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Long sex story 8211 I Was A Reluctant Shemale

Marilee’s fists tightened in despair as she sat at her secretarial desk and listened to the muffled moans emanating from the office of her boss, JC Wyatt. JC was one of the youngest and most famous casting agents in Hollywood and was the most blatant offender of the “casting couch” which degraded women. The young actress, a stunning blonde who couldn’t have been more than sixteen years old, had looked so hopeful when she had entered that office only twenty...

MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

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Do you get off to looking at porn picture galleries? I have heard this question come up in several discussions, and usually, there are sides. Some people think that pictures are a thing of the past, yet there’s another side that still appreciates good smut in the form of images. Personally, I prefer videos, but what are videos if not moving pictures. Besides, I’m dedicated to providing all perverts with their preferred smut.This article is for dudes that enjoy jerking off to shemale galleries....

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Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasnâ€™t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

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Have you ever heard of NudeVista? Of course, you have! The porn discovery engine has been around for over 20-years. Originally a place to visit if you wanted to find porn pictures, the platform has evolved to offer videos, model pages, and so much more!That includes finding shemale pornography that will make you cum your goddamn brains out! Don’t believe me? Well, how about checking out NudaVista.com/Shemale. Here, you will discover all kinds of amazing shemale pornography bound to get you off....

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Shemales are fascinating humans, especially when they have a bigger dick than you have. I can’t say that I don’t enjoy a good tranny film, but I’m not too fond of watching women with a larger pecker than I have, and you guys know that I’m well endowed. Well, I can only imagine how it is for you with your ghost penis. But, hey, I’m not here to compare dick sizes.On the contrary, I’m here to point you in the right direction if you are looking for some hot shemale action. Sxyprn.com is a great...

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Eporner Shemale

Shemale porn videos have been part of my fapping sessions for a long time now, and I know I’m not the only one. You lot love watching these whores with dicks, and perhaps for different reasons than I do. I do it because, with a t-girl, you always know what you are going to get: any day is anal day. But I bet you do it for the humiliation vibes you get from watching a girl with a big dick than yours. I’m not here to judge, though; I just want to show you where you can find the good content.Well,...

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Sex experiences of a slutty shemale

« Bhopal girl fingered by boyfriend in hotel room mms | main | middle east lady Officer dressing up after fuck mms » Sex experiences of a slutty shemale Posted on december 15, 2008 12:00 pm, filed under straight couples Hi! This is priya, 21 years and i am a shemale. Hope you know what’s a shemale. I was born as a boy; but i always wanted to be a girl right from my childhood And so, i had medical intervention to change my sex. Since my parents are rich And supportive, I could well afford for...

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I think the allure of spending time with hotties that have that something extra swinging between the legs is the ultimate frontier in porn. Long gone are the days when this fantasy fetish was kept a tightly guarded secret. Personally, I find it quite intriguing and I don’t give a fuck about some of the conservative feelings some of you may have. Ladyboys may come across as weird or queer, but I always find the idea of beautiful faces, plump tits, and big cocks in a single package to be really...

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DaftSex Shemale

I have already written a general review of "Daft Sex," which you can find by punching the quoted characters into the search bar. However, that tube possesses a titanic amount of content, and to be as absolute thorough, so I thought I should give it another review. Or rather, I did several focusing on different facets of the platform, in this case, the shemale erotica found on this tube.Talk about t-girls, porn with extra poles, and other forms of innuendo are inbound.Time To Talk About The...

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Sex With A Hot Shemale

Hello everyone, my name is Ajay Kumar and I am based out in Visakhapatnam. The following story is a work of fiction as the real-life situation slipped out of my hands miserably. The story is a bit long so bear with me till the end. A little introduction about me, I became bi-curious under different circumstances and was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys but always felt that something was missing which made me more...

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My first threesome with wife and shemale

My sex life with wife was becoming monotonous and we were looking for ways to spice it up. We explored different options which involved fantasies of both of us which we had not been able to fulfill. I had a long time fantasy of having a threesome with wife and a shemale which I shared with wife and after some discussion we agreed to go ahead with it. I had always watched shemale porn with interest. Recently my interest had increased and I was watching more and more of those videos that had...

My first time witha a shemale

I was holiday in Spain with my friend and his Mum when i was 17, we didnt have any problems getting served in the bars so went out every night drinking. Half way through the holiday we all went out and me and my friend ending up in a club quite the worse for wear, a girl was dancing against a pole and keeped looking at me so i look backand maintain eye contact, she danced in my direction so i danced up to her and as she started to grind against me i started feeling her tits, she turned round...

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What is it about women that gets you all fucking hard and drippy? Is it their pretty faces, or do your eyes go straight to their titties? Maybe you’re a leg man, or perhaps you love ass, and I’ve known more than a few dudes who love nothing more than a woman’s foot. Then there are dudes like you, whose favorite part of a broad is her penis. Have you checked out the Shemale section over at XVideos?XVideos.com is one of the net’s biggest sources of free smut. The site gets almost 2.5 million...

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I Was a Reluctant Shemale

Author notes: I wrote several stories back in about 1995 or so, but due to certain circumstances, I ended up purging them off of my computer. Over the years I have found those stories on the net and resaved them to my hard drive. The story you are about to read is the most recent story that I have found. It was harder to find because it has been posted to a site (Kristen's Archives) by someone else claiming it to be their writing. It is not. It is my story and I am now reclaiming it...

Autobiography of a Shemale

Autobiography of a Shemale Dominatrix By Barbi Satin Introduction Among many in the transgender world the term shemale is offensive. Transsexual in considered a proper, politically correct term. Transsexuals are persons born into the wrong gender and have the psychology and even brain structures of the opposite gender. They go...

xHamster Shemale

While I am pretty sure that you already heard about xHamster before, I am not here to talk about that site as much as I am here to tell you more about a certain section that I really like on xHamster. This site is filled with many hot videos featuring the hottest trannies, and you are more than welcome to check them all out.So, do you think that chicks with dicks are hot? If you do, then you have come to the right section, because that is exactly what xHamster has to offer. Now, do not get me...

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Magical Ring Turned Me Sexy Shemale

Hi, guys, this is Rii and you can find me on Facebook by searching Rii Femboi. Now coming to the sex story. I am 28 boy and an absolute nerd, always studying and as a result had no friends since my school days. I thought things would change in the college, but I was wrong that time too. After completing my college I got a very good and a high paying job, but there too nobody wanted to befriend me. I had to move away from my parents to Delhi for a critical project that my company entrusted me...

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How I became a Slave to a Shemale

Hey readers, This is Karan, back with another . I am sure that you guys will love it. I lost my asshole virginity to a shemale I met at a massage parlour. She took me to her place and fucked the wits out of me. So let me give you my brief intro again. I am 5 foot 10 inches tall, have a fluffy personality, and have a dark complexion, but attractive. I have a tool of 6 inches, and I am a pansexual from Hyderabad. I am shemale lover and would have sex with shemales only. I am flexible with both...

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“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...

Had Amazing Sex with My Crush Who Turned Out to Be a Shemale

My name is Nick. I am Software Engineer residing in Las Vegas- the perfect place to be working by the day and partying by the night. I absolutely loved the night life of Las Vegas. Occasionally on weekends, I went out partying at a nearby nightclub and casino. That is where I met Cassandra. She was a regular visitor too just like me. I often noticed her and sometimes even stared. It did not go unnoticed by her and she made the first move to get introduced. Soon after, we were making plans...

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My Sister 8217 s A Shemale

We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...

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Sweet Julie Birth of a Shemale

Sweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They...

First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

First time hooking up with a shemale

Well the first time I hooked up with a shemale was an escort visit (night out, massage and the rest :)), this was when I just started to gain interest in shemales (about 2 years ago), so I became curious and wanted to know what it was like to spend a night with one, after all they say its having the best of both worlds. I looked up a Brazilian shemale online and when I saw the pictures, I couldn't resist a visit. I mean her femininity was beyond this world, stunning from head to toe. I gave the...

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I've always thought myself as a straight guy. However, I always fantasised about serving a big cock. The problem was that I didn't fancy guys. That is when I came across shemale porn, OMG, what could be better?! A hot ass girl with a huge cock. Unfortunately, convincing shemales that aren't escorts are hard to come by, if not impossible. I started scouring escort sites and found a local shemale offering her services. She was Latino, 5"10, big tits, and best of all, and 8inch cock. I was really...

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I've always thought myself as a straight guy. However, I always fantasised about serving a big cock. The problem was that I didn't fancy guys. That is when I came across shemale porn, OMG, what could be better?! A hot ass girl with a huge cock. Unfortunately, convincing shemales that aren't escorts are hard to come by, if not impossible. I started scouring escort sites and found a local shemale offering her services. She was Latino, 5"10, big tits, and best of all, and 8inch cock. I was really...

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...

Memorable Night With A Shemale

Hello everyone, my name is Ajay Kumar and I am staying in Gachibowli, Hyderabad. A little introduction about me. I became bi-curious under different circumstances. I was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys. But always felt that something was missing which made me more curious about meeting a shemale or couples. But found out that they were next to impossible. I signed up on various websites to search for shemales or...

My Wife The TOP ONLY Malay Shemale

Hi all, my name is yarra (not my real name perverts!!!) and I am a proudly married matured male, now 57 years old.My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years.Let me tell you my fantastic and totally out of this world story.Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish age, you had read my earlier life story in this "Xhamster" site, where I started my strange relationship with my shemale mother, the one who had...

Wartime Comfort House Diary Day 8 Shemale

Dr. Takuchi was a classmate in the military academy. He was responsible for security of the secret 731 laboratory research in northern China. Although this top secret unit was never publicized, as a Commander General, I knew they researched all kinds of biological warfare and tested on the locals. Dr. Takuchi told me when he visited Shanghai last, 'We are mating all kind of animals with local females. Obviously with horse, donkey, Siberian husky, wolf, ape, monkey and then some others we...

First love with a shemale

This happened around 10 years back. I never had a chance to share my experience. After getting some free time at my work recently, i thought of sharing my erotic stories.I will cut the chase and jump into action. I had been browsing horny shemale videos for a long time but never had the opportunity to spend time with. The place where i stay does not have good transgenders and 80% of them are just fake and try to loot money. I searched the craigslist and from one of the websites luckily found an...

The orgy with a shemale

THE SPELLING IS OFF SORRY I WAS AT WORK! I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name was chichi and I don't know what her job was but these two woman were not japanese women miki was around 5 feet tall and was around 108 pounds ,Long black hair...

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Passionate Sex with a Beautiful Shemale

Passionate Sex with a Beautiful Shemalea 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...

My First Fuck With A Shemale

Hey, everyone, it feels so good to be back again here and share with you all yet another fascinating and horny story. This is your friend cum pal Dr. Raj from Gujarat. Just to remind you about . Do check them out. Coming back to the current story this was my first ever experience with a trans woman or shemale. And my God. it was one hell of a ride. To cut it short I met this shemale lets call her D through Locanto website. Of course, it was a chargeable meet. As far as my knowledge goes you...

NoodleMagazine Shemale

I presented my group of friends with an exciting quandary the other day. What is gayer? Watching a dude fuck a chick, or watching a chick with a dick fucking a babe? Take a moment to roll that about your braincase. For many of you, you probably had a gut, knee-jerk reaction that, of course, watching a chick with a dick is gayer, but it only takes a brief application of logic to start questioning that assumption, so let’s break it down.While several of my friends were not happy about it, I...

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Massage Sex With Latina Shemale

Hello, I happened to be on a trip to Brazil, when after my meetings, I went back to the hotel and took a nap. After an hour or so I was fresh and charged up, I decided to go for a massage. I looked at the online sites and fixed up a house call to my room, by the way I had chosen a transsexual for my massage. After an hour, Maria knocked on my door; I opened it and led her inside. Maria was around my height, with dark jet black hair, chocolate color skin, Though her breasts were not huge they...

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I lost my virginity to a shemale

As living in an Asian country where sex is very personal thing and no body wants to share any thoughts regarding that.Me as a person wants to try it in a different way and which took me to another level of that,which I had never thought of.Being a young 18 year old boy I use to see porn just to control my thoughts and body,like every guy use to do.Then while searching on net I came to know a word called shemale.I had heard that word earlier also when I was 14-15 but didn't paid attention...

An Erotic Threesome In Delhi Me Rich Woman And Shemale

Hi reader, Now I am back with sex story of me (Sam) and the rich woman (Geet) name changed due to privacy. I am Sam a 27 year from Delhi. I had many casual sex encounters with married women and girls. Any women or girl can contact me at hangout Geet is a rich Delhi-based woman who has lots of money to waste on anything but that’s not much for a living. She sometimes feels alone even having around her as her hubby who is businessman always out for business. By looks, she is a gorgeous lady...

My First Time with a Shemale

I had watched porn for a long time, graduating from straight porn to videos of shemales, falling in love with TS stars such as Leilani, Julie Bond, and the gorgeous hermaphrodite Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.Then one night when I was living in Indianapolis, after being out drinking and dancing, I stopped at the local adult video store. I had parked near a white van and, as I was drinking some more of...

My First Shemale

A little about me first. I’m in my early 50’s, regular build, and I say average looking man. I have never had the women chase me like some hunks would, but did Ok in my younger days. My cock is average size, but at the lower end of the range. I’m happily married to a wonderful wife for near 25 years. Like some guys I think I spend time on the net looking at porn. It all starts of fine, your fantasize about the girl next door, the trophy wife across the street, and so on. Well for me it went to...

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One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up....

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"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up. The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known...

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Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

wife fucked by shemale

Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

Gas Station Shemale

Before I begin this story let me say this: I know that a gas station is a place where one would not likely see a chick in a short skirt with heels and even if you did it wouldn't happen in the wee-hours of the morning.........would it??? On this night I hadn't paid close attention to how much gas I had in my car and when it was time to drive home from the party I'd been at I realized that I absolutely had to stop to get some (probably not a real good idea but I had no choice). Signage along...

Taken by Force a Shemale

Taken by force a shemale! By venisss It started very simply. I was on vacation in goa, and stayed the hotel, overlooking a nice sunny beach, with dozens of various palms around. Once I saw an attractive woman at the hotel bar and offered her a drink. She accepted and we conversed. I was not planning to pick this girl up and make it out with her, just normal decent chatting. She appeared to be a very good listener and glib, it was very interesting with her. Soon, we were laughing and joking like...

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...

first time with a shemale

Anyone who has read my other stories will know that they are based on real events, this one is also based on an actual event. It happened on a recent trip to Thailand.We arrived in Thailand on a Friday morning, looking forward to a well-earned break. Jaq and I worked long hours, and we lived for our holidays. We had decided to visit Thailand as we were both curious about the availability of good looking shemales.It had long been a fantasy of ours to try a threesome with a shemale and hoped this...

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My first time with a shemale

OK, I was wasting my time on shamble videos and pictures on the web for about 8 years! When I first entered a porn site I almost got sick, but soon I got really curious about it but didn't dare to click that button; couldn't explain why I wanted it so much though. Eventually I pressed it. I started with shambles alone, then shambles fucking girls, then shambles fucking shemales and end up with shemales fucking guys... I started loving it, watching it on a daily basis. My fetish for thong...

My first encounter with a shemale

I am a straight guy who had never strayed before.. however i had been having urges over shemales and started wanking to shemale porn every now an again online. i have always been interested with my ass being explored but i never found men attractive. with shemales it was different. they are beautiful, slender but also filthy at the same time. it seemed perfecti had planned a europe tour some years ago and my first stop was amsterdam. after a few hours of roaming the red light district i was...

me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales...

The Studio and the Shemale

When the company I worked decided to relocate to the north of England, it was made clear to me that there would not be a job for me there and so the decision whether to move woth or leave was decided for me. The redundancypayment was extremely generous, as it should be, I had been with them since I left school. So now I had to find a new job and the decision was whether to stay in the line I was in or change careers, but With the redundancy payment as it was there was no rush.Quite by chance I...

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Hi dear it just a story may be its real cany sure some 1 told me & i write this 1 for u Hi mai ap ki friend ap ka leya aik or story la kar aee hoain, mujha 1st three stories ka jo respons mila vo to mai ko bata nahi saktee, par ap ka tnx zaroor kartee haoin dil sa. Isee ka sath maree 4th story ap ka leya. Ya mara sath hona wala aik ajeeb or anokha waqia tha. I mean really very different, mujha movie dakhna ka mood huva to mai cenma chalee gae wahan khelade 420 film aksha ki lagi thee new film...

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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...

1st time with a shemale

I have always enjoyed playing with my ass hole, about two years ago I was in Chicago and went online to Eros and chose a shemale named with held. I called her up and she came to my hotel room. I was very nervous when I opened the door. She was about 6' tall and was a very good looking Latino. She bent down and gave me a kiss right on the lips and man where her lips where soft. She went into the bathroom and asked me to relax and she will be right out. I was lying on the bed and she came...

My First Time With A Shemale

Hello Indian Sex Stories readers, thank you for your continuous support. Your support helped me to experiment more and more with different kinds of people. This time it was an unexpected encounter with a shemale. I hope you like this one. Email me at & tell how hard I made you cum ;). And also if anyone from Mumbai or Thane want to have a session with me than you can email me without hesitating. I don’t judge people don’t worry. So let’s come to the story. This is a recent story that happened...

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First Time with a Shemale

This is a true story about my first time being with a shemale. I happened just over a year ago on the tail end of a business trip to Amsterdam. I had a couple of free days at the end of my trip to enjoy and explore the city. So naturally, I decided to check out the night life and that meant a visit to the Red Light District.I spent a lot of time just walking around and taking in the sights and sounds of the area. There were so many people walking around and it was alive with all their energy. I...

Threesome In Thailand With Hooker And Shemale

Hi friends. It’s your favorite writer Abhay from Jaipur. Thank you all for the huge response for my last sex stories. Now I am back with my recent real encounter. You all know my vitals and so I am skipping that part. Suggestions and comments are always welcome. I respond to every email I get. So, let’s start with my real life incident. It all happened in May 2018 during my vacation trip to Thailand with my wife and another couple of friends. Our vacations were nearing the end and I wanted...

First time with a Shemale

First off this is a true story. I lost my virginity at a young age so sex is always been something usual for me. As far as how I lost my virginity... thats another story. I have always dated women that were openminded, bi-sexual and down right sluts. I have been in strange conversations and situations because of being soooooo "openminded", heres my story... Bella and I were getting dressed for a night on the town. We had plans to meet a couple from a a website we were members of. So we were...

Wife Fucked By Shemale

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

wife fucked by shemale

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

Wife Fucked By Shemale

By : harryshanty63 This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 kids from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used...

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"What is this?" My wife asked me as she opened my suitcase.'Fuck', I sighed to myself. I had just returned from a business trip where I purchased a butt plug. Truth be told, I felt like I was having my mid-life crisis. Instead of buying a Porsche or Lamborghini, I got curious about my sexuality. I wondered what it would be like to suck a cock, even though I did not find men sexually attractive at all. I felt more and more compelled to be on my knees, to have a cock in my mouth. This became my...

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...

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...

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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?...

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...

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...

Shemales

Reddit Shemales, aka r/Shemales! Reviewing Reddit subs has become a real drag these days because there’s a sub for every single fetish, niche and sexual preference you can think of – and about a million that you’ve never heard of before. That’s why I’m always glad to get the chance to review something that is a bit outside of my comfort zone. There’s a ton of smut that I’m personally not a fan of, but I’m an equal opportunity porn god, so I really enjoy covering other people’s smut. Sometimes...

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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...

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...

The House of Shemales

Rudy stands about 5'9" and weighs about 140 lbs and if you look at him say from 9' away would think he is an attractive lady with a real short haircut. Rudy was tired of the old hangouts and he saw a large building that said The House of Shemales. First, he passed it but than turned his car around and went to the parking lot. After about a 5 minute hesitation he went inside out of curiousity. The lights were dimmed and the first thing he noticed were really attractive passable...

Suprising Shemale

A storm had just passed and the asphalt glistened as he crossed the street. Fuck I’m horny I thought. As I crossed the street I saw this beautiful black girl walking crossing the street towards me. It was dark and she was completely unafraid. Normally I would not have had the courage but I was kind of drunk so I asked if she was coming home from a hot date. To my surprise she turned to talk to me. Unlike many black girls she was slim with slight hips and small breasts. The had long...

My Boss Is a Shemale

I slowly put my tongue on it. It’s so hard and solid. I feel like I could break my skull on it. I can feel her breathing and shiver as I slowly put the head in my mouth, so warm. I alternate between suck the head and licking the shaft, even giving some attention to the balls. I had a really bad week. Actually, bad would be an understatement, shitty would be more appropriate. Problems after problems had punctuated my Days. I managed to get a new job as an assistant executive at an...

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Rules: Needs to be a brazilian shemale with big tits, a fat cock and a nice round bubble butt! Feel free to continue and create new storylines.

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The Dirty Little Shemale

I am Nicola, a 25 year old shemale. I am 5'7", slim, athletic, I have shoulder length light brown hair, green eyes, 34D tits, a 6" cock and am a dirtly little fucking slut that will do anything. It's Friday night and I head to the local club dressed in my tight black top that I'm almost coming out of, very short denim skirt that only just covers my crotch, sexy black panties and black leather knee high boots. I get inside and the club is packed. There are sexy men and women everywhere I look. I...

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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...

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...

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,...

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...

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...

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...

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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....

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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...

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Sex Massage With Beautiful Shemale

Hi, I am Rahul; I was on a business trip to Singapore, when I decided to go for a massage, searching in Locanto I found a beautiful, good-looking woman offering the Ultimate Massage. I was somewhat surprised and intrigued by the ad and fixed up an appointment. I reached her place and the door was opened, “Hi, I am Sonia, come in “she said. “Hi, I am Rahul” I responded. Sonia led me to a chair where I sat before she brought me a cold beer. When I took it from her, our fingers brushed and I felt...

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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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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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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...

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