Shemales Porn Stories
Page 112

My journey into Hedonsitc crossdressing, Part 2

My mind was spinning. I'd spend the last 10 minutes or so sucking my first cock. Now, I'm being told to prepare myself for taking my first cock inside me. Do I want to get fucked? The reality of what was happening was almost too much to handle. Vince had guided me back into the bedroom, spun me around and helped me out of my dress. I slipped off my briefs (finally!) and my cock had been oozing precum.

I was highly intimidated now...standing completely nude, in front of Vince, who was also nude. Vince seemed to sense this and began telling me that he looked at me as very f... Continue»
Posted by elainetgrl 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Walking Dead

My name is Ivy. That's not my real name, but that's another story. I'm 20 years old and this is my journal. There was an apocalypse and most of the civilization fell victim to this terrible disease. I was one of those who were punished by surviving. For a long time I though I'm the only survivor...

The Beginning
-------------
War is hell, but this was worse even more as it happened on frigging Christmas. They were walking EVERYWHERE and I just couldn't leave my home. When I ran out of food the hunger drew me out. The city was in chaos and the only solution was to hop on my motorbike and r... Continue»
Posted by harloch 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Jeffrey and Jayne

Jeffrey and Jayne

Jayne lay there awake again. She had Just looked at the clock and it was 2am, she had to be up for work in 4 hours! However much she tried to nod off she just couldn’t, she was far too frustrated.
It started when Jeffrey got home from work, as it always did.
She called “Hello sexy, I’ve run you a bath!” As he walked through the door, then “Tea will be 20 Minutes!”
All she got in reply was “I’m hungry and tired!”
He had a bath and then ate his tea in silence. After he had eaten she tried to snuggle up with him on the couch, then he put the football on and told ... Continue»
Posted by slave_ariana 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  
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The wonderful feeling of a sissy penetration by yo

Nothing like that initial penetration, it is soo wonderful however there is so much more for me. just knowing that i intend to give myself to him submitting to his Big Hard Man Cock is a turn on. He wants me ready for him so he can show me his love and make me his girl.

The act of preparation, the douching and initial lubing, knowing I'm going be taking a real man cock inside me builds on the sexual emotion and makes me feel so submissive and feminine.

laying there in my nighty and panties and assuming the position he desires, normally face down, pussy up, legs together, wiggling my bo... Continue»
Posted by sissygirl 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Pre-Nup Agreement (a Chrissie Conway Story)

The Pre-Nup Agreement


Several years ago one of Kellys' friends had a b*****r who was getting married in Reno and a bunch of us girls
decided we would all get together for a wild weekend reunion. I unfortunately had several of my regular clients to see
on Thursday and Friday afternoon and wouldn't be able to depart for Reno until early Friday evening. Needless to say by
the time I arrived the ladies were already in a crazy celebratory mood. I'd had several drinks on the flight so I wasn't entirely
unprepared once I got to Reno.
I had the valet hire me a taxi and headed for the Cal... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Sex Humor, Shemales  |  
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MY HEAVAN PART 2

This is my second part of my hot dream of HEAVAN123 as my hot sexy horny super tall mother


in this chapter i find out shes more than just my mother ,with the big surprize that waits under her long skirts

Chapter 2

Mothers secret:

It had been several days since the bathroom encounter and i could not get my mothers sexy image to leave my mind my big horny cock would not go down even when i would beat it off and cum it stayed hard , i would sneak around to catch glimpses of her and stroke my cock ,just the fackt that she was so fucking tall and how her gigantic breasts seemed to de... Continue»
Posted by huge_cock_rules 5 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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3 Teen Cross Dressers Misadventure - Part 3 Final

I was with two of them on the bed. One of them spread my legs and began to rub his cock up and down my stockings, I could feel him growing hard. The other sat over my chest and told me to open my pretty mouth. I did but no way could I take it all, he must have been around 8". He shoved his cock into my mouth and down my throat thrusting as I gagged. Although I couldn't see, I heard pleasurable moaning from the man on the bed with Sean. Craig, on the couch with Brett said "I’m gonna screw that pretty little hole of yours and make you scream like the bitch you are." No words came from his mouth,... Continue»
Posted by ClaireCD 4 years ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Tgirl Jill teases BBCs at truck stops

I'm a white blonde bubble butt Tgirl living in Las Vegas and sometimes I go out and cruise the truck stops on I15 down south to I10. I do it at night and sometimes for a whole weekend in my mini van which has darkened windows.

I love to get out of my mini van and walk around the back parking row at the truck stops. When I cruise to tease BIG BLACK COCKS like this I always wear my hot pink naughty schoolgirl BBC-teasing TGirl outfit. I love the clickity sound of my 8" hot pink platform high heels on the pavement. I have been told by many big black studs that hot pink really excites their BI... Continue»
Posted by tgirljillforbbc 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Sex with FTM

I was traveling and decided to go on craigslist to see if I could have some adventures while out of town. I saw this ad that really intrigued me, “FTM Seeks Men for NSA Good Times”. The description defined this as a male to female trans person, a man with a pussy. I am pretty liberal and down for some adventures so I thought why not, worst comes to worst, I’ll just wind up alone in my hotel room after saying thanks but no thanks. We emailed back and forth and decided to meet up in my room, watch some porn, have a few drinks and just see where it led.

When he gets there, he looks like an... Continue»
Posted by jadon69 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Silk and Satin

It all began in my mothers closet....corsets and stockings and high heels and that juicy funny stuff formong around my tight pubesent legs and that near breathless feeling of silk and satin and looking in the mirror and hiding my cock between my legs and walking and looking again and again in the mirror wishing I was a girl and the boy next door would see me and fall in love with me and want me to spread my legs for him and let me kiss him and see me as the cute girl next door..
Oh I wanted to have long red hair and green eyes and a wet pussy and one day I told my mom I would never wear boys ... Continue»
Posted by mia1 4 years ago  |  Categories: Shemales  |  
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Gang banged in bondage by shemale co-workers

I had just gotten back home after work when my phone called.
-That´s strange.
When I answered the phone I heard that it was my boss that called.
- Can you come over here please?
She said in a rather seducing tone.
I guessed that I didn´t have much of a choice so I said yes and drove to her house.
Just like the last time her secretary opened and asked me to come in.
-Ms Boss is waiting for you in the living room.
She also said that this might take some time.
Whe I entered the living room I realised that I was gonna get tied upp again. There was bondage stuff al around the room! Dildos,... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Shemales  |  
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The Cubicle

The mobile number I had been given I tried to ignore but the pull was too strong and I phoned it eventually. No real surprise there. A female voice seemed uninterested but perked up at hearing the names of the couple I had sex with for an audience. She invited me for an audition and gave me an address which turned out to be for an old converted bonded warehouse now offices. "Wear something sexy" she said.
The place was half empty and quiet judging by the carpark. The receptionist barely gave a very tall girl in a trench coat with 5 in heels and too much makeup a second glance so I suspect... Continue»
Posted by SapphireSomeday 1 year ago  |  Categories: Hardcore, Masturbation, Shemales  |  
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The Bondage Whore, Chapter 13

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 13 - Unbelted

As Joe released Rachel that night, he informed her that Jimmy wanted to see her. Then Joe did not put Rachel's chastity belt on her, which thrilled Rachel. Rachel strolled into Jimmy's office, wondering what was up. Jimmy rarely conducted business after hours. "Rach, babe, have a seat. I have some good news for you!"

Rachel sat, and Jimmy continued. "Congratulations on your third year anniversary sweetie! Do you know what that means?"

Rachel was clueless. "No, not really", was all she could manage.... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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A Sissy's Long Night Pt.1

We were to meet at a hotel, the seedy kind where nobody respectable would go. I was to meet him in his room, just down the hall from mine. I was very nervous. This was my first time meeting someone like this. Usually, I knew the person before hand, and always met at private parties where other people were around in case something went weird.

No, this time, we met online, chatted, exchanged pictures and then arranged to meet. I changed out of my jeans and workshirt. My clothes laid out on the bed, my make up already set up, wig on its holder. I took my time with the make up, I keep it... Continue»
Posted by sissystephanie2008 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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godess sarita 7 (urethral)

it was a long week with mistress sara and goddess sarita came home at a early flight and picked me up on her way home.. goddess was too tired from the long journey she sat on the sofa I was kneeling infront I undo her shoes then had to liks her feet covered in sweat as she was too tired I was told to clean the house and she went off to sl**p.. I did as she said cleaned the home made lunch unpacked her luggage and putted the dirty coltes for laundry .. when I was done I was kneeling beside the bed looking at her.. she looked so beautiful calm and quiet at sl**p her black hair silky hair was tou... Continue»
Posted by mashroorr 1 year ago  |  Categories: Anal, Shemales, Taboo  |  
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A Romantic and Close encounter with my favoured gi

Just to let you know readers... this is a short story of the girl in my album, her name is Miki-I met her here in my stay in Japan. Interesting how I met her in the first time in Shinjuku station, Tokyo. We saw the movie, Wolverine the Samurai-whatever it was they called it in Japan-ate dinner and I asked her if she wanted to meet a second time and she told me, "you'll never like my personality" and I said, "I'm sure we'll work it out once we get to know each other."

The next time we met, it was in Akishima Station where we watched another movie, "Lone Ranger" and she often laughed at my ... Continue»
Posted by midgardknight 1 year ago  |  Categories: Hardcore, Shemales  |  
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Office Fun

ee had worked in the office for just over 6 months, and couldn’t stand the job. It was tedious data analysis type work which bored the hell out of him, and he had to do it eight hours a day, five days a week. The only thing that got him through his long days was Marcia. Marcia was a stunning woman who had started at the office about two weeks after Lee and worked at the station opposite him. Lee was wild with desire for her, and would be distracted for what seemed like hours at a time fantasising about the things he would do to her if he ever had the chance.

He watched her now from across h... Continue»
Posted by gellid 4 years ago  |  Categories: Shemales  |  
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first time web hook up crossdressing dominatrix

crossdressing has always been my secret pleasure I even had a cache of out fits make up wigs and heels. it started when I was younger but evolved as I got older, now as I got older ive refined my skills and abilities and can pass as a girl when dressed. I had fooled around with guys before but I had never dressed for one only indulging in self pleasure with toys and my fingers. when I got off work on friday I was excited for the up coming three day weekend going home to get dressed up maybe go shopping and get some new outfits. I love going out in public dressed like a slutty girl im very pass... Continue»
Posted by lillolly 2 years ago  |  Categories: Shemales  |  
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Karen In The Middle

Karen was on her hands and knees looking up at me as John pull up her skirt. He gently pulled her panties to the side and slid his condom coated greased cock inside her. She let out a moan as he slowly penetrated her ass. I admired her shoulder length brown hair, her painted eyes and red lips as she moaned. My cock was hard as a rock as she parted her lips and I slid it deep in her mouth. John pumped her ass harder and faster as I slid in and out of her sexy mouth. I pulled my cock from her lips and slapped it on her face as John kept pumping her sweet ass, “oh yea, I’m your slutty bitch, fuck... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  
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Lucky Afternoon Part 4

Nikki raised up and reached for a towel to wipe her cum from my stomach and cock which was now limp. I was sure it was going to get hard again very quickly if she continued to wipe and look at it. Finally she stopped and went into the bathroom and closed the door. Since I had never had anal sex with anyone I found myself wondering if my cum would leak out if she sat on the toilet? I erased the thought and as soon as she brought her smiling face out of the bathroom she sat on the bed and lit cigarettes for both of us. I went to the bathroom and closed the door and stood there looking in the... Continue»
Posted by rcpeters 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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