along!We started aruing about everything, from work stuff to personal tastes to sex. Culminating with both of us claiming to be Ms Boss´s favorite. The competition was clear. Fuck each other so good...

Ek Tharki Shemale 8211 Part 2 8211 Akansha

Uss raat mujhe bhot achi neend aayi kyuki meri thark jo shaant ho gyi thi nxt morng main jaldi uth gya(main bhot excited tha kyuki aj bhi wo plumbr ane wla tha)or fresh ho kr baith gya 9bje mere ghr ki bell baji maine door khola samne plumbr tha jo aj jaldi agya tha wo andr aya mera haalchal pucha or apni shirt utar kr bathroom mein repairng krne laga wo aise react kr rha tha jaise kal kuch hua he naii tha main uske pas gya or usse pucha ki apki tabyat thik h wo bola sab thik hai fir maine usse...

Ek Tharki Shemale 8211 Part 1 8211 Akansha

Ye story meri last story k baad ki hai..Uss autowale k jaane k baad meri life bhot badal gyi maine firse ek job pakdli or meri boring life fir shuru ho gyi lekin ab main bhot zyda tharki ho gya main ladki jaisa behave krne lga apne body ko sawarne lga or ladkiyo ki dresses khrid ne lga mujhe bhot sex chadta tha poore time main ghr pr nanga rehta tha main apne flat mein roz2 tadap rha tha mera koi friend bhi nai tha jisse mein ye sab share kr skta tha…Aise he din nikalte rhe.. Ek din ki baat hai...

Shemale Aunty Ne Gaand Mari

Sanket : Iss kahani ke saare vayqukti ek kalpana ka hisa hai. Agar aapka nam kisi se milta hai tho ye ek saiyog hai. Iss kahani mein gay sex hai. Agar apko ye sab pasand nahi tho mat padhiye. Yeh kahani bohot lambi hai aram se padhna. Iss kahani ke liye mane kayi kahaniyo ke ideas liye hai. Agar aap mujhse baat karna chahte ahi tho email kare : Mera naam Tanish hai, mein 21 saal ka bisexual ladka hoon jisse marna aur marana dono bohot pasand hai. Yeh tab ki baat hai jab meri 12th ke exams...

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First time with a shemale

I must have been 16 back in the day, but I always looked older so it didn't really affect anyone's judgement in the sex world that I had loved since I can remember jerking off for the first time.I was walking the streets of Amsterdam that day, the Red light Disctrict looked like paradise on earth, all those hot hot girls smiling and telling you to come in...I don't even know how much they wanted, I didn't care, just walking in those tiny streets and seeing those creatures was more than...

Ek Raat Ne Mujhe Bana Diya Shemale Part 3

New year ane mein sirf 5din baaki the main ghr pr tv dekh rha tha tabi mere no. Pr ek unknwn cal aya maine utha kr jaise he helo bola samne se ussi autowale ki awaz ati h pehchna sir! (uski awaz sunn kr main mann he mann khush ho gya kyuki uska cal 3 months baad aya tha or main usse bhot miss bhi kr rha tha) or kehta hu haa pehchn liya ab kyu cal kiya h wo bolta h sir main gao(villge) ja rha hu humesha k liye isly apse last bar milna chahta hu uske baad kabi apko preshn nai krunga plz.. Maine...

SheMale Pussy and Cock

I once had a friend who always said "never fuck anything you can't bench-press". He was right, the biggest benefit of having sex with someone smaller and lighter than you is you can lift them easily !On a recent trip to Thailand I couldn't take my eye's off a stunning, short, tiny but beautifully proportioned woman sitting on the bar-stool close to where I was eating.She had a silk-blue clinging chinese style wrap on with a huge slit running all the way up her thigh revealing a beautiful...

Ek Raat Ne Mujhe Bana Diya Shemale 8211 Part 2

Now I start my story. Story uske aage se hai (with full detail)..Uske 2 din tak main bistar mein ulta pada raha meri khade hone ki himmat nhi ho rhi thi kyuki meri gand mein bhot dard tha. 2din k baad meri halat mein thoda sudhar hua..Or agle din main brkfst or fresh ho kar firse bistar mein nanga(nude) he late gya..2din se mere ph band tha to maine ph on kiya uss mein call k mesges arhe the tabi ph bhi baj utha mere tl mjhse bola kaha hai tu maine kaha sir meri tabyat khrb hai main 5-6din or...

Selene and the Shemale

I had been friends with Selene for six years - we had met in our first year at university - at a film society party. I was a science major specialsing in partying. She was a music student. She had a sultry, sexy singing voice that was perfect for jazz and blues and even back then, she was earning a little money singing at parties. That was why we were both at the party that night, and why we ended up being friends with benefits during our college career, though never more than that. We stayed...

You ve Got Shemale Part 2

"Coming?" I heard her voice call to me from the restroom. I had wiped myself up a bit with a tissue while she was doing something with the faucet running in the restroom."On my way!" I quickly walked in and closed the door behind me. I looked at the beautiful woman in front of me, pale skin, black hair, and with those sexy breasts exposed. If I didn't already know what she fought so hard to keep a secret, I'd never guess there was an tool beneath her skit that most women didn't have. I was...

You ve Got Shemale

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little...

Taken to be a Shemale Lover

I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the k**s that go to school and can get a permit flock to the fast food places. At least you get some training in how to be on time and understand job responsibility. As I was working towards the park a coral blue car passed by, it pulled into the lot across the street and came...

Buffy the Shemale Vampire Slayer

Waking to sunlight streaming through her bedroom window, between the parted curtains, Buffy Summers frowned, blinking. She'd had some strange dreams, including a few that had been prophetic, but nothing like the bizarre nightmare she'd awakened from just now. Last night, she'd fought a Feral Demon and the damned thing had bitten her! Of course, she'd slain it--eventually--but, by then, she'd already begun to feel sick and, concerned, she'd gone straight to bed. She was always...

Buffy the Shemale Vampire Slayer Part VII

Buffy?s cock bounced and her balls dipped and swayed as she ran, but she paid her male genitals no mind. Now that the novelty of having a penis and testicles had worn off, she found them not so much titillating, as they?d seemed at first, but, rather, something of nuisance. No wonder Xander and the rest of the boys at Sunnydale High had worn jockstraps to keep them in check. The sphere continued on its course, toward the distant mountains of ice in the frozen northlands, and the Slayer...

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I had just gotten back home after work when my phone called.-That´s strange.When I answered the phone I heard that it was my boss that called.- Can you come over here please?She said in a rather seducing tone.I guessed that I didn´t have much of a choice so I said yes and drove to her house.Just like the last time her secretary opened and asked me to come in.-Ms Boss is waiting for you in the living room.She also said that this might take some time.Whe I entered the living room I realised that...

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I had found her house when I followed her home. When I knocked at the door she didn´t seem suprised at all. As she turned her back on me and bent over her desk to pick up some papers I zipped up my pants and started rubbing her wonderful ass with my dick.She said-What are you trying to do? Do oyu want to fuck me hmm?Under her arousing moaning I took of her clothes and saw that her huge dick was really hard.I said-Now I will fuck you.Then I got out the bondage equipment that I had borowed from...

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God, I felt like it wasn´t my day.I had been sent to the boss office one day and I tought that I was gonna gett fired or something like that.When I came into her office I saw that she was dressed kinda sexy. She was wearing a suit that had a lot of cleavedge. When I got there she said:-Do you know why I have called you here?-No. I answered-I wanted to ask you if you can come to my house tonight and have a litle chat. She said.-OkayWhen I got there I was a bit nervous. I knocked at the door and...

Texas Girls and Shemale part 1 She look like a gi

May02,2010 I went to see some friends in Texas. My friends just got out of the military. I got out 2yrs before them and moved to Fl. We was having fun, hang out drinking and everything that whole week. May 5th we went to a club, I mat this latin girl about 5'3 cute. We dance and we got fuck-up with my friends, drinking and later I took her to a hotel for a few hours. Her hands so little that she had to used both hands to hold my cock in her mouth. she had a nice taned skin with a cute lil ass...

Shemale Shock

My sister Louise was always trying to set me up with women she knew. Somehow she felt as if she were responsible for my love life. Louise's latest scheme was to throw a party and invite me and all her women friends that she could. I arrived at my sister's party and to her credit there were other men there besides myself. Unfortunately most of the women there didn't interest me in the least. Some were real tarts, some were loud drunks, but most of the women didn't know I existed. One woman there...

Shemale Fantasy

I had wanted to be with a she-male for some time. I had purchased several she-male DVDs and found that being with someone as sexy as that really turned me on. I would fantasize for hours on end about being with one of those 'special' girls. Several of my male lovers couldn't understand my attraction to these women. They didn't see why I would want to be with a she-male when they were more then ready and willing to fuck my tight ass anytime I desired. Well the big thing for me was the fact that...

Different Pleasure Fucked a Shemale

Hi ISS readers, I think all you know me. For the new readers, at first I introduce myself. I am Moni, late 40 and 5’-7”. I was born in a middle class Bangladeshi Muslim family and serving in a public organization. My whole life is lustful indeed. As I gained some practical experience about sex at my childhood, I became a sex-maniac and whenever I got chance I tried to fuck any aged girls or women with many tricks without applying force or at least to peep the uncovered boobs and pussies from...

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Sex With Beauty Shemale

Hi everybody.mera naam Imran Hai.main 35 yrs ka hoon aur kolkata mein rahta hoon.Aaj main aap ko apni ek aur real storie batane ja raha hun.Ye kahani aaj se almost 6 yrs pehle ki hai.Main dikhne mein average honaur bi seual hoon.Ladkiyon ke sath bhi sex enjoy karta hoon aur ladkon ke sath bhi.ladkon ke sath main pure top hoon.yun to mujhe chodna aur chuswana pasand hai lekin chuswana mujhe zyada pasand hai. Aur bhi zyada maza aata hai jab mera partner elder ho.Ab main start karta hoon meri...

Passionate Sex with a Beautiful Shemale

Will led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock. “Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in goosebumps. She turned to face him, wrapping her arms around his...

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Untold Love 8211 21 My Wife With A Shemale

On the weekend night, my wife had told me that she would wake up a little early next morning and will have a massage from the girl that would be sent by the neighboring Bhabhi. Next morning, I too woke up at 10 AM and found my wife missing from the bed. I knew she might be in the guest room having a body massage. I went to kitchen, had breakfast and after going through the news papers, thought of going down and peeping in to the guest room to watch the massage and the girl. When I reached close...

Shemale sex is Best

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Pune I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. Pune was a dream come true for me, I found a beautiful girl to have some really hot sex with. For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw...

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Teacher me and her sister shemale

Hi I am sunny from India. I am 6’2” tall and slim guy. When I was in 12, I was just like an ordinary guy. I was very frank with my biology teacher (Seema). She was very good friend of mine. Once she was wearing salwar suit and looking very cute and sexy. I was dreaming of fucking her. Soon my dick got harder and she noticed that. But she didn’t said anything thing and after few days she invited me to her home saying that there is and urgent work for me. I thought that its the best time and I...

The Lockdown Shemale Version

This is another version of my story about the LockdownWhenever a new tenant moves into one of the adjoining flats I’m always interested in who they are, and with good reason. Living in a flat in a converted house (in my case a turn of the last century, three storey terraced townhouse) anti-social neighbours are the last thing I needed. I’ve lived in flats since I was 21 with my current one situated on a tree-lined road around the corner from Cardiff’s Roath recreation Ground. It was my fourth...

Girlfriend s Shemale Surprise

As Carter finished unpacking after dinner, he couldn't help but smile. His last summer before having responsibilities would be spent in the beautiful home belonging to his girlfriend's parents. Carter and Chloe had only been dating for a few months but were both entirely consumed in the early parts of their relationship. From hand holding to mini-golf the young couple was infatuated with one another. The one area where things had not quite progressed as Carter had hoped was the physical aspect...

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My first Shemale True Story

This is a true story, told as closely to how it actually happened as my old memory will allow.Back in the mid-1980s, I was newly divorced, beginning to explore my bisexual interests, and very, very horny. I had seen some TV film loops in adult bookstores (usually while getting my cock sucked through a gloryhole), had bought and enjoyed TV stroke books, and had done a little crossdressing in panties. I loved the silky feel, and enjoyed fucking my ass with a small dildo while watching TV porn...

A Shemale Flatmate pt 1

As a midwife, Sonya found herself being buried under coursework. She lived in an (almost) all-girl household, and when they weren't all working together, they were studying together, or attending lectures together, which gets kind of frustrating for a girl as horny as her. Other company of any kind was a luxury. She had ordained herself 'Mum of the house' and was always chasing the others up on washing, getting them into work on time and attending University. She admitted it: She was a...

Porn lifestyle made me a shemale whore

Some weeks ago my lifestyle ended my savings. Yet I’ve made so many interesting and erotic friend online. It feels like I’ve had a network here in Atlanta for ages. Which isn’t the case.So while having a chat He found out I was broke. He could Help me with by connecting me with some very sexual guy with who I could become good friend and share my Ero lifestyle with..I met him at the bar the next day. We talked allot and found out we had more in common than with most friends we have. He said he...

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To know how I got here, I first have to tell you how it started and that might take awhile. I was just a normal, average youngster. Playing sports and looking at girls. I can’t remember what my friend’s and I were doing that day, probably all just sitting around and talking. Then someone brought up the name “Maggie.” I didn’t know it yet, but “Maggie” would change my life forever. There had long been rumors about a lady that lived near us that used to be a man. Of course I didn’t, couldn’t...

Masseuse and His Sexy Shemale Client

My hands ached.No really, every tendon burned from the wrist all the way to the tips of my fingers.I was in my therapy room with a client. A really big client. Most of the other therapists wouldn’t provide for him because of the sheer strength involved in providing him the massage he needed.Still, the pay was better than good and I made it a personal point to help everyone that comes in through my door. Doesn’t mean I can’t bitch about it though.“That was amazing,” the client said, climbing off...

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Meeting Sensuous Shemale Savannah

I started to become obsessed with the thought and realizing it was something I wanted to try. I decided to look on Craigslist, eventually contacting the ones I thought were attractive, and there were a lot of them. As I started contacting them, many of them turned out to be transsexual escort, telling me there was a fee or saying there was a donation. It was a little disappointing, but I started to consider paying to play, until I came across this one posting. There wasn’t any pictures but...

Horny Shemale Sex With My Office Staff

Hi, readers. Today, I want to narrate a real-life incident in my life. My name is Shantan. I work in a nationalized bank in Hyderabad. I got posted as PO a couple of years before the pandemic. I have good staff and co-workers, and everything is going normal. During my initial days, all of our staff hung out during lunch breaks and after office hours. There is a girl named Sarvada with whom I used to have a crush. She also used to hang out with us and be close to me in person. Occasionally, she...

My First Ever Shemale Experience

My husband Dan and I have always had a great sex-life, but with the day-to-day pressures of working and trying to make ends meet, we weren't always up for it or in the mood. Because of that, we had made a promise to one another early on, that at least once a month we'd have what we called a "special evening". It was something the two of us looked forward to without fail. Now don't get me wrong. We always went out once a week, either to a movie or to dinner or both. But that wasn't what...

Seduced by shemale Aunt

100% fiction! I went to live with my sexy aunt Sabrina when I turned 18. she was a 6ft tall Buxom redhead with long shapely legs. she always dressed Sluttily and often went about in her lingerie. id been there for a week when she got me drunk for the 1st time. she suddenly changed into black lace Basque Sussies high heals and long fur coat. she pulled me into her fiercely kissing me. I froze and she laughed at my shyness. grabbing my hard on she pulled me into her bedroom where she stripped me...

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My Indian Shemale Mother Part 3

100% fiction! After an hour, Mom and I sat in the living room in front of a roaring fire. We lay together on the soft carpet, her on her side, leaning on her elbow with me on my back, leaning my face against her stomach. We looked together into the fire for the most part but there were times when I couldn't resist turning my face towards my mom's and watching the firelight reflect in her eyes. We were both drinking wine. Mom never allowed me to drink her wine before but, then again, she had...

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I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came to. The operator asked what I wanted and I suggested a petite blonde. Her reply was she had the perfect girl though it would be about an hour due to the traffic from the busy night. I took a shower than...

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Shemale Fantasy Suck Fest

This story is completely fictional - in fact it is a fantasy of mine that I will describe in great detail, contact details are at the bottom if you want to make this a reality! I arrive at your house on the evening. You let me in and show me to the spare bedroom. I walk in and close the door behind me. It's all there laid out on the bed and on the dresser. It's my outfit for the night along with the makeup. And everything is just the way I like it. Before I get changed let me tell you a little...

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My Indian Shemale Mother Part 2

100% fiction! After our cuddle, we had finished washing up. We stepped out of the shower and dried ourselves off, not saying much, but allowing our faces and our eyes to communicate for us. Once we were dry, we hung out towels on the rack. My mom reached into the drawer under the sink and took out her hair dryer. She began to blowdry her hair while I sat down on the toilet seat cover and watched. "Were you first time?" I asked. "A little, I suppose," she answered. "But it was a good kind of...

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Shemale Surprise

I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked together at a law firm in the city. Mike had a fiancee` but he didn't live with her because he didn't want to upset her parents who were very traditional and devoutly religious. Actually, I found it...

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Shemale customer in a strip club

I am an exotic dancer, one night a couple came into the club, he was late 40's or so, handsome in shape and rich looking, she was very sexy,mid 20's, tall with a low cut top showing off her great boobs, I am bi and love dancing for women, it is not uncommon for a guy to bring in his woman and buy her some lap dances while he watches. It is a big turn on for me, I really enjoy doing it. So after they sat down I went over and introduced myself and asked if they wanted a dance. He said she would...

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