Shemales Porn Stories
Page 71

A LadyBoy For My Wife

I have been happily married to my sexy Thai wife Lisa
for three years now. My wife is Thai is petite (5'1")
with a stunning figure, a tight ass and long waist
length black hair. We had met in a bar in Thailand and
subsequently we were married back here in the UK. She
was very loving with me but not very sexually
adventurous.

My attractive wife and I have sex often as we watch
porno movies. Often we role play and we fantasize about
my wife fucking other guys. Since my visit to Thailand I
often dreamed of a beautiful Thai Ladyboy chick joining
us for a fuck too.

When ... Continue»
Posted by sanpeesua 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 2510  |  
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Shemale snapped

(A story written by a friend) Hope you like it!

Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed.

She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. There was a date on the agenda tonight with a guy she'd been seeing for a couple months now. Camilla kicked a pair of high heels out of her closet while fastening the earrings.

A date was a big deal for Camilla. Even though she'd been out of schoo... Continue»
Posted by Ankakalle 1 year ago  |  Categories: Shemales  |  Views: 1028  |  
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Bookstore Babe Chrissie

My room mate and oldest friend Kelly found ourselves with a four day summer weekend and so Kelly decided to rent us a cabin on the lake. We invited a couple of Kellys’s lesbian sorority s****rs to join us but they wouldn’t be arriving until the next day.
We packed the car, loaded the cooler, rolled a few joints and set out around 11AM on a gorgeous Friday morning. Whenever we travel by car Kelly has to drive. I believe that it’s all a part of her dominant lesbian personality. When we’re together she assumes the male role and becomes my protector and decision maker. It’s not as bad as it migh... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 932  |  
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Wifes friend

Johanna had invited a friend to stay over the weekend. Her friends name was Lorenzia. She was from Chile and had a natural tan skin. She was a fitness geek and was extremely fit. She had thick black hair that she keept in a thick ponytail down her back. She had a wonderful ass and a c-cup sized breasts.
Johanna had to leave for work one day so I was left alone in the house with Loraezia. She was working out in the living room, lifting weights that would break my back if I tried lifting them.
she was dressed in a sports bra and tights. I looked as the sweat ran down her neck and back, over ... Continue»
Posted by Ankakalle 1 year ago  |  Categories: Shemales  |  Views: 1752  |  
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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 1 year ago  |  Categories: Shemales  |  Views: 344  |  
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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 1 year 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 1 year 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 1 year ago  |  Categories: First Time, Mature, Shemales  |  Views: 1968  |  
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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 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2480  |  
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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 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2732  |  
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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 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1963  |  
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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 1 year 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 1 year ago  |  Categories: Shemales  |  Views: 514  |  
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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 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 327  |  
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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 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1336  |  
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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 1 year 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 1 year 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 1 year ago  |  Categories: Shemales  |  Views: 1252  |  
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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 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 2114  |  
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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 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 653  |  
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