Shemales Porn Stories
Page 64

Moms Trannie

It was Saturday night and my friends had told me about a new club. It was about an hour out of here and had an older crowd. This sparked my interest some what having a fondness for older women.

I walked into the place and looked around, not much going on so I wandered over to the bar and ordered up a beer. A little while later the crowd picked up and things started to get moving.

The women were defineatly older here, I asked a few to dance and had a few takers but couldn't seem to lock in with them.

While I was dancing I must have missed the two that came in, a blonde and brunette wit... Continue»
Posted by frswriter 1 year ago  |  Categories: Shemales  |  Views: 4562  |  
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From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I confessed to Her my desire to serve a Dominant Woman. She attempted being my Dominatrix, but could never g... Continue»
Posted by wannabesubformt 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1773  |  
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Jesse's Dream Job

Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about the qualifications for the position and they were looking for a guy with his build. It was even listed first in the qualifications and typing was considered a ‘bonus’ ability. Go figure.

When he had arrived the receptionist called his potential employer on the phone and told him that Ms. Angel w... Continue»
Posted by SCARFACE12 2 years ago  |  Categories: Shemales  |  Views: 1403  |  
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A Fantasy Realised

I have a great many fantasies and have been lucky enough to realise some of them. This has been a very mixed blessing. Some have been fantastic, even better than the mental image but others have been disapointing, for various reasons and did in fact turn me off from the fantasy altogether. The following is one of the succesful attempts.

I'd been chatting to a guy on the internet over the course of a couple of weeks. He was quite dominant, which I liked and the chat was very erotic.

He asked me if I had any fantasises and when I said yes, he asked me to tell him one.

I'd had a recurrin... Continue»
Posted by ksopen1 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1195  |  
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Drinking Decisions

I was at a dance club one night a few years back. It was one of these goth/electro sorta things, it kinda looked like something out of a Marylin Manson video. I had been drinking most of the night with my friends and had a pretty good buzz on. This girl comes to the bar next to me, black vinyl corset, black vinyl pants with a zipper that ran from front to back. Long crazy colored hair. She sees me looking and just licks me on the neck. So I grab her ass and tell her "nice ass" without a word she runs her tongue from my chin to my lips and into my mouth and starts making out with me wildly. Sh... Continue»
Posted by hothothot103 2 years ago  |  Categories: Fetish, Shemales  |  Views: 955  |  
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CD Dalila Jones -THE PROS AND CONS TO HITCH-HIKING

THE PROS AND CONS TO HITCH-HIKING
Episode One


I screamed as the fire-engine red Porsche peeled out, spitting gravel at me like buckshot. I picked myself up off the ground. And just like that, he was gone, just as quick as he had cum. One look at my hard cock and the lousy prick shot his load before he could even undo his belt. It's not that he came so quick, I can handle that, it's that he abandoned me on that lonesome road that led to the predicament I am in now. I knew I should ha... Continue»
Posted by Dalila_Jones 2 years ago  |  Categories: Shemales  |  Views: 950  |  
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Transformation

This is a cross between real life and fantasy. A deep, dark desire which may never be fulfilled but I can't help a part of me wanting it anyway. I hope you enjoy.

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I was a usual guy. Or I had thought so anyway. I mean, I had worn some of the female members of my house' panties and swimsuits on occasion as a young boy but I always thought that was normal. I mean, apart from the silky smoothness of lace and satin massaging and teasing the penis, y-fronts are exactly the same really... just with less frills. It didn't last long though, I mean, how can a boy in a strict and straigh... Continue»
Posted by shyadam89 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1601  |  
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My trip to Mistress Cindy’s House – Pa

Cindy and I had worked together for years. We had been peers for several years and became good friends, then I became Her manager. Our friendship continued but many coworkers were certain we were having an affair. We weren’t having an affair, but ate lunch together nearly every day and shared the most intimate parts of our lives with each other. She was and still is my best friend and the only one I have ever felt comfortable sharing every detail of my life with. One day we happened to be talking about role playing and I told Her I had always fantasized about Her being Dominant and making... Continue»
Posted by wannabesubformt 2 years ago  |  Categories: Fetish, Shemales  |  Views: 2175  |  
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BIRTHDAY

I had just got home from work , and what to my wondering surprise my gf is naked and waiting for me on my lazy boy , with her legs spread , playing with her pussy.

ON the couch are 3 shemales also naked and playing with there cocks , how she did this i have no idea , but its been my fantasy to have a shemale and my gf in a sexual frenzy ,now i had this and plus two more , wow what a girl.

IM licking my lips as i watch all 4 of them playing , my gf tells me she has run a bath for me and has nikki one of the shemales lead me upstairs to get washed and relaxed , and says we will be waiting... Continue»
Posted by cocklover47 3 years ago  |  Categories: Shemales  |  Views: 1271  |  
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Got Caught

2 weeks ago i found myself alone as the wife had taken the k**s away for the weekend i felt the need to play. I went to work and finished early and raced home feeling very naughty indeed. I got in and ran a bath and had a nice long soak indeed and thought about what i would do and where i might get some fun at such short notice?

I got out my gear and put on a black basque with fake 40c inserts, lacy see thru black panties, black lacy top stockings, black strappy heels, skirt, top. I put on my wig and did the make up as best i could being a novice and looked into the mirror and got extremly... Continue»
Posted by abicd 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3146  |  
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Working Away From Home

Im an engineer by trade and my job sometimes takes me to different parts of the country, customers want me to design a specific peice of machinery for them.

I had an appointment with a firm just on the outskirts of Manchester, my company had booked me into a nice hotel for 3 nights whilst i was up there.

After my first days work i went back to my hotel and had a shower, got dressed and set out to find a nice restuarant for my evening meal, the consierge had suggested i went a particular restuarant that he new and gave me directions.

I got there it seemed very nice sat down at a table ... Continue»
Posted by BAZSEX 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 2108  |  
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Caught again

So I’m finding it hard to get privacy to dress up of late. So I decide to go down the country and rent out a holiday home for a weekend. I brought all my gear including make-up,and wig. When i arrived at the holiday park I entered the reception area. Behind the counter was a pretty women named Jill. I introduced myself and filled out the required forms.

“You be staying in trailer 9, my husband will show the way……Mike!!!!. She yelled.

Mike walked in to room, introduced him self and took my bags. Little did he know one bag was full of lingerie and dildos. Mike was medium build and around ... Continue»
Posted by monkeynuts0 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1793  |  
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Painted Toes in Private Gym Showers

I'm soo thankful to have feminine feet and legs. My cock is around 6 and a half inches and I have a cute boi-pussy that is tight, but can take a sizeable dick. I would also like to point out that I have enemas on a regular basis so my butt is pretty clean. That part is true and the only part of this story is me at the locker room showers with my painted toes.
In the gym that I go to there are three individual showers. The way the showers themselves are set up to where you push the first curtain aside and there is a little area to change and a small bench to put your bag or sit on while your c... Continue»
Posted by sissyjulie 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1382  |  
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my first tranny (pt. 1)

you always remember your first time.


I remember my first blow job from an ex. (believe me, thats another story.) the first time I touched a pair of tits. the first time I ever ate pussy. the first time I fucked a woman in the ass. & I'll always remember the first time I was with a tranny.

her name was brooke. I always wanted to be with a tranny because I was always curious. I mean, shes a chick right. but then she has a dick. you all know some trannies are drop dead beautiful. this one was. I was looking in the e****t section of one of those paper you get at a porn shop. I always want... Continue»
Posted by radec_24 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2660  |  
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My Great Adventure

One morning after dressing in s*s’s clothes and she is a hot one.....black fish net stockings and 5” patenet leather pumps and corsets to die for and a pair of padded inserts to enhance her already endowed breasts, I needed some excitement besides the usual pulling of the wang and using my soft foamy dildo,
So I saw that she left the keys to her car and with mum and dad off on holiday...and s*s gone with her boyfriend, I stayed dressed in her clothes and added a yellow slicker and a bonnet to hide the hot cum fcuk me clothes and started up the Audi and off I went to the next town and though i... Continue»
Posted by mia1 3 years ago  |  Categories: Shemales  |  Views: 2281  |  
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My First Time with a Shemale

I had watched porn for a long time, graduating from straight porn to videos of shemales, falling in love with TS stars such as Leilani, Julie Bond, and the gorgeous hermaphrodite Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.

Then one night when I was living in Indianapolis, after being out drinking and dancing, I stopped at the local adult video store. I had parked near a white van and, as I was drinking some more of the six-pack that I had in my car, I saw that there was a woman in the driver’s seat of the white... Continue»
Posted by TSfanxxx 1 year ago  |  Categories: First Time, Shemales  |  Views: 2416  |  
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My frist time wearing sexy lingerie. Part 2

I could not wait to get home from school the next day after wearing my moms sexy panties the night before.

No one was home so i could have fun.

As soon as i got into my room i took off all my clothes and went into my moms bed room to see what I could put on.

With my mom working at Macy's in the lingerie department she had bought some sexy lingerie there.

I was looking thru her sexy panties and than I found a pink baby doll.

I rember see the girls wearing sexy lingerie like this in the pictures that my uncle had so I put it on.

As I put the baby doll top it made me feel so sex... Continue»
Posted by suecd58 2 years ago  |  Categories: Shemales  |  Views: 1694  |  
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How i became a sissy fuckslave pt1

How i became a sissy fuckslave.

It all started after a series of failed relationships led me alone.Having always been a closet crossdresser, i started dressing more and more often and posting pics and vids of me on a website called xhamster.In time, i started posting vids of me toying my sissy ass, and also gradually building up my fem wardrobe.

After several months and many pics and vids, i met a man who offered to train me online.This was mustually pleasurable to both of us and as time went by he started having me cam for him.Toying my ass while he watched always turned me on, and he ... Continue»
Posted by analsubbieinmissouri 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 3019  |  
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Flirting at the mall.......are you sure about that

Before I begin my story let me say that the next time you're at the mall be very observant because there are more of us t-gurls out there than you might think. Since I am one I know what to look for and can pick them out.......so, ask yourself sometime........is that hottie I'm watching for the next few moments a female or a t-gurl??? Wink wink.

OK, so, at the mall. Shopping for shoes......everybody does it including us "gurls". The real trick to "doing the mall thing" for t-gurls is to totally blend in and be just like the women that are there. They dress down and go totally casual for ... Continue»
Posted by tgurlusa 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2529  |  
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The Developing of Emma part Three

She awoke to the sickly smell of a woman’s perfume; the silky stockings were still there, but Emma was now naked apart from a chiffon negligee, her hands bound behind her back. The voice of the woman broke the silence.

“Hello again ‘Emma’; that’s a very pretty name you’ve chosen for yourself, we shall soon have you worthy of being Emma, and you’ll soon know your place amongst men, and women.” The woman was sat with her legs crossed in a throne-like chair, no store clothes now, she wore a one-piece black leather bodice which accentuated her mature curves exquisitely, and black seamed panti... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 531  |  
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