Shemales Porn Stories
Page 5

The College Fantasy Part 3 (Futanari)

I was on my back in the bed. My head was at the edge and she stood over me stroking her massive fleshy cock. I was transfixed by her luscious tits and the warm tingling was intensifying. Her words, "open up my little cum slut," echoed through my mind and I could only resist a moment. She slapped my face and as I opened my mouth in pain she filled it with her massive futa dick. "Thats a good cum slut, take your time and enjoy my cock." She spoke slowly as I imagined the smile on her face.

I could see nothing except the space between her legs. He cock was long and fat at best I could ge... Continue»
Posted by fictiong 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Confessions of a cross dressing slut

Following up on my previous post.
Just to recap......

I had just had my first experience of sex as a cross dresser. My first kiss, first time my ass had been tongued, first time of sucking cock and first time fuck.
I had the taste for cock now, taste for cum. I loved it!!

I was now in the taxi home with all sorts running through my great last night was, how much i turned him on, how much i was turned on, what to do well as knowing this flirting taxi driver would love to fuck my ass.
We exchanged small talk and he flirted a little, passing compliment after com... Continue»
Posted by mileslong34 1 month ago  |  Categories: Gay Male, Shemales  |  
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I had decided it was time, finally, to try the experiences I had dreamed
of my whole life. I had been a secret crossdresser since I was a c***d,
and had hidden this side of me from my wife and c***dren. The last few
years of my marriage had been empty, staying together mainly for the
k**s and a kind of inertia. But now, they had grown up, married and
left the area. I knew I would only see them infrequently. With their
departure, my wife and I quickly came to the realization that we were
better suited to live apart, and the divorce had been quick and
am... Continue»
Posted by klammer 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
  |  1

My Story

My Strange story

Sylvia Wechsel

Prologue - Unemployed

I'm staring for the n-th time at the computer monitor. The browser is
open in the "Work with us" page of Biogen Technologies, a private company
which describes itself as working in "cutting edge genetic therapy

There are a few offers of job positions and most are technical
(biologist, biochemist or bioengineer places). I positively do not
qualify for these, but at the bottom of the page there is a phrase: "we
are a equal-opportunity gender company." It is clearly directed to the
te... Continue»
Posted by klammer 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Fran Avatar

Damn, that hurts! And it stinks too! No escaping either of it. The pain
and the smell don't seem to be affecting my cock though, my meat is
rock hard. So's my master's, buried deep within me. He's enjoying this.
Probably more than I am - and I'm about on cloud nine! With every touch
of that electrolysis wand I keep going further onto that cloud. My
reaction and the fact that it's him who's holding that damn thing is
what's keeping him hard inside me even with his moving around for any
friction. Just the thought of it all. The thought o... Continue»
Posted by klammer 1 month ago  |  Categories: BDSM, First Time, Shemales  |  
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Gloryholes and hot cum

I was young when I first started to think about what it would feel like to have another mans hot cock in my mouth. I used to fuck around with this guy all the time at his parents house. They would be sl**ping upstairs meanwhile we were 69ing on the queen cot down stairs. I would sl**p on the floor and I laid in wait for a quick tug of my shirt, just to raise up and stuff this thick monster in my throat......soon it turned into me fucking him up his ass. Which felt amazing sinking my hot thick cock deep into his waiting ass was pure bliss for me and even though i never not had luck with th... Continue»
Posted by chuckdawg802 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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Doing Time

Keno Reese finished his lunch of a chicken patty, one slice of white bread, baked beans, apple sauce, and two-percent milk surrounded by the other three hundred plus inmates at the prison. He walked his tray up to the front and hurried to his cell to sneak a quick call on his contraband cell phone. The former d**g dealer asked his mom to put a few dollars on his books via Green Dot. She agreed to send him fifty right then. He waited on the phone as she completed the purchase online. Then, the five-foot-ten-inch, slim light-skinned biracial brotha walked out of his cell and onto the yard.

Ke... Continue»
Posted by faggyboi 1 month ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Going to the Gym

“I’m headed to the gym, baby,” the six-foot-three-inch two-hundred-sixty-pound Black man said to his wife of seven years.
“Ok,” she replied barely looking up at her beefy, brown-skinned husband. “I’ll be at the hairdresser by the time you get back.”
“Alright. See you later,” Darius Woodham smiled.

The former Division One linebacker started his black metallic 2012 Ford Expedition and backed out of the driveway. At the end of the street, he stopped at the intersection and pulled out his phone. He sent a message to the person he was heading to see.

Three months prior, Darius was watching ... Continue»
Posted by faggyboi 1 month ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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My first time as a Crossdresser

Its 18 months ago. I had now become comfortable wearing womens clothes. I had been experimenting for around 3 months. I gradually started to get more confident in both my clothes ......and without. I started to dress more like a slut. Short skits. Suspenders. Corsets. I had also become more comfortable with my body as well. My hole was tight as could be. Like everyone, i started with fingers, one, two .....before moving on to small toys. After a few months, i had graduated to a 9 inch dildo.....although i still struggled.
I felt so hot. So right.

I had been chatting with other CDs and m... Continue»
Posted by mileslong34 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Rent due

I was desperate. It was the fourth time in the past six months I was late with rent. When I told my landlord he just looked at me. He told me he would give me one more week to come up with the money if I sucked his cock. I quickly refused and he just laughed. “Fine”, he said. “Rent in full by this evening or the eviction notice will be on your door in the morning.”
I gave in immediately, really had no choice. I started to get on my knees and he laughed again. “Oh no, Princess” he chuckled, “I want you all dressed up and pretty.” I blushed. When he had come to do some repairs a few weeks earli... Continue»
Posted by keripinkpanty 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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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 1 month ago  |  Categories: Gay Male, Shemales  |  
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In honour of an ex-girlfriend of mine (yes, I know, but I do ocasionally like women as well, if they have a nice curvy arse and a penchant for Lycra and Tights) I slipped into my jodphurs and tights mask. A lot of men I've been with love this look when I'm wriggling on their nose.

I'm reminded of an old flame of mine who I had an affair with years ago. It was probably her that got me into jods. Roberta was seeing a friend of mine when we hooked up. She had a Drew Barrymore look about her and a curvy arse which always looked hot whenever she wore jods, cycling shorts or those stirruped ski p... Continue»
Posted by leotardlust 1 month ago  |  Categories: Anal, Fetish, Shemales  |  

Owned sissy girl of dom couple Part 1

I met the mature dominant couple that I now call Mummy & Daddy on the internet. I am a 52 year old sissy who loves to be dominated, feminised and made to be a humiliated mincing sissy slut.
Their ad said they were looking for a full-time live-in mature sissy plaything. After we made contact they invited me to their house. I was instructed to bring any sissy clothes with me and to refrain from orgasm for two weeks prior to my arrival - a daunting task to say the least...
They answered the door together - he was a tall very masculine mature man in a suit, his trousers had a large bulge at the... Continue»
Posted by andrina62 1 month ago  |  Categories: Anal, Mature, Shemales  |  
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My first time as a bottom and with a tranny

So this is the story about how i got my first experience being a bottom, and why it was with a tranny

I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the tranny porn was the best. The idea of having a beautiful woman fuck me was very very exiting for me.
... Continue»
Posted by Pepmeister 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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hey guys and gurls...this is a story i wrote after a proper camsession i had with my former onlinedaddy...i think some of you might knew him...c2cmaster...he had his own slutstable with a blog where he posted plenty recordings he mad while viewing his sluts on webcam...i found this in the depth of my harddrive and thought i should share with you...enjoy!!! This pic was originally shot before daddy popped online!

First of all I have to say that fully dressed long sessions with daddy are very rare. So anytime we planed... Continue»
Posted by TVgirlyJenny 1 month ago  |  Categories: Shemales  |  
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Sony Sissy Diary

I parked my car and walked across to the entranceway of a 1960's block of private flats. Rang the bell of no. X and walked in as the buzzer sounded. Down the hallway and the door to one of the flats opened as I approached. He waited inside and ushered me down the hall, pointing to a bedroom and inviting me to keep my bag in there before going on to the lounge. He looked relaxed but I could only say “I'm very nervous, let's go and watch some Xhamster”, so we went into his study and he pointed me to the desk chair. I logged in and he sat beside me in another chair. I clicked up four of my... Continue»
Posted by Sonya_CD 1 month ago  |  Categories: Masturbation, Mature, Shemales  |  
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Sissy Jenny abused in the woods

Submissive Sissy Jennifer - taken in the Woods part 1

I stared at my screen - "Be at the entrance to Dutch Common at 12.30. Don't be late, and wear your sexiest sissy gear". 12.30! That was only 30 minutes! I could do it, just. But did I want to? Was it wise? I had never met my correspondent, a local bisexual man, but we had corresponded for some time. Meetings had been discussed, but they had never materialised. This would be the start of a very slippery slope, I knew.

My cock made the decision for me. I rushed upstairs, and slipped into me sexiest outfit. Truth to tell, I didn't ha... Continue»
Posted by sissy_jenny 2 months ago  |  Categories: BDSM, First Time, Shemales  |  
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The morning I needed a hand job, part one

I had just woken from a deep restful sl**p to the sound of my s****r Lori giggling in the open door way of my room . My eyes slowly opened and focused on her standing there in her pink nightie. She never wore panties or a bra to bed and I could see right though.
As I realized what was happening I felt a soft tug on my hard cock I saw a feminine hand softly stroking my morning hard on. It was
my mom's best friend Sandy. She lived with us and often came up stairs to wake me on school days when I overslept . That's when I realized what happening. The night before I had spent the evening dres... Continue»
Posted by michellesilk 2 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Kitty's Weekend for a Huge Cock

I have to tell about an experience that I recently had with an old school friend. His name is Avik. I had moved far when I turned 15. We accidentally met one day at a mall. He was not able to recognize me at all and of course he was surprised to see me as a female because he had last seen me when I was 13-14 yr old boy. He was here for some work issues. We exchanged numbers and I got to know that he still stayed at our old town. It was good to know that he was bi and really interested in me too. After some days’ chatting we got the pleasantries out of the way, he sent me some pictures of his h... Continue»
Posted by CumLovingKitty 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Meeting In The Woods

It was about 7.30 in the evening and the sun was going down, but as it was summer it was still quite warm.
I parked my car in the road across from the wood, then clutching my carrier bag I walked down the road a little then crossed over and went into the wood.
The place I liked to go to was about 200 yds into the woods and over by an old wall that surrounded a large section of the Whipps Cross hospital grounds, you wouldn't go over there normally as it went no where, so for privacy it was ideal!
As I walked along I could feel my stockings and suspenders gripping my legs, I could feel the st... Continue»
Posted by annette14 2 months ago  |  Categories: First Time, Masturbation, Shemales  |  
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