Shemales Porn Stories
Page 78

lesbian adventure

I had worked a day shift - I got off at about 5 and wanted to go do something. My two buddies, Niles and Will, were there and they asked me if I had ever been to this little bar in the same strip mall as the club I worked in. I hadn't. It looked dingy and dark from the outside, and since I didn't drink, there hadn't been much to tempt me in I thought. They told me I should check it out.

So we go into this place - it didn't even have a doorman! - and my eyes have to readjust to the dark. There's a stage, but no one is dancing. They order drinks - and a club soda for me - and tell me to relax... Continue»
Posted by leadpencil21 2 years ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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Thai Ladyboy Interview

An Afternoon With Some Thai Ladyboys

I spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who utilise their services.

The 6 ladyboys are all with Ladyboy-For-You.com, a ladyboy e****t service. We met up in a central Bangkok bar and over a pleasant lunch we chatted about life in general, and specifically, life as a Thai ladyboy. There are many rumours and much misinformation about ... Continue»
Posted by CrashBoom 2 years ago  |  Categories: Shemales  |  
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My afternoon getting some(true story) BB creampie

It was a Sunday afternoon and I was emailing with a guy I just met on craigs list. I was having a few drinks while starting to get in the mood. We exchanged phone numbers had a little chit chat on the phone, he told me he was straight but always wanted to experience a TS. Well this is the type that I love to entertain. So we set up a time to meet and gave him directions. I quickly jumped in the tub to wash up, shave my legs, gave myself a enamma. I had a couple hours before my man would arrive so I took my time doing a really good job my makeup (especially we where meeting during the day time)... Continue»
Posted by sarahcd_legs 3 years ago  |  Categories: Shemales  |  
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The First Step With Hope- part two

I felt immediately at ease with Hope’s friends; the ‘blokes’ were much as I was, and the ‘girls’ were all very sweet and feminine, preoccupied with their nails and how their bra-straps looked etc. None of them asked too many prying questions, they seemed immediately at ease with me too and smirked at Hope as she sat close to me, eyeing me constantly and holding my hand tightly, lest I should suddenly disappear in a puff of smoke. When she did eventually accompany one of the girls to the lady’s room, the other girls jumped onto the seat next to me and the men leaned forward; all told me how ... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Caught cumming

When we moved into our new house I got first pic of bedrooms, instantly I chose the bedroom in the loft with a nice big skylight, I love having the sun in my room and when it's raining I like watching it drop all on the window.

One day I decided to have the blind open while I went to bed, waking up the next morning I had discovered my favorite place ever. I stripped naked and lay on my bed again, my huge tits flat on my chest as I lay there I began to wank. Where we had moved to was across the road from an all girls school, what I noticed was at the right angle I could see up under the bri... Continue»
Posted by shemalecharlotte 1 year ago  |  Categories: Shemales, Taboo, Voyeur  |  
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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 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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My First Girly Cock

It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. I don't consider myself being gay, but I always had that ardent lust to be with a transsexual woman. I just couldn't get them out of my mind.

This passion started a couple of years ago, while I was surfing on the Internet looking for hot stuff. Immediately I felt something. That first time, when ... Continue»
Posted by jimpgr 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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I wanted to be a woman



It had been about six months since my stepdad caught me dressing up like a girl and gave me my first taste of cum. I had sucked him off about once a week since then. I sucked him in many different positions since then. Sometimes I was on my knees. Sometimes he laid down and I took control of his dick. Sometimes I would lay down and he would fuck my face. Sometimes I could tell it had not been that long since he fucked my mom because I could taste her pussy on his dick. Most of the time he came in my mouth. I tried a couple of facials, but I preferred to taste the cum and swallow it down. ... Continue»
Posted by vince01 2 years ago  |  Categories: Shemales  |  
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The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Once a Slut Always a Slut

I held my breath – and then I knew I had crossed a line – I had become by my submission, in that instant of time, another individual.

I had known Paul Phillips since I had arrived at the local school in the village some 6 years before. We had moved on together to the grammar school in a nearby town a couple of years later. We had been sort of friends from the start but as we grew older he became one of the ‘in-crowd’ and it seemed everyone sought his company and approval – for why I am not entirely sure but perhaps it was that he was a keen sportsman; good-looking bloke with an acerbic wit... Continue»
Posted by charlottekerscot 4 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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Fun with Stephanie-Gurl at the Park!!!

Fantasy Story: Fun with Stephanie-Gurl at the park.

After weeks of chatting online I was able to convince Stephanie to meet me but she had one condition it has to be in public place. Now I am not one to hook up in public but I was dying to meet Stephanie and have a little fun. I knew of a park that was nearby that we could meet at late at night and she agreed to the location. That night I arrived at the parking lot of the park around 11 o’clock and waited in my car. Of course being the sexy gurl she is, she made me wait. We had agreed to meet around 11 but I was waiting for almost 45 min... Continue»
Posted by Ryu1313 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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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  |  
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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 11 months ago  |  Categories: Anal, First Time, Shemales  |  
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#3 - Nikki in the Woods

About four days had past since my last fuck when I heard from the same guy again. I bumped into him at some local shops and we got talking and I could tell by the bulge growing in his jeans that my presence was having an effect on him. He hinted that he could go a quickie and luckily I had what I needed in my bag. I asked where we could go and he said he would drive me to a spot he knows is always quiet. I agreed and we went to his car and he drove me to the carpark at a local park. He said that if we walk a bit into the woods he has a spot he used to take an ex gf and its normally very quiet.... Continue»
Posted by Nikki_93 3 years ago  |  Categories: Anal, Shemales  |  
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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  |  
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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  |  
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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 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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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 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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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  |  
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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 4 years ago  |  Categories: Shemales  |  
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