Shemales Porn Stories
Page 65

The Developing of Emma Part One

From an early age it had always been the same; an attraction to girly things, never quite fitting in with the boys. When adolescence brought out its spots and downy genital hair, it also brought the urge to dress in s****r’s clothes when no-one else was at home. The feeling of a tight bra and panties contrasting with the airy freedom of a thin cotton dress, whilst perched precariously on high heels, always guaranteed a healthy erection followed by most gratifying hand relief. Oh to be a girl! On one of these occasions, as an eager cock erupted whilst viewing dress and heels in the mirror, ‘... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1771  |  
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Chrissie Learns A Harsh Lesson PT 2

Chrissie Learns A Harsh Lesson Part 2

I returned to the small adjoining room as he had instructed me and once again I amazed at the accumulation
of S and M devices. The difference this time was now i was expected to select three different spanking implements
that he intended to subject me to. I suppose I could have just refused and ended this ordeal but a part of me wanted
it to continue.
"You don't have all night to make your selections you know" he bellowed "I am going down to shut the lights out
in the store and I expect you to have made your choices by the time ... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 441  |  
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Training of stacy

Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions.

To make the action flow more freely and the stories light-hearted, I have taken a socially naïve approach and have not included the usual protections that intelligent people would choose such as condoms, birth control and out safeguards against sexually transmitted diseases. Such risky behavior as those exhibited by the characters of this story... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1377  |  
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She became He

The day started as normal, wake up get dressed, have breakfast,but today was going to be anything but any normal day.

I decided that i would take the day off work and visit a local sex cinema,i had never been to one before and was a bit aprehensive but i thought sod it let's just do it.

Upon reaching the cinema i stopped as my heart started to race,after a minute or so i carried on in and paid my money and went inside.

I took my seat about 3 rows from the back there were a few people inside but not too busy,anyway after about 15 minutes of the film and with my cock starting to throb i... Continue»
Posted by carlosos 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1434  |  
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Lucky Afternoon Part 5

The day finally arrived whe I absolutely had to get my boat out of the water and fortunately it was a slow day at work so I asked a couple of my employees if they wanted to assist me? They eagerly agreed because they would still be on the clock and it was a very nice day. I had them drive one of my company trucks and I took my own truck and told them to meet me at the boat dock. I decided to stop and pick up some beer and ice and figured we could run around the lake for a few times to use up some of the fuel before it was parked for the winter.

I hadn't talked to Nikki for a couple of da... Continue»
Posted by rcpeters 4 years ago  |  Categories: First Time, Shemales  |  Views: 585  |  
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Kelly gooes to college Part 2

I was a little shocked to here him say this, and i was a little buzzed, so i challenged kenny right then and there. "If you think I'm so hot big boy, why don't you fucking kiss me?" I said sassily as i stood with my hands on my hips as if to challenge him physically. To my suprise he took two steps towards me, wrapped his arms around me and kissed me deeply, our lips touching softly as they melded into one for a moment, then parted, our hungry tounges darting and probing each others mouths as we stood wrapped up in the heat of one anothers passion, never wanting the feeling of ecstasy between... Continue»
Posted by dirtygurl4u 3 years ago  |  Categories: Shemales  |  Views: 697  |  
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Summers of Love (Part 2)


The weekend following that memorable Ann Summers party saw part two of my sissy humiliation although to be honest, unbeknown to my wife, it was yet another dream coming true.

I was in my workshop grinding a cylinder block down when I became conscious of the distant sound of the front door bell ringing. It seemed to ring for ages and I was just about to wipe the excess oil off my hands and go and answer it myself when the constant droning stopped to be replaced by the excited chatter of female voices. I decided another coffee morning was in the offing so headed back to my workshop.

15 m... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 930  |  
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My proposal

As you know from my previous stories, I hooked up with one of my best friends, Sarah, and since then we were lover. After almost 3 years of loving each other, i decided to take my girl in a mini`trip to HongKong for our anniversary.

When we arrived there, we visited the town, and after some sex we went to bed. I couldnt sl**p so i`ve started to think about a way to propose to Sarah, and I had an awesome ideea, getting some help from a Shemale. I wasnt into shemale / male thing for a 3-way..but some of the asian shemales look too fucking awesome.

Next thing in the morning, while she was s... Continue»
Posted by mercander 2 years ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 1036  |  
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Stephons first run in with Sora

I'm a young, attractive, slender, african american young man. I'm on my grind everyday. I like to drink, sl**p, and fuck. I find that I can make any woman laugh until it is about that time to fuck. This is just one incident that proves this stament.

Alright so I'm in one of my classes doing my regular, being a class clown, and funny as hell. all of a sudden the most amazing looking female walks through the doors of our lecture hall and im like... Fuck, its time to calm down because if i want to sl**p with this female anytime this century I'm going to have to show that I'm a catch, and not ... Continue»
Posted by cooler34 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 777  |  
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DADDY and SIR: my craving for older men....


"I would love to be fucked by an older man. my tight little ass needs a cock from an aggressive, top daddy. I love to dress sexy for my daddy and will do most anything to please. Just one condition: you have to cum on my face. I am a slim, 28 year old slut with a tight little ass and an addiction to cum. Please be my daddy tonight."

That was my post on a certain site that got me more than i bargained for.
I had also posted a photo of me in a sexy corset and fish net stockings.
The replies came quick, but the only one willing to meet that night asked if i minded if he brought a friend. I... Continue»
Posted by bttmblw 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2941  |  
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Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.
She was dressed to nines in a mini skirt, tight
halter top, and pumps leading up a pair of fishnet
clad legs. I invited her into a private booth
and once inside, went over her price for some
adult fun. She told me I couldn't fuck her as she
was on her period but I knew something was up and asked
her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just a quicky or a longer more relaxing session back at her place. Of course I opted for th... Continue»
Posted by panteeluvr 3 years ago  |  Categories: Hardcore, Shemales  |  Views: 1389  |  
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My friend's new roommate and her surprise

So my friend Rebecca and I were planning on going to this bar for the evening but she called me and said she was running a bit late and that I should wait at her place and that her new roommate Shawna should be there to open the door for me. Rather, than wait in my car I went upstairs to her apartment like she suggested. The door was slightly open so I walked in saying hello; to see if anyone was home. I heard some noise in the kitchen so I walked over to check it out. It was Shawna cooking. She was actually a pretty cute girl. She was wearing a white tee shirt that just about covered her ass ... Continue»
Posted by lovingitman 5 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 7951  |  
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Showing off

So for those of you that know me and what I like to get up to, know that I like to dress in sexy lingerie, heels and skimpy outfits.

I was doing just that earlier today, just driving around some of the quiet spots that I frequent with my camera. I deceided to go somewhere new, a small industrial estate right on the edge of a country village.

I was parked up, right out of the way when a van came past and unnerved me a little so I decided to move. On my way down to this little spot I had passed an oldish man just getting out of his car to take his dog a walk, well as I slowly drove past hi... Continue»
Posted by andismithtv 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1243  |  
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The Intimate Dinner Party

Susan and I were filled with anticipation as we arrived at Victoria’s house. We had been invited to what the written invite referred to as a “Sexy and Intimate Dinner Party”.

Victoria was renowned for her unusual, and always different, dinner and cocktail parties. She certainly did not like doing things the way other people did them. You never knew what to expect, but you always enjoyed them and could say that you’d had a new and exciting experience.

My wife, Susan, was looking incredible. She had a short black skirt that really set-off our beautiful long legs encased in sheer black sto... Continue»
Posted by didi_galtier 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 1813  |  
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Passionate One Night

Passionate One Night

His name was Shawn. He was a cute, very cute, guy that was living in Houston when he was making his way to the small town of Llano, Tx. He was planning to meet f****y so he could go dove hunting. I had posted an ad that night to see if any of these dirty minded straight boys would respond. He responded late at night when it was about two in the a.m. I was a bit skeptical. He had that southern accent, great body, tattoos, seemed a little too good.
"Too Good" turned out to be...real?
After I had given him the address, directions to my apt, I could hear the loud noise fr... Continue»
Posted by GoodDickLoved 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1034  |  
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In Hose and Heels for Daddy

It was shortly after my 14th birthday when I made the decision to seduce my Daddy. I mean, all of my girlfriends were having naked fun with their daddies. I didn't wanna be left out ;-) After all, me and my BFF, Ashley, had been getting naked and having fun with her daddy for 2 whole years now...and with her b*****rs...and with her uncles...and with her cousins...and with her neighbors...and with her...awwww, shit...you get the picture ;-)

It was the morning after my first experience with my Daddy. I was camping out in my back yard and had told some guys to come over for backyard blowjobs.... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 7430  |  
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the man i used to be

It wasn't what she said; it was the way she said it that got him to do everything she commanded. It wasn't that he couldn't overpower her...after all, he was a man of six feet, and she was a woman half a foot shorter and 100 pounds lighter.

It was like a teenaged son having a confrontation with his mother. He could overpower her, but he wouldn't because, well, because she was his mother. Neil could overpower this woman, but he wouldn't because, well, because she was his lover.

She had measured him very carefully about six weeks ago now, chest, waist, hips, not just the circumference meas... Continue»
Posted by pcarter 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 945  |  
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My First Cock

I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. Several of them knew I wished I was a girl.

One night I was very upset about God knows what. I was crying with a good friend of mine at his house. He was straight and had a girlfriend (another good friend of mine). I began venting to him about wanting to dress like a girl and be treate... Continue»
Posted by hotchickinchitown 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4137  |  
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Three's a Crowd

It was 8 pm and the guests were about to show up. My tight little bunghole was not virgin anymore and I felt like walking on clouds. I felt very feminine and quite demure. I had helped Carlos set up the table with snacks and put sodas and beers in the fridge. I looked in the hallway mirror and everything was still in place.
"You look adorable sweet cheeks", Carlos murmured in my ear and squeezed my ass. He went to answer the door as his guests arrived. A short plump blonde boy went past Carlos and to the guest bathroom to change. As he went past me, the guy winked at me. I could not imagi... Continue»
Posted by latinCharm 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1858  |  
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I am such a slut.......18

"Hi Derek. I was just thinking about you. I haven't heard from you for a teeny bit" I replied. It was so nice to hear his voice on the phone and the sound of it caused me to stir within. Something about him, about what he did to me, about what he made me do, just had me.....and I think that he knew that.

"Baby, I have a favor to ask. It would mean the world to me if you would do it. And I would be there with you, okay?" he said, and my mind raced at what the favor might be. "I have this client and his wife....and they have a friend or two. I told them about you and showed them some of our ... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1301  |  
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