Shemales Porn Stories
Page 77

Horse Cock Girl Part 5

Author's note:

I got a fair bit of feedback on Chapter 5, stating that the chapter were too short and that the description had been lacking.

I know this will end up being under a page on here, but it is the second-longest chapter yet. I hope you all enjoy the work I put into it.

It's not been easy to keep this story going for so long, so I think I'll likely only write one or two more chapters to wrap it up. I'm not sure how it'll end, so please, don't ask me.

Once again, thanks you too everyone that reads the story. I hope you enjoy it and I welcome constructive feedback.

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Posted by drew1207 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Scum - Part 1

I couldnt believe it was stupid enough to fall for it, because it wasnt going to be a real offer… was it?
I was stood there outside the prison on a road round the corner on a cold wintery night, waiting to be let down.
Was I shaking because it was cold and I was just wearing a short mini dress to show off the stockings, suspenders, and thong, with high heels and large hoop earings, with my long hair swept down and round to one side….or was it because I had a slight chance that maybe, just maybe it was actually true, and was about to happen?!

My last text to say I was there as planned had ... Continue»
Posted by tarasexytgirl 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Where it all started

I guess it all got started when I was a teenager and joined a swim team with Brian, who was my best friend and whose parents also happened to be my parents closest friends. We had to swim in skimpy little speedos which didn't conceal much from the imagination and hugged your every curve very tight when they got wet. One day after practice Brian and I were alone in the locker room when he looked at me in my suit and told me how sexy I looked. I was suprised by the comment, but even more surprised at how it turned me on. "You really think so?" I asked him, shocked at the excitement I felt a... Continue»
Posted by cdmelissaluv 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Career Path

“Welcome, Jordan,” smiled the middle-aged white man. “We’re real excited to have you on the team here at Wyatt Motors.”
“Thank you, Mr. Phillips! I’m happy to be here too.”
“Please…Call me Jim,” the finance manager informed him.
“Alright, Jim!”
“Let me show you to your desk so you can put your things down and then I’ll introduce you to everyone.”

Jordan sat down and dug a four photo frames out of his messenger bag. He set them up to his liking. He was the new senior accounting clerk for the successful used-car dealership. He adjusted his Stafford brand charcoal and red gingham tie as he... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Chastity Locked Midget

“Hey, E,” Shayla Fields greeted her baby daddy.
“Hey, sexy,” smiled the tall, slim former high school basketball star. “Wassup?”
“I gotta work over. Can you pick up Katelyn from my Uncle Lamar’s house,” she inquired referring to their ten-month old baby daughter.
“Yeah. What time?”
“As soon as you can go.”
“Aiight bet! I’ma head out in five.”
“Thanks!”
“Anytime!”

Errol Reynolds locked the door of his efficiency apartment and hopped into his black 2010 Ford Focus sedan. He sped down the highway eager to retrieve his youngest c***d. He had two others – both boys. He was a stereotypical... Continue»
Posted by faggyboi 7 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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The shemale and the studio part 2

We had been doing some group photgraphs of a f****y. I moved to the desk to write out an invoice! George was still very old fashioned about some things! As I dated the invoice I suddenly realised that i had been working for George for a year now! Later when we were alone I told him. He looked surprised. He nearly said something to me but changed his mind! Something was happening to George and I suspected his partner Robin was behind it all.
He suddenly asked me if I would be free later on, there was something he needed to discuss with me> I said yes of course I was free!
Things went very qu... Continue»
Posted by dasilva1672 12 months ago  |  Categories: Gay Male, Shemales  |  
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Jesse’s First Day

Jesse’s First Day


Jesse didn’t want to be late on his first day so he got to the office about 20 minutes early. He was looking sharp in a black suit pinstriped in light blue. The shirt matched the pinstripes and the tie was made up of reds, purples and a little of the light blue to bring it all together. Jesse had never had a tailored suit in his life, but now he knew why someone would pay so much for one. They made the guy wearing it look like a movie star. Antonio had worked his magic on the suite overnight and when Jesse had stopped by early this morning to pick it up Antonio had insis... Continue»
Posted by SCARFACE12 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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A video shoot - Part 2 of 2

Now there are even more guys on set. About half seem to be jacking off. I ask John what he has up his sleeve and what he needs me for.

It a Bukkake film. Damn, I get to see Tina covered in cum. My cock twitches at the thought. John tells me he needs a fluffer. I don't quite understand. After all Tina is just damn hot. Who would need a fluffer to cum on her? John says Tina is too girly. WTF? He says well some of the guys are gay and are having a hard time getting up. No pun intended. I now get what is happening. I protest weakly. But I am almost in pain from being horny as hell.... Continue»
Posted by nobodywashere 5 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Learning how to deep throat...

I was working the drive through window at the burger late one Friday night, this somewhat diminutive husky voice placed an order. My cock instantly begin to twitch as I heard the voice. I took the order and instructed the customer to pull up to the first window. As the car approached I observed that the driver was a shemale in full dress with a split up her right thigh to the waist.

I was so absorbed by the sight of that yellow thigh and leg that I fumbled through the rest of the proceeding. The driver looked up at me and whispered 'you'd do better if you looked at my face instead of my... Continue»
Posted by d4david 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Mistress Carol transforms me into a cissy cum slut


I sat on my car and put on my heels, smoothed down my mini skirt and checked my hair growing out nicely and currently in a blonde bob. I was breathing fast and felt my small, c size, breasts move up and down. My nipples were erect and sensitive the piercings quivered slightly in my halter top. Deciding my makeup was fine I put one stocking leg out of the car and tipped tapped to MISTRESSES door. The cool air felt lovely on my bare belly and thigh’s.
“OK slut you are back for more we will continue your transformation into what I want you to be. Are you still in chastity?” Mistress wearing a ... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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First time

first time

This is the story of my first careful steps outside as a girl. I was at time 23 years-old, living in a house
with 16 other students and had been trying on girls underwear for some time, but always in private.
This time I would try out somewhere else.
I found an erotic shop in town, which had a cinema in the back. Or actually 3 different cinema rooms,
all playing different videos. I went there dressed in my normal guy�s clothes but underneath I was
wearing my favorite lingerie: a black lacy thong with matching garter belt and bra and a pair of black
stockings. It was my firs... Continue»
Posted by vince01 3 years ago  |  Categories: Gay Male, Shemales  |  
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Babysitter

A K little s****r Alyssia


Babysitter

I had been watching Paul and Nicole's two c***dren for a while. She was
very pretty, about 5'8", nice legs and loved to show them off. She towered
over my 5'6' in her heels, Paul was about 6'1 or so, clean shaven and a
trim wide shoulder athletic build, they made a very good looking couple.
They would go out, she in a sexy dress and heels, and he in nice pants and
shirt, or a suit sometimes dancing or parties I guess, I never really
cared. It was a cool gig, the k**s were young, and went to bed around 8 or
so, so I had lots of time to mys... Continue»
Posted by jayymie 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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So you know women...

I was in another state in an extended stay motel for spring break. The girls were hot and the guys were hotter, I did not know which way I would go on this trip.

I had noticed two females that seemed to be daughter and mother, they would come in early morn and stay in their room. The young girl was close to my age and very light skinned, the one I thought was her mother was some what darker and had a heavier build.

One morning I was returning from an all night party and was just a little bit d***k. I saw them as they pulled in and the elder of the two ran from the car saying someth... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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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 4 years ago  |  Categories: Fetish, Shemales  |  
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Visiting shemale goddesses

Sexy hung shemales have long been a favourite of mine and over the years i have had several sexy encounters of all kinds. As ive got older it has become more appealing to have these beauties top me if possible. Most ive met have been quite abrupt and arrogant and have suited the top position well. Not every experience has been nice. However my last one was a really nice suprise.
I was in Amsterdam working for a week and had a 3hr slot early afternoon to amuse myself so took a short walk around the red light area. I am a nicely dressed and reasonably decent looking transvestite so find the she... Continue»
Posted by Jennifertaylor 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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A Black Tranny Fantasy

It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sl**ping with a black shemale was about to come true. She paused at the bedroom door and smiled at me.

'You like what you see?'

I did indeed, but my mouth was too dry for me to say anything, so I just smiled back and nodded. Sasha looked as good as in the picture I'd seen online on the e****t site. Chocolate brown skin, soft, generous lips, a cute smile, b... Continue»
Posted by amylee-jones 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Carpool buddies revisited

This is a follow to my carpool story from earlier in the summer.

I had found a really good thing in my carpool group. It was refreshing not to sit in traffic alone on my work commute and my new friends were terrific, but it ended up lasting only a couple weeks. When it became apparent to everyone that Natalie and I were sl**ping together, the group dynamic got a little uncomfortable. I don’t think there was any jealousy really, but it stopped being fun for one reason or another. That was cool with me, as I’m always running solo anyway so I decided to tell the girls I had to leave... Continue»
Posted by ocmike 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Last night I drank my own cum

Once upon a time...

There was a regular boy, who was always fascinated by women, but one day (casually) discovered the dirty and horny world of the "third way" of sex, the fantastic shemale-ladyboy-tranny universe, and it was like a shock for him, a very sweet shock, he never believed or thought in exciting himself by watching a girl with a cock, but instead that new world electrified him, and made himself very curious about these she-males, widening his love above women and becoming a real sex pig and an orgasm addict.


Well, that regular boy was me. I consider myself as ... Continue»
Posted by Porcellone 4 years ago  |  Categories: Masturbation, Shemales  |  
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Careful not to cum too quick!

I'm a 42 year old married bisexual guy, slim built, average height and shaved below. I've had a few encounters with other men but none dressed as a Woman. I've had fantasies for years about wearing women's clothes and make up. Unfortunately I haven't had much opportunity for either, that was until a few months ago.

After my initial encounter I took a little more time to plan my next step. I'd had time to reflect about my first time experience, some things had gone well some not so. Next time I decided I would plan everything a little better, making sure to do a better job on my make... Continue»
Posted by jimbo70xyz 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Becoming Aphrodite Ch 01

My wife and I have been married for 10 years. She is a beautiful brunette of 5'8" and 120 pounds. With her long hair and her cute and innocent face, she looks a lot like the porn star Cheyenne Silver. I would dare to say she's even prettier: her extraordinary green eyes are totally unforgettable and even the famous porn star I mentioned could not compete with her.

We got married very young and we were very happy for many years but Jennifer was slowly changing, discovering parts of her which could not be ignored any more. In fact, she did not have enough sexual experience before getting marr... Continue»
Posted by slutyvanessa 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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