Shemales Porn Stories
Page 65

Shock and Awe Part 2

Have you ever been with a shemale before? This guy experienced what it’s like to be ass-fucked by a half-man, half-woman and it seems that he really enjoyed it…


Carla lay back on the white sheets and said ‘I want you to lick me down there first’

I was a bit shocked to be honest. I mean every guy imagines what it must be like to suck a cock at some point in their lives (and I just had for the first time, it was lovely), but anus licking had never entered my mind and I was hesitant.

Carla noticed my reticence and sat upright again. ‘Let me show you’ she said ‘ turn round and bend over... Continue»
Posted by princessamyov 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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A girl from the bar

This guy picks up a chick in the bar and takes her to a private room, the only thing on his mind is to fuck her, but there’s a surprise that the chick has prepared for him!

When I stepped down to the hotel’s bar I didn’t even notice that girl at once. I sat my ass down on the sofa in the corner and ordered some whisky. A waitress girl said I needn’t to pay for my drink as it was checked by a girl sitting near by facing me. I looked at her: it was young fresh meat like blonde babe who looked very horny a bit sluttish. She was beautiful. Rosaline, her name, was wearing black leather skirt and... Continue»
Posted by princessamyov 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Brooke comes to visit, continued...

…Continued
I took Brooke’s hand and walked to the bedroom, fixing my skirt as I went. Brooke laid on her side at the far end of the bed. I kneeled and slowly crawled my way to her. Getting closer, she covered her face saying, “ugh! You are driving me nuts!” That really was my intention. I knew this was turning her on and I was sure a breaking point is in sight. When I reached her, I straddled her hips, making sure my skirt was loose around my legs. This looked like a typical cowgirl position with me sitting on Brooke’s thighs and her hands on my legs. She moved her hands up my thighs and arou... Continue»
Posted by ahsleymills 2 years ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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Thougt i could fool the staff

Realized this day would go on so decided to go buy lightbeers an two packs of ciggarettes..

Uppon arival i smoothly asked two female store attendants where i could find makeup.. yeah sure over here, they where holding back giggles i swear and as suave as james bond i just flat out lied someone is gonna look really pretty for his birthday! (u know im just getting supplies) then i asked them about what i thoght was foundation and they wher like yeah u use it to blabla and i said yeah just wanna make sure i got this note with me im not al so sure of what everything is...
So far so good..
... Continue»
Posted by tinyswede 2 years ago  |  Categories: Sex Humor, Shemales, Taboo  |  
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Clare


I shouldn't have tested her. Or, maybe I should have. I'm not sure anymore. I'm not sure which emotions are mine. I'm in a happy relationship. I think. My name is Clare. Now... Anyway. Sorry, I realize how confusing this is. Let me attempt to make sense out of it. My name is John. Or, my name used to be John. My best friend is named Hunter. We did everything together. Now we do everything to each other. You see, Clare was dating Hunter. I didn't know her last name, whether or not she had a f****y, or anything like that. The strange thing is, neither did Hunter. He assumed she was shy or emba... Continue»
Posted by klammer 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Irresistible



Irresistible



My wedding day... I suppose all brides cry on the day of their wedding. But maybe not for the same reason my bride was crying...

---------------------------------------------------------

Becca and I had been engaged for nearly a year. Being that we both came from prominent families we had a huge wedding planned. All of New York society would be in attendance. Her father tried not to show it but he was incredibly perturbed at how much he had to shell out for this huge wedding.

"I don't know where this stupid tradition of the father paying for the wedding ca... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Last Weekend's Flake Becomes This Saturday�

This was the second date I'd arranged with this young gentleman. The first had, unhappily, fallen to pieces even before the evening of - and while I'm not usually given to providing flakes second chances, I was in enough of a charitable mood (and let's face it, I was definitely in need of some action) to arrange a meetup for Saturday.

When he arrived it was already dark out, and cold. I'd left my door unlocked for him,so the first I knew of his arrival was the tinkling of the chimes as he opened the door. I was waiting for him in the livingroom upstairs, dressed as he'd requested, all in ho... Continue»
Posted by sissymaidjanine 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Girdle Lover Part II

So Betty and I would meet whenever we could. One fond memory was
going to a shopping mall helping her try on various high heels after
dinner. Betty was still wearing her work clothes and it was such a
turn on seeing her sexy cute size 7 feet with pretty painted toenails
covered with tan pantyhose slipping into various shoes. I finally
convinced her to buy these 4.5 inch spiked heeled bright red pumps
which were difficult for her to walk in but made my cock hard as
steel. The young saleslady probably thought it was pretty strange
that this middle aged lady and this young guy wer... Continue»
Posted by dianne_silk 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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MY GAY PRISON SISSY ****


I'm sure many of you have seen a number of movies or television programs based on prison life behind bars. Having recently spent some 29 months in an undisclosed New England State Pen, I'll now share with you first hand, some of the wildest and most unbelievable sexual experiences one could ever imagine.

While still on parole now, I will change my name here and not mention the state facility involved. Other than to substitute a few names for some of the real ones involved, all of what I'm disclosing here actually happened between late July of 2007 and Dec. of 2009. My work... Continue»
Posted by cddixie 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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A surprise at a wedding

Me and my friend attended the wedding of one of his old mates and I was pretty much invited along just to keep him company, and it was beautiful, a big fancy wedding, delicious food, and lots, I repeat, lots of great looking women.

It seemed pointless me being there because it wasn't long before my friend hooked up with one of the bridesmaids and just left me alone at the bar, sipping on my drink, until low and behold, I caught a cute, petite woman staring at me with a smile on her face, I decided to make a move.

We got to chatting and I quickly realised that this girl had an amazing per... Continue»
Posted by wherethewhitewomenat 2 years ago  |  Categories: First Time, Shemales  |  
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LittleMissLipService offers Doug an Apology

Hi all....I have been so bad about posting stories here,
I actually enjoy writing when I have the time and have many, many great true stories that I want to share with all of you naughty perverts ;)

So watch this space for several new stories shortly.....
This is an entry that I wanted to share with you about something that happened earlier this evening when I offered to take a fellow Xhamster writer's fantasy and flesh it out into a story...... They had no interest in doing it and I and several other readers thought it started out very sexily and then just died off - we wanted our Happ... Continue»
Posted by LittleMissLipService 2 years ago  |  Categories: Hardcore, Sex Humor, Shemales  |  
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My Life as a Shemale Part10

Suzi and I started spending more time together as the weeks past by. I think she might have fallen in love with me but I knew little of these things. My focus was on my studies, I found that I excelled in school and it pleased me to do good. She had heard about me possibly liking sexual arousal through pain and made a plan for that. Tim was not happy but it was something I wanted to discover before I turned my back on it, even Sam had concerns but could see benefits in mental health coming from it, so she didn't complain too much. She might have thought that she would lose me as a friend as we... Continue»
Posted by gigi750 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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The entertainment room ...

I looked around me and and i realised that the cellar did in fact consist of more than one room, each leading on from the one before it. I turned to the maid and asked how many rooms there were. Six in the cellar,was the reply, but of course there are many more rooms throughout Masters house plus the large gardens which contained i was told several outbuildings that i would if accepted find out about in due course. I asked if i was allowed to go and look at the the other rooms in the cellar and was told that that would not be possible without the Masters permission. I looked at Jane and asked ... Continue»
Posted by oldognewtrix 2 years ago  |  Categories: First Time, Shemales  |  
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Brooke Comes to Visit

Today was a long and stressful day and I just couldn’t wait to get home to unwind. The entire drive home all I kept thinking about was what I am going to dress into when I got home. I guess it was typical thoughts a girl makes like what skirt to wear, with what top and which shoes. I really love the look of short denim skirts. I also love the way they feel on my legs with stockings. Plus, with the mary jane shoes. Maybe add the knee-high white socks. I was getting so overwhelmed with these thoughts running through my head that I started feeling a tightness in my panties.
I quickly went upsta... Continue»
Posted by ahsleymills 2 years ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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My Life as a Shemale Part9

It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to me, I started to grow breasts. Sam was watching the whole process and thought that I would, some day, have nicer breasts than her. My oversized penis was still that but at this point I didn't mind. Cynthia, or Sin, lives with her mom in California now. The next night after I broke her Hymen she went... Continue»
Posted by gigi750 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Wanting to go farther...

So now I had taken the final step... I had been fucked and dominated by a old man and loved it for some reason, which I would later discover after self-reflection. He had only made one little comment about the hair on my butt, but that was enough and I started to shave my butt and thighs. Just this act was and is in itself was exciting and sensual, whenever I shave my butt and thighs my heart starts to beat faster and I start breathing heavier. I look at my handy work in the mirror. I stare at my round smooth bottom and thighs. I wonder, "I bet he would like this." The act of shaving my butt a... Continue»
Posted by sissyboiforbully 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  
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A big side effect (Sissy Story) by YKN4949 Part 2

Chapter 4: Not Alone Anymore

It only took me a few minutes to make it to the doctor's office. I parked and walked in but I already knew that the doctor wasn't there yet. Her car wasn't into the parking lot and neither was the nurse's. When I made it inside I saw that the only person there was the receptionist. She was a 90 year old woman who thought she was everyone's grandmother.

"Oh Mina!" she said smiling widely, "The doctor said you were going to be coming by today."

"Hi Mrs. Napier," I said.

"I'm sorry dear, the doctor isn't back yet. She told me she would be in by five," she... Continue»
Posted by sissyAlyna 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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My Life as a Shemale Part8

It was on my way home when I decided not to tell Tim about Sin. This was very private and it was already bad enough that I knew, also, I had no idea what Tim might say or do. I did want to stay friends with her, now more than ever.
It was friday morning, the day after Sin was ****d and I was eager to get to school and talk to her, but she didn't show up, even after lunch I still could not find her. I asked our teacher if he knew but he just shook his head. I offered to take her homework and he gladly handed it to me, remarking that he was happy to see to become friends with Cynthia. I just sm... Continue»
Posted by gigi750 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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My Life as a Shemale Part7

I was up early, I had picked out my best skirt for my first day at school, a blouse and two hair ribbons that matched. Today I would wear my padded panties even though they made me look a little dumpy in the middle, they seemed to be the safest for now. I went down stairs with my school bag and Tim was already there with breakfast, "Good morning Danielle, I hope you got enough sl**p, are you excited about your first day of school?". He had a calm demeanor, the kind you could only have after a good night with Sam. "Yes, I am excited but a little worried too". He gave me a plate with some bacon ... Continue»
Posted by gigi750 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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My Life as a Shemale Part6

It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, "It left me with a good memory even though I am sorry it won't happen again, I don't think he will want me anymore but you warned me about it". Then I grinned, "I did have a really sore butt for a couple of days". She laughed with me and said, "You know I have customers that like to take me from beh... Continue»
Posted by gigi750 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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