Shemales Porn Stories
Page 59

Pia's T-girl adventure

I met Pia a couple of years ago when I was out with friends at a transgendered night club in London. Originally she was born in Finland but she has lived in London now for several years. Her looks are typically Scandinavian with platinum blonde hair and a beautiful, friendly smile. Although I had never had sex with her or seen her naked, I could tell that she has a lovely, shapely body. After chatting with her I discovered that she is bisexual and really only interested in meeting other woman or couples after enduring, what she calls, too much ‘vanilla sex’ with straight men. I also discovered... Continue»
Posted by lightwave40 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1606  |  
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THE TRAIN JOURNEY IN INDIA - PART I

Hi all

this is a true incident happened to me recently.

I had to go on a business trip to a small town in central India and there was no flights to the place so i booked a train ticket first class.

I had to take the train from New Delhi and be fore boarding i bought my self a nice bra with D cups a matching lace panty and thong, a pair of panty hose, transparent full length nighty with just a string to tie it in the front. I bought a cpl of packs of smokes and a bottle of whisky and got on the train. It was around 6 pm and as luck would dhave it i was alone in my compartment of the... Continue»
Posted by hornyboyind 2 years ago  |  Categories: Shemales  |  Views: 1604  |  
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Transformation

This is a cross between real life and fantasy. A deep, dark desire which may never be fulfilled but I can't help a part of me wanting it anyway. I hope you enjoy.

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I was a usual guy. Or I had thought so anyway. I mean, I had worn some of the female members of my house' panties and swimsuits on occasion as a young boy but I always thought that was normal. I mean, apart from the silky smoothness of lace and satin massaging and teasing the penis, y-fronts are exactly the same really... just with less frills. It didn't last long though, I mean, how can a boy in a strict and straigh... Continue»
Posted by shyadam89 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1601  |  
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Becoming a Princess Part I

Well, I figured since I havent posted a story yet it was about time I did. This story is for the most part fiction. But has some fact in it about me as well as partly being based on an experience I once had. Some parts that are fiction will be slightly obvious. But I know some of it could work in reality even if its a little out there. I may write an “extended version” in the future. Or maybe “directors cut” would be a better term. I will be compressing the story because I think if I were to go into exact detail with every part, writing the whole thing would take me several days. And I just do... Continue»
Posted by want2bespoiledutcd 2 years ago  |  Categories: Mature, Shemales, Taboo  |  Views: 1601  |  
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She tricked me & am I glad

My most frequent fantasy is to be dressed like a slut for black men. I think about it at least 3 times a day. The most recurring fantasy is when I meet this black woman that turns me on. We talk for awhile and it seems like we are hitting it off pretty good. Then out of the blue she asks me if I want to continue this conversation at her place. Could I be this lucky? This fine black woman was inviting me to her house? Yes I told her smiling from ear to ear. She smiled back and told me to follow her. We get to her house and she tells me to have a seat while she gets more comfortable. I am sittin... Continue»
Posted by iwannabeacumslut 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1598  |  
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MY FIRST BLOWJOB

I met a shemale online called melisa and we had been talking over msn for afew days, mainly having saucy chats about sex and getting off. She asked me to meet her on the coming weekend which excited me as i was a virgin to cock.

We arranged to meet in a bar that was a stone's throw away from my flat, As i entered the bar it was pretty dark and i waited for my eyes to ajust to the dim lighting, then i noticed her sat at the bar wearing a skin tight, dark red dress that was knee high, she looked amazing. I walked over to her and straight away i was struck by a beautiful smile as she turned t... Continue»
Posted by handyman1991 2 years ago  |  Categories: First Time, Shemales  |  Views: 1599  |  
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Watching too much porn

It’s another night at home alone.  You get that aching again so you go to put on your favorite video.  You just love big asses and big titties.  The video starts and you see the gorgeous blond strutting in wearing her 5 inch heels, incredibly short skirt that is flashing her skinny red thong, a thin, white, button up shirt that she has forgotten to button all the way.  The few buttons that are buttoned are barely holding her large breast inside.  Her nipples already erect and showing through the pockets just screaming “lick me!”  As she passes the camera just can’t help but stare as her sweet ... Continue»
Posted by urgonnaputthatwhere 2 years ago  |  Categories: Interracial Sex, Masturbation, Shemales  |  Views: 1596  |  
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my first granny

one day i went to go see my grandmo0ther at her house and when i got there she come in and sit down so idid and then after i sat down she sat down right beside me and said to me if i want'ed to fuck her right there and before i could say anything she unzipped my pants pulled out my cock and started to suck it then she stood up and pulled her panties down and bent over and said fuck me fuck me hard let me fell your big cock in my pussy and here i am fucking my 80 year old grandmother as i was close to cumming i told her and she turned around and took my big load in her mouth and that is my stor... Continue»
Posted by reminton 4 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1596  |  
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My First threesome Part 2

After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear black seamed stocking to make me look like a real slut. She then told me that she had to get ready for Ray's father Bob to get home and that I was to go down to Ray's room and sit with him until then.
When I got to Ray's room he was already dresses similar to me except his lingerie was white, and bo... Continue»
Posted by billieearls 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1591  |  
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One Weekend

One Weekend
I was twenty when I met Michelle. She and I didn't actually move in together, but she had a suitcase
that she kept over at my place with many different clothes in it. Everything from nice panties to no
frills granny panties. Her sexy black dress, jeans, bikini, lingerie, and regular stuff also like white tshirts
and pajamas. She had some cash through her f****y. She wasn't rich, richer than I was and still
am. So her clothes were mostly higher end stuff ordered or purchased from Europe. Also in the
suitcase were two dildos and three vibrators of different sizes along with som... Continue»
Posted by pr1456a 1 year ago  |  Categories: First Time, Shemales  |  Views: 1589  |  
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Sharon's Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party
(Prior chapter is Sharon’s Sissy Saturday)

The next morning Mistress was kind enough to let me sl**p in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I crawled from my cell and saw a note from Mistress Angela telling me not to wash up but to dres... Continue»
Posted by scatpetsmaster 7 months ago  |  Categories: Fetish, Shemales  |  Views: 1591  |  
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T*GIRL AT THE BUS STOP

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by madnessx 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1588  |  
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mature crossdresser & 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels.
A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she found in his room.I said what did you find d**gs or what? She said no,and handed me a note book t... Continue»
Posted by cdpaula 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1587  |  
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Sissy Emma is Turned chapter 2

At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought.

Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asl**p.

Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I had learned my lesson.

That was before I received an email from him. Attached was the video of me, but it had been edited. None of the pa... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  Views: 1587  |  
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SheMale Encounter -Hot Story -Please Comment

“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me.

“I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besides I’ve never been the type to just fall in love,” I said.

She held on a little longer before she finally let me go. We kissed one last time and then I was off. As I walked down the runway I waved good-bye. She waved back animatedly. One look at her and I regretted letting her get on my nerves. Quickly I ran back into the waiting area ... Continue»
Posted by bmckzi 3 years ago  |  Categories: First Time, Shemales  |  Views: 1584  |  
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"Just Treat Me Like A Lady" My First TS

I had just moved to San Antonio for a new job. I only knew a few people from work and asked them where I should go for some night life. They told me to go downtown and gave me the names of a few bars. I was 27 at the time, athletic, a little over 6'0" and about 175." I have a good body and dress casually. I went to the first bar on the list they had told me to check out. I walked in wearing faded bluejeans and a tight gray t-shirt. The bar was about half full of men and women and everyone seemed laid back and cool. I sat in the corner booth and ordered a beer. A few drinks in I noticed a stunn... Continue»
Posted by JesseM75 4 months ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1585  |  
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SISSIFIED

art 1

It was quarter to 12. The door bell rang and she got up and went to the door. It was her friend Carmen.

Carmen was there to pick her up. They were going to a movie after lunch. She said." We can’t go yet. I have to feed my b*****r."

Carmen looked at her. "You’ve got to be k**ding me." She said.

"No." Stephanie said grinning. "It’s not quite what you think."

Stephanie looked at Carmen standing there. They had been friends for years. Carmen was black, tall, long black hair and a body that wouldn’t quit. She was ... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1580  |  
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Taken to be a Shemale Lover

I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the k**s that go to school and can get a permit flock to the fast food places. At least you get some training in how to be on time and understand job responsibility.

As I was working towards the park a coral blue car passed by, it pulled into the lot across the street and came speeding back. The driver was a familiar face, Joliet, one of the she-males that enjoyed my restraine... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Shemales  |  Views: 1579  |  
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Horse Cock Girl part 4



It had been nearly a year since Amy, Lucy and Scarlet had begun living together for their college studies. In that time, they'd all grown closer together. They effectively had a secret, three-way relationship going.

Amy had, the year before, grown the large cock of a horse by a freak accident at a lab on a field trip with college. She had told her best friend and classmate, Lucy, who had immediately started thinking of uses for it. It had scared Amy, at firsts, but soon after they started, she was enjoying their lesbian relationship.

They'd opened the spare room in the flat. Lucy had... Continue»
Posted by drew1207 1 month ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1576  |  
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Tranny Attack Ch. 02


"You'll be hearing from me again, sweety!" With those words Julia had kicked me out of her apartment.

I dragged by bruised and ass-fucked body home. Thankfully, Jane was not back as yet. All through the journey back to my house images of the previous night kept playing through my head. Discovering Julia's cock, of being tied up and buggered, of sucking her cock, and of having Julia piss on me. And it was all on camera! And who had she sent the videos to? If she blackmailed me, what would I do. I could pay her off quietly, since we were a traditional household and Jane never said anything ... Continue»
Posted by bi_hengst 11 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1575  |  
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