Shemales Porn Stories
Page 76

friday meeting

this story has just happened, I had been browsing a well known tv site when i looked into the phsyical meet section and there was a tv who lived fairly close to me and wanted meets weds/sunday from 12 till 3pm and only accomodates but will not meet outdoors as she has her own place she cannot understand why she needs to.

The day I was browsing was thursday 16th and the meet was the next day at 12.00 at hers, as we have never meet before as timings and days were never compatable this time was my lucky day she could meet at that time tommorrow friday 17th.

I got her address and turned up a... Continue»
Posted by natasha1975 2 years ago  |  Categories: Shemales  |  Views: 343  |  
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extreme cuckold

There i was typing away on the keyboard chatting to others in the hope of a meet up for dressed up playing together.

The private screen popped open to reveal a message from a genuine girl requesting a chat, well as I was there and hopeing for a meet what was there to lose, she started by the introduction that she liked to be called barbara and her other half she would tell me later depending how things went.

babara stated that she wanted both a lover to give her some good sex and a tv to try sex with as that excited her also and she may want her other half to experiment with the tv, well... Continue»
Posted by natasha1975 2 years ago  |  Categories: Shemales  |  Views: 1129  |  
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thursday night at the Gloryhole

So I went out to meet some friends on thursday, after a day of drinks we split or seperate ways. I started walking towards union square with the intent of grabbing a few drinks then heading home. As I got there I saw the bars were crowded so I started walking farther into the tenderloin not really with a destination in mind. I was walking on polk when i saw Frenchy's adult store, the sign said video booths, being a bit tipsy i figured why not see what was going on, so in I went. I grabbed some tokens from the guy at the register and headed into the back. There were a few booths organized in ... Continue»
Posted by tat2sf 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1685  |  
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Hotel Surprise

Working in the big city has it's perks and drawbacks. The other night some of my coworkers and I went out for a small celebration at a local restaurant. Everyone ordered drinks and we enjoyed our latest professional success. Finally the crowd thinned out and I was leaving with some others. One of the guys suggested a place near the art center for the city to listen to some soft jazz and blues. A few of us met there and were nursing drinks not really wanting to get d***k just feel good. I noticed an attractive woman sitting by herself at a small table. Our eyes met several times and fina... Continue»
Posted by biguy52x 2 years ago  |  Categories: First Time, Mature, Shemales  |  Views: 1967  |  
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The Babysitter's Secret - Part 2

Two months had passed since Jenny and I had first made love on that fateful, snowy night. At least once a week, occasionally many more, Jenny and I had found time to be alone and indulge in our secret affair. I had never believed any sexual experience could be greater than our first time together but Jenny consistently proved me wrong in that belief. Her body, that of a young woman, combined with the sex drive of a young man made her the most energetic and passionate lover I had ever known. She was capable of taking me to heights of desire and satisfaction that I had hardly known existed.

S... Continue»
Posted by Desangel 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2484  |  
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My being taught to have a girly orgasm

My being taught to have a girly orgasm
one of the first times I was taught by a boyfriend how to have a girly orgasm. it went something like this.

"Ok, you cute little sissy girl, time to have your pussy introduced to some serious play. You loved my fingers, and this will be better, I promise. It may hurt a little at first, but, let that pass and U'll be in girlie heaven." and I feel some lotion being applied to my pussy, as his finger slides all around my girlyboi pussy, making it nice and slick. His finger invades my pussy, twisting, turning, making me moan. Then two fingers, giving me e... Continue»
Posted by sissygirl 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2814  |  
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My first stranger.

I practiced dressing hundreds of times before I went out in public. I went out in public dozens of times before I tried to pick up someone. I wasn't attracted to gay men - I liked men who appreciated me for my feminine side, so because of that I only wanted to be with a straight guy. Obviously this proves difficult, since straight guys don't want their girl to have a cock. I have found that usually they are so turned on by the time they find you have a cock that they don't care.

This is the first time that happened to me.

I finally decided I was ready to try to pick up on a guy.
... Continue»
Posted by hotchickinchitown 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1964  |  
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My ts fuck

Patong beach thailand a few years ago, a few drinhs at a bar with some friends on going to toilet at public loo which was next door to ladyboy bar. Standing and relieving myself in runs two lovely ladyboys from next door. Who proceed to do there make up and have a good look at my cock for good measure! Now at this point I hadn't any feelings one way or another, but now I was very curious indeed!
So I made my way back to my friends at the bar finished my drink and with a lame excuse left in the direction of the ladyboy bar, feeling nervous as hell I entered. It was dark with loud music a... Continue»
Posted by kawa696969 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1081  |  
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An afternoon at the Mall

If you read my story "Sandy Comes to Visit Me" you will know that I finally was able to meet my friend Sandy, who was in town for a business meeting. You will recall that I had just graduated from the University and happily living as a woman, even though I still have my boy parts. You will also recall that I’m tall and slender, with long legs and a tight little bottom. I have longish sandy blonde hair and smaller breasts as I have only been on hormones for just a couple of years. All in all I am considered to be an attractive young lady.

Sandy is an incredibly spunky girl about my age, a ... Continue»
Posted by Rickicd 2 years ago  |  Categories: Shemales  |  Views: 511  |  
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Duty Bound- part 3

Hannah and the girls sat between the suited males with whom they felt reasonably secure; they did not know just how ‘secure’ they were to become. Hannah’s tight skirt and flashy red shoes made her feel exquisitely effeminate; she studied the bulge in Scott’s crotch and imagined being on her knees to him, looking up submissively at his stiff cock. Her soft submissiveness was to help her in the days to come; her life was to change forever. As the girls drank more and more, they were unaware that the rounds bought by the men contained no alcohol in the three drinks for the males, fairly soon so... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 326  |  
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"Not MY Type?"

I’d known Kelly for most of my life. Growing up I spent most of my time at her mother’s house. It was a way to escape and avoid my parents constant arguing and fighting. It was a pretty well established fact that Kelly was lesbian early in Junior High School. Her mom and I became quite close as I was rapidly replacing the little girlie daughter she was losing to an ever increasing “butch-ness”.
By twelve years old I essentially become like a member of their f****y. Over the next few years they had the opportunity to watch me morph from a small frail Christopher into a pretty, petite and... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1334  |  
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#3 - Nikki in the Woods

About four days had past since my last fuck when I heard from the same guy again. I bumped into him at some local shops and we got talking and I could tell by the bulge growing in his jeans that my presence was having an effect on him. He hinted that he could go a quickie and luckily I had what I needed in my bag. I asked where we could go and he said he would drive me to a spot he knows is always quiet. I agreed and we went to his car and he drove me to the carpark at a local park. He said that if we walk a bit into the woods he has a spot he used to take an ex gf and its normally very quiet.... Continue»
Posted by Nikki_93 2 years ago  |  Categories: Anal, Shemales  |  Views: 1783  |  
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crossdressing with my moms friend

Mom opened my bedroom door. she stood there in the doorway and stared at me obviously repulsed. after 10 or so seconds she closed the door and walked away.
i was mortified. i was kneeling on my bed, with her clothing catalogue open at the lingerie section laying on the bed before me, hard cock in hand. But most embarrasing.....i was wearing my mom's black bra, suspender belt and black stockings....her black panties were thrown onto the bedroom floor, cast aside when the urge to cum had become too much.

for weeks after this incident, we barely spoke. as it was just the two of us since Dad h... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 3038  |  
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Step-Mom China...part one?

I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed only a few years older than he did but I never really asked him why he called her that.

I sat with China in the living room for quite a while talking and watching music videos when she asked me if I wanted to go downstairs and play video games on the big screen TV. I of course being a guy said sure, since I loved to play vi
... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Shemales  |  Views: 1249  |  
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My real story



I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.

It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willing to do anything."

Now what I had written was the following:
"Young 48 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going whenever we meet. I am a submissive who lo... Continue»
Posted by lookin02 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 2103  |  
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My real story



I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.

It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willing to do anything."

Now what I had written was the following:
"Young 48 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going whenever we meet. I am a submissive who lo... Continue»
Posted by lookin02 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 652  |  
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#2 - Nikki Gets Satisfied

It was about a week later and I had heard very little from the guy I had met up with. I thought he wasnt interested and was actually thinking about deleting him from my phone when he txt one morning to tell me he was going to be free during that day if I was free and that this time he had condoms. I took a while to think about it and told him he could come over to mine and we could have fun from where we left off last time. He seemed very pleased by this and requested what he wanted me to wear if I had it so I teased a little and told him that he will find out when he gets here to what im wear... Continue»
Posted by Nikki_93 2 years ago  |  Categories: Anal, Shemales  |  Views: 1173  |  
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Training Sissygirl- part 3

Sissygirl stood, shaking a little as the tall and well-built males crowded about her soft and vulnerable body, the scent of their glistening cocks making the poor t-girl delirious; she knew she had no choice but to strip. The men stroked their cocks as the pretty sissy meekly began to remove her clothes, her top off; they all ogled her soft white hairless arms and pretty neck. She blushed sweetly as her little bra came off, revealing her exquisite firm little round breasts, her little pink nipple stiff with excitement and anticipation. She trembled and her knees buckled slightly as the realis... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 828  |  
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Duty Bound- part 2

The red stilettos, though new, were surprisingly comfortable as Hannah stepped out into the warm evening air; her cock bulged with excitement under her tight leather pencil skirt, her black silk top with chiffon sleeves capturing her sweet feminine shape perfectly. She met Simone and Babs at a bar close to Transcendence; the other two equally sexily dressed. They had a few drinks and then walked the short distance to the new venue.

Inside, the girls were not disappointed with the new club; it was all tastefully appointed and the music and lighting were soft. It had the feel of a gentlem... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 414  |  
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Click, click, click....

Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will the skirt be, how long the legs and what manner of hosiery will adorn the object of my desire? Sometimes you can anticipate the leg length by the quickness of the steps, short light steps equal a petite form, slightly slower, paced steps announce a graceful flowing creature.
Click, click, click…today it was an ex... Continue»
Posted by MichelleFaye 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 976  |  
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