My Life As A Shemale Part11 free porn video

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The weeks went on and I had recuperate from my weekend at Suzi's. I have to say that it was very exhausting but I am glad I had done it. It wasn't the same as the sex I had before, it was different and thrilling. I did like being exposed and abused.

My body had changed, I was by any standards becoming a beautiful young woman, as my 14th birthday approached my breasts became nicely shaped, no more than a handful but Sam had been right, perfect. My skin was a silky white, perfect and soft. I was maybe a little too skinny and my legs still had this coltish look. My blonde hair had grown out to the middle of my back and Sam loved running her hands through it when we sat and read. I was growing pubic hair that I shaved off as soon as it became visible and sometimes Sam or Suzi did it for me. My penis was still oversized and I felt it marred the rest of me. I did enjoy the looks I had gotten from my suitors when they first saw it, dangling from between my legs.

Suzi came by as often as she could, which amounted to about every other week, we continued our practices of BDSM occasionally but I preferred it at her place since Sam or Tim didn't want to be a part of it. Suzi and I spend an evening together talking and of course it most often came around to my sexuality, she always wanted to know what I was thinking. I told her that I found anal sex to be very fulfilling but sometimes wished I had a vagina, I wanted to feel the penetration through my main sexorgan. She said she could relate, she started telling me about sounds and catheters but that they were probably nothing like the real thing and that it did satisfy her to a certain degree. I thought about it all evening and asked her if we could try out sometime. Suzi, the ever horny tramp, was delighted at the thought but that it was expensive. She herself used a friend that is a dominatrix but also a nurse, she said she would talk to her and see if she would even do it to someone as young as I was.

It was only a few days later that I heard back from Suzi and she sounded all kinds of excited. Her friend had agreed and even to do it free of charge if I was willing to let her do it in front of a few select people that would pay to see me. It felt awkward to think of having this experience on front of people but then I remembered the boys watching me masturbating in the park and how exciting it was. I said I would do it. Suzi set it up for the next weekend.
The days flew by in a hurry and before I knew it she came to pick me up from the house, I told Tim that I was spending the night at Suzi's. When we arrived, I had no idea what to expect, it was a loft in a downtown high rise and we were greeted by Stephani the Nurse. Her home was very expensive looking and she seemed friendly enough, I guess I had expected her to be very brutal or something, she was also very attractive. When she saw me her eyes lit up in happy expectation, "You are so darling and you look so innocent Danielle, I cannot wait to see the rest of you. Lets get you cleaned up for your performance!". We went through several rooms, the place was clearly larger than I expected, we came through what looked like a doctors exam room, except the table had foot rests. We went through a door behind it and came to an open bathroom with a large shower and Stephani asked me to get undressed, again that feeling of being seen in the nude was exciting me. I took all my clothes off and Stephani started to scream in excitement, she felt my budding breasts and came down to my penis which seemed to mesmerize her completely, "You are absolutely gorgeous darling! First I would like to get you cleaned up and cleaned out, that means an enema so we don't have any unwanted accidents later". I have never had an enema before and looked forward to it, there were no shower doors, just a large tiled room with several shower heads. She took down one of them and unscrewed the head to replace it with a long thin metal probe that had holes in it, next I had to lean over a stool sitting in the shower. She lubed up the rod and turned on the water, waiting for the right temperature, "Honey, this will feel a bit strange, I will stick this in your anus and like a brush I will go back and forth. You will dump the contents of your intestine and it will feel weird but it wont take long". She delightedly spread my butt cheeks exclaiming what a wonderful hole I had, she inserted the rod and the feeling was instant. My penis started growing underneath me and she again had to touch it with joy and excitement. She went in and out of me and sure enough it was cleaning me well, excrement shot out with a torrent of water until only clean water came. Stephani asked me to stand up and lathered my private parts up, she got a new razor shaving every part of me until I was bear from the neck down, it wasn't much to begin with but I felt very clean afterwards and somehow younger.
Then she got me dressed, as I expected it was going to be leather. Her outfit, if you could call it that, was a little different from Suzi's. The 'bra' was only surrounding my budding breasts but because it was so tight it seemed to make them look a little bigger. She gauged my penis circumference and added a larger metal hoop to the genital strap. The metal hoop slid down to the base of my penis, it was tight already and I wasn't even hard yet, the rest of the straps went straight up the front and two others around back keeping my 'pussy' free of restrictions. I missed Suzi's that had the strap going up and over my anus. I looked at myself in the mirror and thought I looked hot despite it and Stephanie agreed. She then filled me in on what was coming and what to expect, it made me a little nervous as if I was about to perform and only had a last minute rehearsal. I just tried to remember that this was about experience and pleasure for me not those watching. I got into a bathrobe and walked out of the bathroom and into the exam room where several naked people were there already, I was surprised to see both men and women but mainly men, most were older but I could also see a couple of young people there too. The sounds and the whispers were instant when they saw me walk in, some literally licked their lips and others grabbed their crotches, massaging their parts in anticipation. It reminded me a little of the electrician that took advantage of me, except that this time I wanted to be here.

Stephanie gave me some time to talk to some of them and most of them really want to get to know me, then she took me away from them and they sat down on comfortable chairs that were standing around the exam table. Stephanie didn't speak, she removed her robe and displayed a full latex suit with her breasts and crotch cut out, I could see her cleanly shaved pussy, it was pierced and looked very nice and her breasts did too. The crowd gave a pleasing ahh sound and she smiled only for a moment then she removed my bathrobe and the room went silent, I could feel everyone in the room starring at my nude body, up and down their eyes went as if not knowing what to look at, my angelic face with my long blonde hair, my budding breasts with small pink nipples protruding over alabaster skin and a flat tummy or my very large flaccid member f0rced forward a little by the constraints of my harness. I stood shyly for awhile and let them look at me after which Stephanie took me to the table and lifted me on it, she adjusted the stirrups for my legs to a shorter size as I was far too small for the previous setting. She spread my legs into them and strapped them down, she adjusted the angle more to spread my legs apart even further with my penis now dangling over my hole and down between my legs, it must have looked grotesque with my tiny frame but looking up at the audience I could see them masturbating already and getting excited, I guess it was ok then. Stephanie leaned my head back against the headrest and moved to get some latex gloves on. She pulled a tray table over with an assortment of medical supplies, most rapped up in sterile packaging, I could feel butterflies building in my stomach and I started to fidget with my hands. Stephanie saw this and used velcro restraints to tie my hands above and behind my head, now I was completely bound and exposed. She continued the show, next she took a syringe filled with lubricant that I was all too familiar with, except this wa a real one but without the needle, she took the length of my penis in her hand and inserted the tip of the syringe into my piss hole, it was certainly getting exciting. She only added a small amount into me, then she removed the plastic from a thin rubber hose that was clear and attached the syringe to the end of it deploying the plunger and filling the clear hose with lubricant. Once all the air was expelled and the tube full of lubricant she moved to slide it into the tip of my penis, she changed syringes to another full one and as she ever so carefully inserted the tube into me the pushed the plunger down very slowly. The lubricant was coming out of the tip inside me I assumed creating a slippery path to let it slide into me. It hurt bad and not as bad as it will be when she takes it out, or at least so she told me.
I looked down between my legs seeing Stephanie moving it into me, essentially fucking my real pussy, at least for tonight. Deeper and deeper it disappeared into my penis and the overall feeling was sensational, I was finally feeling penetrated. I do not know how long it took her to shove the entire length into me and I was glad I was restrained, I might have tried to pull it out. The moans and whimpers coming from me seemed to excite the people around and they too were sounding more excited when she removed the syringe, pinching the hose in the process. Now she attached another hose to the catheter that was already all the way inside me and I assumed it was in my bladder, I felt full too since she has been giving me one glass of water after another since I had arrived.

The hose she attached was leading to a clear bag hanging from a metal arm that was fixed to the table. When she released the pressure of the line my urine started to flow into the bag. I was not only relived to empty myself but had no control over it, to say it was exciting would be a total understatement, it was absolutely exhilarating, my small strapped down body, the cath leading out of my penis and my urine flowing out of me and I had zero control over it. As if she knew what I wanted she brought out out a butt plug, she stuck into her own pussy to get it wet than started to push it into me, it was awesome and from the moans around me I could tell they liked it too.

Soon it was inside of me, the continuous loss of control was indescribable. There I was on the table, strapped small body strapped down, legs spread. My penis semi hard and a tube sticking out, buttplug deep inside me. My pink nipples hard enough to cut glass. When my Mistress reached for a super large syringe from the cart and inserted it to a nipple coming of the full cathbag, she retracted the plunger and started filling the syringe until the bag was almost empty. she closed the tube coming from my penis and stuck the syringe onto the tube going back inside of me. I couldn't believe what I was seeing, I realized she was going to try and fill my bladder back up with my own urine! I whimpered at the thought and many moans came from the audience which I had almost forgot about. I could see an air bubble forming in the line as she injected my piss back into my tube. Slowly but deliberately she depressed the plunger and I could start feeling my bladder expanding again. The sensation of having to pee was coming back as she pushed the final urine into the tube. Just when I thought I was going to burst, she pulled the plunger back, drawing the piss back out of me. I was getting hard, that was the ultimate reaction to this process and I was deeply afraid I was going to cum and couldn't with that tube in my penis. My Mistress flicked my rock hard titties, "No you do not get hard and you do not get to cum, not yet. It would hurt too much, you hear me?" I nodded and tried to think of other things to calm me down but it was difficult. She pulled and pushed my piss in and out of me a few more times, I could hear the audience making frantic sounds and as I glanced over I could see a couple cumming all over each other, watching me all the time. It was strange to be the reason for people to cum, it excited me too and I was getting hard again. She drew out my urine for the last time and I felt empty. "Here comes the pain girl" and with that she started to pull out the tube from my pussy, slowly, I screamed at first, like a hundred needles poking my clitty from the inside, then I whimpered and moaned in ecstasy, a little blood came back on the tube too and as strange as it sounds, it made me think I just had my first period. The people around me hearing my screams and moans went into a wild frenzy, the last of them cumming and from the sounds of it cumming hard. Like a ripple through my body and my clitty not even hard, I felt the same thing happening to me. I was going to blow my load.

My Mistress had my penis in hand and it was pointing straight at her, as soon as the tube left my penis my cum shot right out after and all over her suit. Sperm, blood and urine hitting her tits and running down her latex suit, she looked at it, it was so much. She sat back in a chair and started masturbating herself and came in a hurry, my juices still running down on her.

She started to clean herself and me up, giving me lots to drink "You need to pee and it will hurt but it will clean you out in a natural way that I cannot." I nodded. She removed the butt plug and Suzy came over to help me off the table, I was shaking so bad I could barely walk. Suzy had a lot of cum all over herself and I guessed she had enjoyed the show too. They took me to the back and back into the shower. They both got naked too and showered with me but they made sure to clean me first from top to bottom. It too was a strange sensation to have all these hands all over me and making me feel good at the same time. I got another enema but this time from Suzy and I did have to pee and it was painful but not as bad as when she pulled out the tube from my penis. It came out first with a little blood but became clear almost right away and again I was turned on. I had finally got fucked or at least as close to as I could get. It was the final loss of my virginity. I peed again and this time I felt fine. We put our robes on when she turned to me "Listen, my customers out there will ask to fuck you. You do not have to or you can choose one but they do have to pay you. Sine they are my customers you will give me half but you can keep the rest including any tips. Since you are so gorgeous and y0ung they will have to pay 500 minimum, depending what they want, understand?" I nodded again and looked at Suzy, "Should I? I mean I am still very horny". And Suzy just said "Do as you please baby girl" and smiled. We came out to a great round of applause, I opened my robe and placed my arms on my hips, teasing them a little and letting my clitty bounce back and forth. The applause went louder with some big smiles. We mixed with the crowd and most wanted to talk to me but all were very courteous and no one grabbed me.

Soon enough a young man came over to me and asked if I cared to join him in a private bedroom. "She already told me how much, I would have paid double to tell the truth" an older gentleman heard and came over to us. "I would like to pay to watch if its no trouble, I might have a heart attack seeing you cum again little lady but it would be a hell of a way to go" The young man nodded with a smile, he was very handsome too. "You may watch". With that we walked into the private bedroom and we were soon stripped down, he gently laid my small body on its back in the large bed and his erect member seemed in desperate need of cumming. He put a condom on and I spread my legs opening my hole to him by pulling my cheeks apart. He soon moved over me, sliding into me at the same time and never taking his eyes of off mine. He was too tall to move his lips to my budding breasts but he did kiss my forehead and let the hands do the playing with my hard nipples, trying to cup them in an awkward hand gesture. He seemed to enjoy looking down between us, seeing my hard pennis moving back and forth over my stomach as he moved in me. It didn't take long and I could now feel the sensation of another cumming in me, to help his pleasure I tightened my hole as much as I could and the reaction was instant. The old man watching us came too. Before he left he asked to kiss me on the lips and I said yes, he put his arm around me to lift me off the ground and bring me to the height of his face then he sensually kissed me, it was wonderful.

Suzy came over to ask me if everything was ok and I just smiled and nodded. "If you are up for it, there are two men and a woman over there, they would pay a lot to have their way with you, I would be in the room to make sure you are ok". I didn't know what 'a lot' was but I didn't care at the moment, I was in a total state of shock that so many people wanted me and I wanted to please them too, I guess in a way to say thank you. We got back to the bedroom and they talked and giggled, just a group of people having a good time and I was the center of their attention. My robe came off and they all exclaimed how beautiful I was, Suzy was in the back corner winking at me and watching. Their hands were all over my body, touching my breasts and penis and hole but my back and stomach, my legs and my hair. As if I was some object and it pleased me that there seemed to be nothing about me they didn't like, all the way down to my toes. We moved to the bed and I got a quick idea what they wanted, one man wanted to fuck my pussy while the other wanted to fuck my mouth. The woman wanted to fuck my clitty with hers.

I spread my legs again and I could feel the man slide inside me soon enough but only slowly moving in and out. The woman straddled my body, inserting my now very hard penis into her clean shaven pussy, the size seemed to drive her mad as she enjoyed taking every inch into herself. Finally the last man moved in on me, arranging all of us a little down so my head would hang over the side of the bed. He caressed my beautiful lang blonde hair for a moment, then he started to open my mouth to insert his penis, he wasn't big but he was rather long. carefully he worked his way deeper into my mouth and to my throat, I tried hard not to gag. I could hear Suzy in my ear, "you do not have to do this baby girl but if you do, relax your throat muscles like before." I relaxed and soon his penis slid into my throat. I place my hand to it and could feel his penis bulging back and and forth in my throat. It was strange and I was able to relax after a while. They seemed to sense it too and started all moving in and out of me and the woman up and down. I was feeling so massively abused that I had no idea if I could have anymore fun. The cocks were sliding in and out of my body and the woman was riding me up and down. The man in my mouth was holding my arms back and above my head as his penis went into me and the man in behind was holding my legs up and apart. The woman was enjoying playing with my small tits while she rode me. I was going to cum and cum hard, my body started to jerk from the sensory overload and everyone felt it. The man in mouth shot down my throat as did the one behind me in my pussy, the woman came with me at the same time I did.
They fell of off me in a torrid of nude and beautiful bodies, Suzy came over and laid down with me, hugging my frail body covered in sweat and my cum. We all just laid there for awhile and I fell asleep. When I woke up, Stephani and Suzy were the only ones in bed with me. They had felt me stirr and woke up too. With a smile and some laughter we went to the showers again, everyone had left. We were all talking about how amazing last night was and how thrilled the customers had been. And I had made a small fortune with the promise of more if I wanted it.

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1 year ago
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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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4 years ago
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My shemale stepmom stepmother uses me and dad

Note : This story is completely fictional!My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...

2 years ago
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My Shemale Stepmother

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...

4 years ago
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My Shemale Stepmother

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...

1 year ago
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My Shemale Stepmother

Note : This story is completely fictional! My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...

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1 year ago
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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...

1 year ago
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The Diary of a Shemale Whore on Tour

This one comes by popular request and is dedicated to all you naughty people who fe-mailed me and complained that whilst you enjoyed my stories you felt that I could perhaps be a little more filthy instead of being suggestive! Well, I've always said that I'll give you what you want, well, you got it and I hope you like it! Disclaimer; (seriously!) The following story does not reflect the writers personal tastes and depicts entirely fictitious characters and fantasy scenes of an...

3 years ago
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A Shemale Fantasy and my Wife Part 1

Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...

2 years ago
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A Shemale Fantasy and my Wife Part 1

Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...

2 years ago
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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...

4 years ago
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Mile high shemale

“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...

2 years ago
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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...

4 years ago
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Young shemale with mature woman

High speed internet has arrived at our cottage, fibre-optics! We own almost 500 acres with a very large pond, nice home with a pool in its backyard. Pond has a lovely beach but is a serious walk from our house/cottage, roughly 20 minutes via a trail through the woods. Seclusion is paramount, peace and quiet, love it!! We've decided to try living at our cottage and have a grown daughter with her husband and k**s live at our house. I went on an extended trip to Europe for business. Wife loved...

3 years ago
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Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

3 years ago
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Mommys Christmas Shemale for David

She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

2 years ago
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A tale of male seduced by shemalefrom rohitraj

Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...

1 year ago
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London Mein Indian Shemale Se Fuck Hua

Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...

2 years ago
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Would love a shemale like this

****d (sort of) 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...

3 years ago
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My Sister8217s 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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1 year ago
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Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

Shemale
3 years ago
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A Shemale Fantasy and my Wife Part 2

About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...

4 years ago
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A Shemale Fantasy and my Wife Part 2

Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...

4 years ago
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A Shemale Fantasy and my wife Part 4

A few hours later I was woken up by Carol. "Wake up baby this day is just getting started" she said. My eyes opened and I was like a kid on Christmas morning. I couldn't wait to see and "feel" what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said "get ready for some fun". Having no...

3 years ago
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A Shemale Fantasy and my wife Part 4

Introduction: The Conclusion Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didnt know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. Wake up baby this day is just getting started she said. My eyes opened and I was like a kid on Christmas morning. I couldnt wait to see and feel what she had in store for me next. Carol instructed me to shower get dressed and leave the house...

2 years ago
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Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...

2 years ago
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Beautiful Shemale Sex Fantasy 8211 Part 1

Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...

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1 year ago
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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...

1 year ago
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My Vivid Memory of Sex with a Shemale Free Sex Stories and Adult Erotica Stories

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...

Shemale
3 years ago
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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...

2 years ago
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shemale fantasy ive read before and dream

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...

3 years ago
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A Shemale Vacation

A Shemale Vacation - Part One by Richard-to-Rachel I was eighteen, na?ve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was still a virgin and I was pretty determined that that...

1 year ago
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Fucking the Shemale Librarian on the table Shemale Sex Stories

I was a student by day and a firefighter by night. I had joined the team two years ago and was trying to get a college degree by attending classes at night. I often used to silently masturbate when I would go to the library, as I was alone in the evenings, at the almost closing time and it would take the edge off a bit. During one of these times, I saw the local librarian and oh she was hot. Perky tits, tight ass and a low cut blouse. Wow. She would probably feature in my fantasies for a while....

Shemale
1 year ago
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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 wasn’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...

Shemale
3 years ago
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A Shemale Fantasy and my wife Part 3

Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldn't stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren't Carols. I walked into the room to see Carol totally nude, with her...

4 years ago
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A Shemale Fantasy and my wife Part 3

Introduction: I didnt know what I was in for. But what a ride After our night of raw sexuality, I started to look at Carol in a all new way. She wasnt just my wife, now she was so much more. Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldnt stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite...

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