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First time with a surprise shemale

So me and my friends were out for a few drinks in town. After a few beers in the bar we decided to hit a club on our we up to the place i seen this sexy girl in line she was tall, long dark hair, big tits obviously fake but real nice she was wearing a short white dress showing off her sexy long legs, wearing nice high heels. Just looking at her was giving me a semi. I seen she got in and was keeping an eye were she was going. After we got in with little trouble from the door man we headed...

My First Shemale

Early May 2006 or 7, standing on the northeast corner of 46th and 3rd, a rather nice New York City day, except Belinda wasn’t answering her phone for our 3 pm “appointment”, and I was not keen to just hang around smoking cigarettes on the corner wondering if I had been stood up. I had no prior experience but it dawned on me shemales, especially shemales for hire, might not be the most dependable group of people, well, maybe if they were a shemale cop, that thought hit the erogenous spot of my...

I have to tell someone My first shemale

I could not believe how beautiful she was! It was as if I was struck by a lightning bolt or ran straight into a wall. Absolutely gorgeous, long red hair, beautiful, perfect tan skin and just a dream petite body. I will tell you now, I had no idea that she was a shemale, and this is how I found out, and it changed my life.I was working and assigned to build some sort of temporary, private offices, but that doesn’t matter. What matters is that’s were I first saw her, that’s were we first met. Her...

A young teen and a much older shemale

I was drawn to her. There was something different about her for sure, something special. Big for a woman, but very feminine and sensual. At first, I’m sure her flirtations were innocent, just for the fun of teasing a horny young boy. For me however, it was so much more. An infatuation and lust that burned and would not die down. Although I was so much younger than her, it did not stop me from pursuing her. Too be honest, looking back now, although I didn’t know she was a shemale, I probably...

Sex date with a sexy shemale

For already several weeks I surf through a website that advertises women, men and also shemales. Since my great experience with the other shemale during my holiday (see one of my other posts) the craving grew bigger and bigger to meet up with one again.So last night I decided it was that far. I drove to the address I got from her on WhatsApp and rang at the door. After paying her the agreed amount (love the humiliation factor of this, need to pay someone to fuck my ass) she showed me the...

Boss Turned me Into a Shemale

I should've guessed something was up when my boss Victoria winked at me on our way into the office. She's about 5'9", 130lbs, she just got a boob job last winter, and as she walks by her ass bounces in the sexiest way I've ever seen. Work started normal enough. Our company was in the testing phase of software for a military application. I wasn't clear on its purpose at the time. One of the women in my team walked into my office and told me Victoria needed to see me. I walked into Victoria's...

She turned into a Shemale

The weekend had just got under way and from the start of that Saturday you could tell something was in the air. She was acting like a shark with blood in the water.The day started with her rolling over and grabbing my Ballz with an aggressive fist, stretching them out, shaking my cock.The signs were there for a day filled with wonder and experimental crazy sex. The day moved along slow after that, we went out shopping, she tried on dresses to tease, we ate and just spent the day wandering...

My Stepsister Was A Shemale

My Stepsister Was A ShemaleI won't bore you with all the crap so Ill make try and get you up to speed quick. My parents divorced when I was a k** and I lived with my mom most of the time (I was an only c***d). I moved away when I went to college. By the time I started grad school I had my own place and things were going fairly good. About that time my dad married this lady who had a daughter that wasabout my age. I met her at the wedding and I thought she was a realdish. Her name was Sheila,...

My first time with a shemale

My First Time2009, I was stationed in Camp Pendleton, CA at the time, just back from having been in Iraq and Kuwait for the previous 9 months. I had been looking at transsexual porn for a couple years at this point, having stumbled upon it somehow almost by accident. Still don’t know exactly how it got on my computer in the first place; probably one of the many hard drive contents exchanges that happened while deployed. Either way, moving along, when I returned, I began thinking more and more...

Transformed Into A Shemale

crossdresser – leather – virgin – shemale – lingerie – thrusts deeply – clad cock – tight denimI was 18 when I first had sex with a man. This is the story....I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have been dressing up as a sexy girl ever since I was...

i cant baleave i just fucked a shemale

I was at work and the express had hired a new sectary for me I asked her I said hey crystal can u get me my papers please from my printer cause I was writing and needed to save time crystal walked over and bent over a little she was dark black I mean real black she had thick legs big booty nice thin abs big lard tits long blood red hair red lips bright green eyes panties hoes on red thong red dress shirt black dress suit and skirt crystal said it ok to stair I said im not im working she...

First Time Surprise Shemale

I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so many things to see and do. One day I discovered the true beauty of the shemale. Wow. Gorgeous women, with cocks. Prior to this it had been women with strapons that got my attention, but this?...

Boy gets Fucked by Shemale

This is the story of my first she male. I had always been curious about dicks. I had always been attracted to women and I loved to watch a woman get pounded by a big cock. But after awhile I realized that when I tried to imagine the porno, I always imagined myself in place of the girl. One day, when I was sixteen, I decided to see what it felt like to be a girl. I had never tried anal before (I could never bring it up to my girlfriend) but I knew I had to try something. So I gathered all the...

My first shemale

I was on a vacation when I had my first shemale. It was a regular december day in Sweden, rainy and cold. I was in a rented motel room with my friend Katrin. She was from ecuador so she had a natural tan and a great body with curved hips and breasts that were large but not enourmous. She had been bored lately and called over her friend Fiona to have some fun. I was sitting in the bathroom when Fiona knocked at the door. Katrin opened it and I heard hushed tones from the bedroom. I exited the...

Transsexual Shemale

TRANSSEXUAL You are not a woman; You are not a man; You are opposites united In a hermaphroditic plan, Perfection, Completion, Wholeness, No longer a person divided Into separate houses, Separate camps; Your genitals--penis and testicles-- And your jutting woman's breasts And buttocks transform you, Save you from the curse With which the rest of us are cursed, Remaining only men or women Instead of a goddess Born of hormone therapy, Surgery, And a desire to...

My first time with a shemale

This is a true story, probably the wildest thing that ever happened to me. It happened when I was about 19 years old and lived in Hamburg, Germany. At the time I was one of those willowy, thin guys, little body hair and a healthy appetite for sex but not much experience yet. At a young age I discovered how exciting it is when I fondled and fingered my ass while masturbating and I developed a real fascination with anal sex.At the time I used to visit a club ("disco" in those days) somewhere...

Passionate Sex with a Beautiful Shemale

a man and his shemale lover get down to businessWill 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...

The Epiphany of Pain and Soliloquy of the Shemale

THE EPIPHANY OF PAIN The belt rose, ceiling high, And fell, hard, upon my buttocks, Which were arched to receive The painful, slashing strokes: Ten times, the leather strap Smote my cheeks or cleavage, Each swat harder than the one That came before, until I thought I'd faint and tears had gathered, As an army of repentant reprobates Doomed to an agonizing fate. Three times ten times more, the belt Fell, ever harder than before, And now my bottom's not only sore, But the...

Dominated By Shemale

By : Sam2mas Hi this is Sam and I am going to share my experience with a Shemale and this is true. Once I was travelling in a bus and I was seated in the last row and my next seat was empty. After travelling for 30 min a stopping came and some people came into bus. A lady around 35 came in and took the seat next to me. She was wearing a shirt and a mini-skirt. Her boobs were 34 D and she is looking sexy. After sometime she started talkingand we introduced ourselves and I came to know her name...

Shemale

Beware, here be pregnant men Beware, here be pregnant men. Shemale My whole world changed when Brant came into the scene. I was all set to take over from father in the Jann Troika, something I?d been trained for since birth, and doing anything else just never entered my mind. Then I met Brant Tor, a Killian soldier. I?d met Killians before, and like most other Janns, I tried to steer clear of them. Brant, however, had no intention of being avoided by me. ?Hello.? I looked up, and up....

ImageFap Shemale

It still is a little strange that this far into the 21st century, there’s still a stigma around being trans or wanting to be in a trans person. It is what it is, but if you want to indulge in a discussion about tranny chicks with other enthusiasts, posting porno pictures and other media of that type, and reading posts related to this area of sexual fascination, Image Fap might interest you.Buckle Up And Grab Your Strap-onOkay, the most prominent feature of this website is the enormous number of...

Shemale Porn Sites

1st sexual experience with shemale

For a long time me and my girlfriend had fantasized about a threesome with a shemale. We even brought in her didlo for fun one time and i found myself very excited by it. After that, thats all i thought and fantasized about. Soon it was to a point that I wanted to experience a sheamale alone. My girlfriend was very understanding and she sent me on my way one night. I had met a transexual online and we had agreed to meet up at a local sports bar. We started drinking and conversating, getting to...

ENM Embarrassed Nude Males

Welcome to all of you! This story will be centered around the ENM (Embarrassed Nude Male) theme. As one of Chyoa users say in a fórum thread, there isn't much ENM stories, which is totally true. As the ENF situations, the ENM situations are also very interesting to read or write about, because it involves not only the embarrassment of being seen nude, but also two particular & embarrassing things that only could happen to men (for having a dick): Having the dick size be scrutinized by...

New Order New OpportunityChapter 11 The Dangers of Resurgent Males

Constable Margery Dennis scowled at the mess in the room. The woman sobbing beside her was distraught; her house ransacked; the man she thought was hers, and locked in chastity to her, gone. It was a common enough occurrence, Margery knew. The woman had thought she could keep a man with only the most rudimentary security. Too often it ended like this. She looked at the cage he had been kept in. It should have been strong enough but it obviously hadn't been. He had burst out of it somehow,...

Lesbian Shemales

Melissa lay on top of me, one hand gently groping my breast while her tongue explored my mouth. I ran a finger down the crack of her ass, stopping to gently massage her ass-hole through her thong. A small whimper escaped her lips as she ground herself against me, her hard cock rubbing against mine. She pulled away from our kiss and straddled my hips, her weight resting on my cock. She looked amazing. Long, wavy brunette hair framed a delicately feminine face. She reached behind and unclasped...

Sunday afternoon with 2 shemales

It is Sunday afternoon and I had a rough night. Ricky has been away for 3 days on business. I have been horny all night and morning. I used my toys but I need a warm body. A cock. I called Mark and asked if he was available but he told me was working a double shift and wouldn’t be finished till the morning. I called my girlfriend Carol and she told me she had a male friend coming over and plans on having a great time. I called Ricky and told him of my problem, I needed to get fucked and I...

A night with two shemales

I’m an oil geologist and spend considerable time traveling to the Gulf of Mexico. . I stand 5′ 10′ wet, have wavy brown hair with already early bits of gray, (which runs in my family). Good genes have also blessed me with keeping the fat off. With moderate exercise I match up well against guys who power exercise once a day. My face has been described as triangular and my eyes are blue with bits of gray. I’m said to have a good personality and women always tell me they feel comfortable around...

Celebrity Shemales

Here, you can fuck the shemale version of your favorite celebrities! Feel free to add new celebrities! IMPORTANT: Leave a like for whichever celebrity you want me to write a shemale story for first!

Her perverted mother and the shemales

The next day, Jess was busy at work and texted me to ask if I would mind doing her a favour. She wanted me to go around to her sister’s house to pick up some of Ellie’s textbooks. I agreed I would, partly because I was intrigued to meet Ellie’s mother, imagining a mature version of the beautiful student whose mouth had made me come the previous day, crossed with the elegant dirtiness of Jess.I had also heard from Jess the real reason why Ellie was staying with her during her exams. Officially,...

Russian Shemales

(Translated from the Russian)We lived in small village, no work, nothing to do but smoke all day. Friend Serge and I sitting by road one day, when black sedan, shiny from city stop near us. The man inside wearing a expensive suit, and ask if we want jobs as models.Serge and I think must be joke. But man introduce himself as talent scout. He speaks Russian but with accent I don't not know where from. He says he is from modeling agency and is looking for new talent to model. Introduces...

Sunday afternoon with 2 shemales

It is Sunday afternoon and I had a rough night. Ricky has been away for 3 days on business. I have been horny all night and morning. I used my toys but I need a warm body. A cock. I called Mark and asked if he was available but he told me was working a double shift and wouldn’t be finished till the morning. I called my girlfriend Carol and she told me she had a male friend coming over and plans on having a great time. I called Ricky and told him of my problem; I needed to get fucked and I could...

Lesbian Shemales

Melissa lay on top of me, one hand gently groping my breast while her tongue explored my mouth. I ran a finger down the crack of her ass, stopping to gently massage her ass-hole through her thong. A small whimper escaped her lips as she ground herself against me, her hard cock rubbing against mine. She pulled away from our kiss and straddled my hips, her weight resting on my cock. She looked amazing. Long, wavy brunette hair framed a delicately feminine face. She reached behind and unclasped...

Threesome with two asian shemales

In 1982 iI was in the navy station in San Francisco bay area, I was 21 years old, single but living with a 26 year old girl from the Philippines and i never had any bisex. One night after i was dancing all night at a club and not having any luck with the young girls, but did get hit on many times from guys, I headed back to her place about 15 blocks away, I was walking back to her place drunk when i ran into 2 pretty young asian girls. We talk as we walk a few blocks when the said they live...

House of Shemales

My name is Alicia, a 26 year old transexual from London England and I don’t own a car. I mean, what’s the point? You can’t get anywhere in London on 4 wheels anyway and we have the tube so that’s the way choose to travel. And its on a dull and dismal Friday that I find myself on the tube again, in tears. I had just left my boyfriends flat in central London after a spectacularly crap lovemaking session, well it was crap for me but I suspect he quite enjoyed it. I blew him...

The glory hole of shemales

I walked in to a adult book store where I was heading for the glory hole in the back I have been there be for and know its safe.. I walked to the tooth I normally take and found it locked and some one was in there. So I walked to the one that had the x on the door wonder why did not hit me yet. I closed the door and popped my 20 bucks in the player and pulled my pants off I did not want cum or lube to be on them and hung them on the door. I picked anal blowjobs for the movie and lubed my self...

Black Cock College Threesome MMF bi male

Part 1 - Prologue, and Extending the InvitationIt was my first year as an upperclassman, and I was finally the starter at shooting guard. Most of our players were upperclassmen; all of our starters except at point guard, where highly-touted freshman Marcus Washington was expected to earn the starter's spot. We had been a very good team last year, just missing out on winning our conference, and with most of our players from last year returning plus our addition of Marcus, we expected to win it...

First Time with she male

For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. She was just gorgeous - an adult film star named Dani. I saw her at the store. She had red hair and long legs, and I recognized her from a couple movie boxes. I was nervous, but I went over to her and...

Slave Of Two Females

Hello friends am pat 29 yr male from mumbai, mai aaj jo kahani sunanae ja raha hu woh meri hai jaha two females ne mujhe apna gulam banaya aur mere saath kya kya kiya woh batane ja raha hu.Mai mumbai ka rehnewala hu, mujhe sex ka bahut shauk hai, ek baar maine ek kahani net pe padii kinky sex ki thi, waha ek ladke ko female ne apna gulam banaya tha aur uske saath bahut kuch kiya, woh kahani padke mujhe bhi females ka gulam banake ki icha hue, maine net pe advertise dal di koi female ko gulam...

A Day in High School male

The bus drops you off in front of the school and you follow the crowd of teenagers that moves towards the main building. It is almost 8.30 and your History class is about to start. You walk along the corridor and look at the girls you come across, not missing a glimpse of their legs which have been less and less covered as the days got warmer. Most of them are wearing short skirts now. As you walk along, you see Emily, a girl you fancy, taking a couple of books off her locker. She’s a petite...

Assertiveness And The Alpha Male

Eyes meet across a crowded room. She smiles hesitantly then turns away, bashful. When she looks at him again her expression is quizzical. For his part there is a vague sense of recognition. He knows that he doesn’t know her but he is sure he’s seen her before. Where? He moves through the throng of shoppers, never breaking eye contact, closing the gap between them to just a little more than a counter width. ‘Where have I seen you?’ He is direct, almost terse, but his smile fills in the polite...

The Notorious Male

He stroked down as her bra unclasped and fell to the floor and up as her thirty-six C’s bounced out with nipples large, brown and hard as pencil erasers. She stroked harder and harder as she massaged her breasts and slid her hand down between her legs, spending extra time massaging her clitty as she massaged her nipples with her other hand. He had struck up a rhythm and was close to releasing his sperm all over his comforter. He stuck the vibrator up his ass and stroked faster, as she was...

An Explicit First Time Written by a male

I sat down on my usual bench in the park. The headphones connected to my small pink mp3 were in place, my legs were spread and my arms were extended to each side. It was the usual position I had whenever I sat down here in the park, and I wasn’t planning on changing it any time soon. As usual my mind wondered to the subject that my “defense mechanisms” always suppressed: sex. It was a natural subject for me. Something I always enjoyed talking about, thinking about and fantasizing about…...

Two lesbians force a male

It was a boring night so I decided it was time to go for a walk. As strolled through the neighborhood when I suddenly heard a strange sound. It was a girl moaning. I looked in the direction of the house it was coming from but I couldn’t see anybody. I decided to investigate and moved closer. As I reached the house the moaning grew more and more intense. Thinking someone was injured I followed the sound to the rear of the house. The sound was coming from inside. I noticed a light on...

Female Female Male

I had met your friend several times. We weren’t really close, but she was not a stranger to me. And then one night you confided in me that you and she had been sleeping together! Maybe four or five times. Neither of you really considered yourselves Bi- , you said you were just playing around. You told me it got started one night when you both had been drinking tequila shots and talking about some mutual friends who were gay and who had just come out. You explained that the things the two of...

Submissive Male

You are a scrawny 26 year old guy with a pretty menial retail job. You weren't the type to go to parties or sign up for clubs. You've had a few friends and played board games with them but you've mostly lost touch after you started working. You're no longer going to school and don't have much of a social life. You spend most of your free time playing video games or watching t.v. Your sister, Karen, is quite the opposite. Growing up she got better grades than you (even though your grades were...

The Submissive Male

I drove in my Lambo to my multi million dollar apartment and walked in the door."Where the fuck have you been?" My Mistress growled "Your late" "Sorry Mistress I …" "On your knees and face the floor when you speak to me!" I dropped to the floor . She walked behind me holding her cane. Swish it landed on my thighs. "Oww. Yes Mistress may I have another?" "Pull your trousers down slave. " I undid my belt and unzipped my trousers. SWISH! "Oww Fuck. Please may I have another" still on my knees...

Failed Male

My experiences with my first wife, Patti made me accept the truth about my dysfunctional sexuality due to my condition of micro penis.Patti and I were virgins on our wedding night. Of course we wanted to consummate our marriage so we undressed together for the first time, climbed into bed and I lay on top of her and began to try and penetrate her tight virgin cunt with my little 3 inch erection. I don't know if she was aware how tiny my peepee was - as she had no experience with mens' cocks -...

Seduced by a young male

I knew Felipe was gay, but didn’t really think about it much. He was just a nice k** from down the street. Felipe had been spending more time around my place and since he didn’t have a father around, I didn’t stop him. I would help him fix things and show him how to work on cars, things every guy, gay or not, should know. I evening, he asked to go inside to use the restroom. He had never been inside before, so I figured no big deal. After a few minutes, I went inside to check on him. I found...

First Time with Alpha Male

I started sucking cock years ago and got pretty good at it. I still blow several of those guys I started with to this day. I sometimes picked up strangers at bars when I went out and I would blow them in their car or we would get a motel room. Then one night a few years ago I was extremely horny.It was a rare that I didn't have a cock at all that day. I went out to a bar with one thing on my mind, find a guy and blow him. That night I met Clark, we started talking and after a while I got up the...

Un incontro andato male

Voglio scrivere questa breve storia per far capire che dietro una tastiera siete spesso un po' troppo superbi, eccessivamente spacconi e quant'altro: gli incontri nella realtà sono tutt'altra cosa. Voglio raccontare il mio primo incontro con un ragazzo conosciuto su questo sito. Di norma non faccio incontri reali per una serie di ragioni che potete intuire da soli, diciamo anche solo perchè non posso e non voglio incontrare tutti gli uomini che me lo chiedono. Quella volta , però, fu diverso....

Foursome 2 Shemales 1 Female and 1 Male

One day me and my girlfriend Sarah were discussing sex and I had brought up the subject of anal sex. She was against it. "There's no way I'd take it in the ass, I'm sure it'd hurt too much to enjoy it" she said."Not if you do it right" I told her."Oh, yeah? How many girls have you fucked in the ass and did they enjoy it?" she asked, trying to make a point."One or two in the past, before I met you and I think they enjoyed it" I explained."Very well but have you ever taken it in the ass?" she...

Bi Male

This is an experience my wife and I had a couple months ago.My wife Penny and I had corresponded back and forth for quite some time with a Black gentleman we met online.First of all, let me explain that we are swingers. We have met quite a lot of good people in the lifestyle. After we had a few experiences, Penny floored me one day with the question of whether or not she was going to see me and another guy play or not. She new from numerous personal conversations, that I had been with guys also...

Experiencing Heaven from a Multi Orgasm Male

I had met her in the mall a few weeks ago. She had her beautiful blonde hair pinned up in a bun. She was wearing a tight white top that revealed just a little cleavage. She had very nice breasts, probably C or D cup. She had on a very short sexy pink mini shirt. I become aroused the moment I saw her. I just had to meet her. I was barely able to speak to her. I was so overcome by her sheer beauty. I finally couldn't take it anymore. I had to have her. I was desperately trying to work up the...

Happy Marriage 2 bi male

Well, our marriage just keeps getting better. My wife and I love that I'm submissive and that I was bi-curious. I say I was bi-curious, because my wife set me up to realize I am truly bisexual. After begging her to use me like a sissy slut with a strap on, she not only treated me like a slut with her strap on, she happily watched me with another man.She set me up with her best friend, Kathy and her husband Tom. On Halloween night, my wife watched as I sucked Tom's cock, swallowed his sperm and...

Awakenings first time bi male

The crowd at the outdoor concert was wild. The bands were fantastic and the air contained the scent of marijuana and orchids. The orchid scent came from the long, flowing hair of the three girls in front of me.My friends had drifted into the ocean of people and had missed out on the sight of these lovely girls gyrating to the music. Their long hair had danced in unison and their butts swayed sensually.The last band had finished their encore and the volume changed from ear splitting to...

My First Threesome MFM bi male

I'd been flirting with Clare for a while in work. I always thought she would be one of the girls that would play around in work, but never actually go through with anything. It was a slow day in work and as usual the subject came round to sex. We were having a cheeky conversation about fetishes and she was telling me about how she'd had the threesome with her husband and another guy. Making sex faces while saying she loved getting it in both holes at the same time. I wasn't sure if she was...

Should I buy a strapon 3some MMF bi male

I hadn't been fucked, yet, but I had cum twice. Once when my husband James finger fucked me as his friend Don kissed me and caressed my tits and secondly when Don nestled his deliciously thick and wonderfully hard cock in the cleft of my bum as he rubbed my clit and James sucked my tits.James and I have been married for just over twelve years; we have no c***dren by choice. It is not a typical marriage, but then it is not an open one; perhaps slightly ajar might be the most apt description....

MW4M CL Ad for Sub Bi Male

I got home from work. Horny and bored with no relief in site. I went to Craig's list just cruise the ads. I came across an ad looking for a mature bi WM. The picture included with the ad was the guy's cock. The ad was for a sub bi-WM mature. Must be willing to service him and her. I thought what the hell and responded with an email and thought this will never happen. About 5 minutes later I get an email with directions to their house. In the directions it told me to come in through the...

The First Time Male

He was a couple years older and decades wiser. I sat across the room from him and just stared into his eyes. We had been making plans for a week, but here I was still in a thin t-shirt and a pair of his sweats shaking like a leaf both in anticipation and nervousness.His fingertips traced their way along the inside of my wrist up to my shoulder. I could feel the goosebumps begin to rise on my skin as my breathing quickened but yet my only thought was please don't stop touching me. He reached...

Seducing a Straight Male

I was swimming last friday afternoon when Joe (Straight) a man who was working on our garden came in. He told me that he was going to work a little bit and I told him that I didn't mind. I checked him out a little but even though he's not really my type I would have done him. I could see his reflection thanks to the materials he brought. I took my bathing suit while I was still in the pool and asked hime that if he mind. He told me he didn't so I turned around and let him work before I made my...

Simple Ideas for Dominating the Male

1. Must use "Mistress", Madame", or "Ma'am" at all times.2. Handcuffed to the shopping cart, while shopping.3. Handcuffed or tied to a pole outside store. (waiting for Mistress)4. Handcuffed, hands in front or back, while shopping.5. Metal cock rings, collars, chains, or leashes when going through airport security.6. Having him get a good tan while wearing a bra, for later exposure at the beach or while washing the car without a shirt.7. When at a restaurant, eating in an unusual way; being fed...

happy memories from a bi male

This took place when I was 18, I have a cousin, Sean a year younger than myself and it was at his parents house that it happened. We'd been playing with each other for a few years, handjobs had progressed to blowjobs to full sex in that time and I was round at his house in the summer of 88. His parents and sister were out and we'd been fooling around in his converted attic bedroom, playing with each others dicks and by about 4 o'clock in the afternoon I was up and desperate to cum! My hard...

Female Female Male

I had met your friend several times. We weren't really close, but she was not a stranger to me. And then one night you confided in me that you and she had been sleeping together! Maybe four or five times. Neither of you really considered yourselves Bi- , you said you were just playing around. You told me it got started one night when you both had been drinking tequila shots and talking about some mutual friends who were gay and who had just come out. You explained that the things the two of...

An Explicit First Time Written by a male

I sat down on my usual bench in the park. The headphones connected to my small pink mp3 were in place, my legs were spread and my arms were extended to each side. It was the usual position I had whenever I sat down here in the park, and I wasn't planning on changing it any time soon.As usual my mind wondered to the subject that my “defense mechanisms” always suppressed: sex. It was a natural subject for me. Something I always enjoyed talking about, thinking about and fantasizing about......

Lucknow 35 saal ka Male

Yeh story merey kuch personal exp. Kee hai.Main chahta hoon kee appp log iska maza lein. Yeh ek sacchi kahani hain. Main story ko steps mein likhoonga.1st Exp. @ 17 Main jab 18 saal ka tha tab ek din mere mama ka phone aaya aur unhone ne mujhse kaha kee who aaj kahin kaam se jaa rahein hain aur mami ko mein office tak lift de doon. Mama kee shaadi ko saal huyey they. Aur mami ko 6 mahine pehley ladka hua tha. Mami kee umar lagbhag 24 saal thee. Main mama ke ghar pahuncha us samey mami tayyar ho...

More deadly than the male

Hi to all the readers of ISS. This is from Chandigarh again. I thank you all for the overwhelming response to my previous stories. I am overwhelmed by your suggestions and love, hope all of u enjoy reading my stories. I m, 40 years, extremely handsome married. I must apologies that this story is a not a real story but meets with reality of a similar story. I am repeating this story which has been borrowed from some site which I had downloaded in my computer from some site which is not...

Alpha male

I never believed anything like this could ever happen to me, but I'm here to tell you that everything here in happened just as it occurred one year ago. Just to set the stage and give you a little back ground, I'm a happily married woman for eight years now, with two beautiful children and a husband who loves me!!! We aren't rich or anything, but my husband is a very successful corporate lawyer, so we're not hurting any, and by most standards we'd be considered upper middle class! At the time...

Mom Prefers Alpha Males

In life, you have your dreams and then you have your realities. My biggest dream as a sixteen-year-old was my beautiful mom, who gave me so much love, but my reality was that she didn’t belong to me. It wasn’t a straightforward incestual fantasy that many sons have for their moms. No, this was different as it was my eighteen-year-old bully who had claimed my mom. What the hell was I supposed to do against an alpha?My bully, Cliff, was absolutely everything that I wasn’t. I was scrawny, nerdy,...

Diamond Gazongas Takes on Monster Males

Sounds of incredible carnal debauch flooded out of Studio One as Steve passed it. A girl sounded like she was getting both her pussy split and her ass torn open at exactly the same time. And indeed that was exactly what was happening. Steve passed the open doorway, only giving a cursory glance in as he did. He was used to it by now. This was an every day reality working for Monstermales.com. A porn company with a roster only of seven-feet tall studs of solid muscle packing inhuman-sized dicks,...

What women do with retarded young males

'OMG! have you seen the size of him?' I looked at Roxanne, a girl slightly on the plumper side, not overweight, but heavy breasted and rotund hips, the type of girl that makes for a good shagging, when your really up for being wrapped around by a woman.Her exclamation would indicate this girl had seen very little of horny men, her outcry would imply she has seen or felt very little of men.We were all on a field trip of a difference, we were taking young adults who were mentally retarded in a...

Shemales better than males

It is 10:00 a.m. When she gets to my place. She shuts the door, locks it, and well, we attack each other. Oh god her kisses are so sweet….caressing the soft smooth flesh against mine, nipples hardening, hot breath wisping across my breast. She pushes me back into the bedroom and across the bed. She grabs the lotion and starts massaging my legs, going up and down my inner thighs just slightly touching my clit. She, then, leans over and starts kissing and licking my thighs and groin area. I feel...

An experience for males

You knock on the grand double doors of the huge palace. A butler opens the doors,and you walk into the luxurious mansion.A pretty brunette in a short maid dress greets you,and leads you up the winding marble staircase. Another maid(a red head), opens a door of one of the rooms and you walk in. It is a steam room,misty with steam. There is a jacuzzi. In the jacuzzi sits I.I arise,much to your pleasure. I am wearing a tiny white bikini,which barely covers anything. You stare at my generous...

Sex With Alien Females

I looked around and saw these two women looking at me from thier camaro. One was blonde and the other one was blonde. I felt a sexual urge as I made eye contact with them. I desired them, but I also sensed that these feelings were not the usual feelings I would get by looking at a woman. I drove home and got ready for the next day. As I laid in bed, I sensed that strange feeling again that I was being watched. I remembered the two women at the gas station and began fantasizing about them. I...

Shemale

Hi, my name is Harris Cazziano.For a while now, I have been noticing in myself an intense desire to suck on a virile masculine phallus.That’s right!To suck a hard dick!Yes, what drove me crazy with excitement was thinking of sucking, kissing, licking, and voluptuously slurping a delicious cock.Despite the desire to have a homosexual experience, I had never decided to take the next step, because of two fears: on the physical level, that an anal penetration would be very painful; on the...

The life of Jamie a well endowed shemale

7:25 AM: The buzzer on Jamie’s alarm goes off and she lazily pushes the button to turn it off, she gets out of bed, stretches, pull the blinds open and lets the sun-shine in, she looks down at her crotch and notice an extremely big hard-on. Normally she would just jack-off in the morning, but today she had to rush a bit, so she prayed her erection would go away after she went to the bathroom. When she got finished, her cock was still hard and wasn’t showing any signs of getting flaccid. She...

Wanking with a shemale

Every couple of weeks or so I go a get a hooker. I have a few favourites. All of them have big tits and either I watch them play with them whilst I jerk my cock, or I let them jerk it for me. But that’s where I have some trouble. Whilst these girls are beautiful, I know they have never had a cock, and I don’t think they know how to handle one. So the last time I went for a handjob, instead I browsed around for a she-male. She was stunning. Perfect female facial features and body...

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...

Create a Shemale

*Author’s note: This story is Public, if you have an idea, start writing!* Robots, science and chemistry have all advanced further than the public is aware of. Due to patents and trade secrets, nobody knew it was even possible to create a sex bot. They can have gravity defying shapes and sizes. They can even alter their owner with chemical cocktails. Cockbot Inc took all these ideas and added a penis. Their robots only come with a penis. You think, well, it’s better than nothing, and set to...

Fuck a shemale

Congratulations! You've been selected by AR Industries to take part in their AR Sex Suite Programs. Based on the responses you gave on our survey, we've determined that you have an interest in screwing chicks with dicks. Before we begin, we'll just need to figure out what exactly you're looking for: your partner's race, breast size, penis size, and outfit that they're wearing when they meet you. So, let's begin.

Scarlett Johansson shemale

You pull up to the house of Scarlett Johansson. You get out of you Mustang and walk up to Scarlett Johansson's door. Before you can knock on her door she opens it. "Oh hi Vic," Scarlett says "why don't you come in." You walk inside and take your jacket off. "So what brings you here" Johansson says. "Just want to see how my favorite actress is d-" before you can finish Scarlett takes of her shirt and kisses you. "why don't we have some fun" Scarlett says and pusses you on her couch and continues...

Cree ta propre shemale

Un homme dans la rue vous as aborde. Il vous a donne un papier avec une adresse, vous etes curieux n'ayant pas compris ce qu'il vous voulait. Une fois arrive a l'adresse vous entre. C'est une boutique plutot classique. Vous approche la vendeuse et lui donner le papier. Elle vous explique que vous avez ete choisis pour tester une machine unique. Vous allez tester une machine a cree des shemales. Vous penser d'abord a partir ensuite vous vous dites que ca doit etre un jeu un peu stupide pour...

My best friend s a shemale

I had known her all my life, even before she became a girl.My name is Johnny and I am eighteen years old. I am not the most handsome guy around, but I good looking enough to hook a sexy girlfriend. That girlfriend used to be my best friend, a guy.Jesse was always an effeminate guy. He was soft spoken with soft features. He was always shy, but not with me. He always had long hair and when it wasn't tied into a man-bun he looked very much like a girl.Shortly after his sixteenth birthday, he told...

Pure Shemale

I’m Bobbie and I’m your every dark, dirty fantasy come true. I’m not some surgical chop shop masterpiece, I am the real deal, a hermaphrodite, born true with both sexes, I’ve got a dick, and a pussy, and I love to fuck with them both, at the same time if I can. More than just a genetic anomaly, I prefer to think of myself as blessed. I don’t need hormones to avoid shaving or give me tits, my tits are perfect, all natural C cups, perky and round. I’ve kept my body trim and slim, but dyed my...

Taken by Surprise Shemale

I had the perfect level of alcohol in me, the amount that took away the fear without making me too drunk to function properly. Otherwise, there is no way I would have gone up to her. She was undoubtedly the sexiest girl in the bar- probably the sexiest girl in the city. And she was alone. Only for a minute, no doubt, before some other loser tried it on. Not this time, I thought. You don't shoot, you don't score.She was tall, dark, slim but curvy. Black hair, a tight red dress, dark red...

Taken by a sexy shemale

I was getting pretty horny that week; since my sweet wife had gone out of town to attend a conference.I talked about it with some of my office mates and one of them, Jimmy, said he had the perfect solution for me.He said he had a she male friend; a hot ass girl with a huge cock.I laughed, saying I was straight and did not want a cock in my ass.But Jimmy convinced me that the she male had an ass to die for.I finally accepted and I made some arrangements with this sexy she male, to meet at a...

Sex With Horny Shemale

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Suprised by a Shemale

I had met Tara during lunch at a business conference. It was a fairly boring conference but the lunch was longenough we got the chance to talk at length. We hit it off right away. She was gorgeous and I couldn't take my eyes off of her. Much to my surprise, she asked me for my number. I was kind of in shock because no woman had ever done that but gladly obliged.We met for dinner and a movie one night and wound up going back to her place at the end of the evening. We made out for a bit, but...

I am a Straight Guy meets Shemale

I had the perfect level of alcohol in me, the amount that took away the fear without making me too drunk to function properly. Otherwise, there is no way I would have gone up to her. She was undoubtedly the sexiest girl in the bar- probably the sexiest girl in the city. And she was alone. Only for a minute, no doubt, before some other loser tried it on. Not this time, I thought. You don't shoot, you don't score.She was tall, dark, slim but curvy. Black hair, a tight red dress, dark red...

Wife Caught Me with a SheMale

It all started out one day I was sitting around in my apartment watching adult porno on the computer. My wife had just left for work. I was horny and my cock was hard so I started jacking off. I was lying on my back pumping my cock hard when I started to cum it had been a week or so since I had any pussy and the cum shot out of my prick like a loaded gun.Some of it hit me in the face and some of it landed on my lips I stuck my tongue out and licked it off my upper lip. It tasted a little salty...

Cat The Shemale

Follow me on insta @raqm0900. IF you love my stories.I am a closet CD and seeking a owner.Introduction:I could not believe my luck.In my sophomore year of college I started dating one of the hottest girls on campus. We had met in my History of the Roman Empire class and hit off right from the start. It took me almost a whole semester for me to work up the courage to ask her out. When her reply was, "I've been waiting for you to say something." I almost creamed myself.Let me explain. I am pretty...

From Female to Shemale

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Hands free self facial with a shemale

I was out at a little casino in Reno talking to this black girl. Her body was smoking and she was showing it off proudly in this tiny outfit and knee high boots. She was about 5'8" she had about a C cup. She was thick in all the right places. Sexy thick thighs. She was almost considered fat or a BBW. We talked, flirted, and had drinks for about an hour. After a while I asked if she was hungry. We got up and when she was getting she put her hand on my shoulder, I took a chance and leaned in...

My first time with a Shemale

By the time I turned 18, I had already done a lot of fucking - mostly with women in their 30's and 40's. As a k**, I was kind of a stud, mowing lawns in the neighborhood. I had a bod, and went shirtless, in shorts and sneakers, for effect. The women in the neighborhood did love me and tipped me well after mowing their lawns and eating their "bush."I did finally land a job as a pool boy at the Fountainbleau Hotel. The sexual encounters remained the same but in much better surroundings, and the...

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...

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 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 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...

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