Shemales Porn Stories
Page 64

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 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Seeded by BBC

Hi there this is an honest, very explicit account of how i first got hooked into loving and adoring black men. If anyone is interested i will follow this post with my later varied experiences of how this has further developed.

Firstly i am a 40 year old plus transgendered person living in a female role and have done most of my adult life. At the time of this experience i was a very slim size 10 and always spent hours preparing to go out socialising or dating.
Over my adult life I had tried various types of relationship with varied genders and age groups but never felt fully comfortable in... Continue»
Posted by Jennifertaylor 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Sex at the hotel, Part I

Several years ago i used to work in a small country in Europe, even worse i was living in a really small city. That was a terrible combination for someone like me, i had to hide my sex preferences and be very cautious on what i did and how i did it.
As a result for several months i was dressing up at home and my only sex partner was my dildo. Masturbation was the only way out, i did it so much that i started feeling like a teenager again!!!!!

This could not go for much longer, it was driving me crazy.

I decided to join a web site, a porn web site. Something similar to Xhamster. I crea... Continue»
Posted by georgette32hk 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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Angel Buxoms nite with Mr. Supercock

My huge stud Mr. Supercock held me by my little hand and led me into his private elevator to take me up to his private residence leading me over to a seat ,sort of like a throan sitting down in it he lifted me onto his lap and was squeezing my huge tits through my sexy new bra ,"Fuckin huge tits you have my little slut as he mauled them with one hand his other went for my tinny throbbing clitty his big strong fingers engulfed my entire clitty/cock the second he touched me I came a huge gush of cum blasting through my sheer panties into the palm of his hand jetting out a small load maybe a bit ... Continue»
Posted by rachels_pimp 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
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First Real Cock i got

I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes.
I had picked up a mini dress, fishnet and a small top that was letting my belly free. I got a blonde wig (not the best quality) and tried to make up as good as i could. The result was not the best but for me it was huge.
I went down on the streets to walk without fear as everybody was dressed up, ended up with a friend of mine in a bar. He was dressed as an old granny!!!
After half ... Continue»
Posted by crazysissy 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Lisa Katie Day A little Tgirl Tart In Training.

Lisa A little Tart In Training. (part 01)...

I’m standing at the bedroom dressing table just putting on my red gloss lipstick I see you standing in the door way taking in the view of me in my Mrs Christmas outfit exactly as you see me in the photo's no my page here, Black & red Basque with suspenders, red silk thong Knickers, red stockings ,white frilly ancle socks, and my sexy santa's helper costume with my Red 5" high heels.

You walk up behind me, You startle me as you slap my ass and say you Naughty girl lisa, you've got my cock all hard with that sexy red number that your wearing you... Continue»
Posted by lisa_katie_01 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Helping a Friend....part 2

I had seen Anna at work for the past two weeks…not a word of what happened at her house, when I fixed her sink. What a great night that was……………the night I found out she was a shemale!
I fantasized about Anna all the time, yet nothing from her. It was our secret, and I dare not blow it with her.
Finally one Friday Anna walked by and said she needed part of her wooden fence repaired, I told her I would be there first thing in the morning.
I got there early, Anna greeted me at the door wearing a short skirt and red top, smiling, all the stuff you need is on the back. She gave me a quick ... Continue»
Posted by edukateme 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Sniff my Panty/Pantyhosed Crotch


Here's another story from my archives, updated slightly, friends...

Because my lover has such a big cock I can't refuse him anything, least of all his arousing fetish for sniffing my ass and crotch while I wear my shiny black full bottomed skintight panties under gleaming sheer to waist high gloss pantyhose!

It all started when I needed a wardrobe putting up in my new flat and my s****r recommended her boyfriend, Kev, to come round to do the job.
On this day when Kev came around to put the wardrobe together in my bedroom I decided to leave work early to relax after I got a lot of app... Continue»
Posted by leotardlust 4 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Something new...........

Andrea was out all morning, running around doing things and getting ready for our trip. She was taking me to some erotic retreat somwhere, sounded like a lot of fun. I showered and got dressed and was standing in the kitchen at the table, when Andrea come home........

She loked at me gave me a little smirk then kissed me really hard, then pushed me to my knees and told me "Baby, suck my cock honey.....be my good slut, suck it." in a demanding voice, I obeyed and unzipped her jeans and pulled them down just past the round of her ass, He bulging cock moved in her panties and stood stright... Continue»
Posted by rockerroller 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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A Night i will Remember 4 Ever

About six months ago I went to a transvestite bar and dance club in the centre of the city where I live. I was dressed in my sexiest all-leather shift minidress, sheer stockings and 4-inch stilettos, and my favourite blonde wig. I was fully made up with long false eyelashes and blue shadow, painted nails, and dark purple lipstick, and my most valuable gold necklace and large chunky earrings. Though I say it myself, I looked beautiful. I have a very good figure – I need to, in my line of work – and long shapely legs.


I knew as I walked across the dance floor that I was drawing... Continue»
Posted by lindaj217 5 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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my fun at the glory hole

without any girl outfits still ive always been sad that i cant go out as Ana and find some nice boy or girl to go home with and have them fuck me.. but today i found somewhere that had a glory hole near by..i was so excited to hear this because i could do everything i loved to do before.. i arrived around 8 seeking in and once i was in the room it wasn't long before i heard someone next door.. i was so nervous to say the least.. i hadn't had sex or sucked dick for three years could i do all the things i did before as well as i use to.. well anyways i heard someone walk into the room next to me... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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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  |  
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Delilah and the Deep Blue Sea. (Part One.)



This story has taken me forty years to tell and I only finally relate it now in the firm conviction that nobody will believe a single word of it. In many respects that doesn’t concern me. I have other motives than those of persuading the reader of the veracity of my tale. I write it more to exorcise a ghost that has haunted me for most of my adult life and will doubtless continue to do so for the rest of my days. It is a story, the memory of which, has been my constant companion these past forty years and has dominated my life in the sense that everything I am today has been shaped by tho... Continue»
Posted by Mikebasil 3 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  
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She Took Control

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and can’t really tell u anything after that. When I came to I was in what appeared to be a woman’s room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut underwear. I rolled over and saw a photo of a beautiful yellow skinned African American lady. She had l... Continue»
Posted by 1234spence 3 years ago  |  Categories: Gay Male, Shemales  |  
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i cant baleave i just fucked a shemale

I was at work and the express had hired a new sectary for me I asked her I said hey crystal can u get me my papers please from my printer cause I was writing and needed to save time crystal walked over and bent over a little she was dark black I mean real black she had thick legs big booty nice thin abs big lard tits long bl**d red hair red lips bright green eyes panties hoes on red thong red dress shirt black dress suit and skirt crystal said it ok to stair I said im not im working she dropped the papers and bent over to get them opps she said then I started really staring she said see I kno... Continue»
Posted by gothicslave27 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  
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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  |  
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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  |  
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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 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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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  |  
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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  |  
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