Shemales Porn Stories
Page 112

Riding the Lakefront

I finished my training session and went to my car to get my bike. I always worked out and then rode the lakefront in Chicago. This was routine..Wednesdays and Saturdays. Wednesday, I finished my workout and headed to the path. It was 6:00pm and I rode from the Hollywood curve to 71st Street and back. I am usually able to do it in about 2 hours. August 13th, it was a hot night but I liked riding when it was that way. Joints all felt loose. Rode well. Carried some water bottles with me.

Being intersexed with big tits, I always wore a bra. This night was no exception. I had a zippered shirt ... Continue»
Posted by titsR4abuse 3 years ago  |  Categories: Shemales  |  Views: 638  |  
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Shemale boss fucking

God, I felt like it wasn´t my day.

I had been sent to the boss office one day and I tought that I was gonna gett fired or something like that.
When I came into her office I saw that she was dressed kinda sexy. She was wearing a suit that had a lot of cleavedge. When I got there she said:
-Do you know why I have called you here?
-No. I answered
-I wanted to ask you if you can come to my house tonight and have a litle chat. She said.
-Okay

When I got there I was a bit nervous. I knocked at the door and strangely her sexy secratery opened the door for me and asked me to come in. After ... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Shemales  |  Views: 2558  |  
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Trapped and Trained Sissy Ch. 12

Trapped and Trained Ch. 12
I sat down on the couch, completely spent, staring at the screen with the "Blowjob 101" title flashing on the screen with images of women in various stages of sucking a man off. I noticed that there was a 7" pink dildo on the side table, which I certainly hadn't left there. I decided to lie down for a bit and began walking back to my bedroom only to find that the door had been locked with a similar electronic lock that was controlling the front door. The spare rooms were locked as well, leaving me no option but to be in the living room where my assignment was waitin... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1006  |  
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unnecessary roughness

Some years back, I was on an overnight business trip. I would often crossdress in my motel room to entertain myself and practice looking sexy. I could pass as a real woman from a distance but not so much up close. I'd been strutting around in a short a****l print dress and platform heels, admiring myself in the mirror and occasionally walking around outside my room in the motel parking lot. There was a convenience store/gas station next to the motel, and I kept walking over toward it, daring to be seen by people filling their tanks, etc. Late that night I decided that I just had to go over to ... Continue»
Posted by dana213 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1174  |  
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Master's Surprise For Me

Master called and told me to be ready at 5:00. He instructed me on what to wear, a blouse and skirt, and to wear my long hair in a ponytail. He told me to make sure my pussy was shaved and may nails done. He often likes to give instruction on my appearance when in his presence. I always love my time with Master and so it was with great anticipation I began to get ready. I was a little surprised that we were going out, since we usually play at my house. He told me this would be a very special evening, one i would not soon forget.

My pussy was getting wet thinking about his words...he... Continue»
Posted by ThyMastersBitch 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 878  |  
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xdresser foxxiroxxi fucked by daddys poker buddies

Well its all my daddys fault he made me dress up like a slut everytime he had a poker night to serve drinks and give massages the cheap bastard would not pay a girl to do it so he made me do it. I cant really complain but as after the first couple of times the awkwedness went away and I started to enjoy it when I got compliments and started getting better tips . My daddy was getting a bit annoyed and tried to stop me doing it but the players insisted that I was to be there waiter. This is when it all clicked into gear as it was my daddy who wanted this and now he cant stop it ,so I thought i... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1531  |  
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Ladyboy in a Whore House

I was born a “hermaphrodite” and I had B cup
tits when I was very young.
I was skinny so they looked BIG.

This story is from Pms I sent to SuperSatin
I was a prostitute when I was very1 3young for
a rich perverts' club.
So here's a collection of Pms that add up to
a story.


There was a client who liked me to suck him off
again and again.
he could cum 5 or 6 times. sometimes more.
I know he limped the next day!!

He fucked me too, rested then cummed
again and again.
Another client liked to cum on my face.
he'd feel up my naked body then play with himself
i'd kneel o
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 1343  |  
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My black lover

After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from him but within a few days I got a reply and two pictures. I couldn't believe it, he was 28 years old, very tall and slender and very handsome. He wrote he is a musician and that he travels to the city where I live a couple of times a month. He wrote he never had experience with a crossdresser and ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  Views: 1256  |  
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Beer And PussyBois

Sudden bursts of roars and cheers startled me. I suppose it was another touchdown. They were all drinking while watching a football game on TV and behaving the way dominant men do.

"Get me another beer, Faggot!" One of them yelled across the room. He was d***k.

"Get me one too, Fag." They laughed at me knowing full well I would obey. My skimpy cheer leader outfit and five inch high heels put me in my place among these masculine, demanding jocks. The intimidation was overwhelming. Smacked on the ass every time I walked by. An endearing derogatory slur reminding me of who I am and what my ... Continue»
Posted by amberfemxd 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1939  |  
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sissy wants to be black man's slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.

One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one person per booth - violaters will be ejected...legal prosecution, etc. So that's why Terilyn lik... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1393  |  
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Our New Life


Our New Life
By C. G. Drought

I was halfway between sl**p and fully awake effort to breathe. It is
being done for me. I can hear a mechanical sound that coincides with
every breath I take in. A click starts it and then the whirring sound
of an electric motor running.

The first few times I awoke to this sound I went through a period of
confusion and it still affects me that way but to a lesser degree. I
know the sound is the motor operating the bellows of the Iron Lung I
am locked inside. The feel of the leather straps holding my arms and
legs tightly to the... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 18028  |  
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shemale experience (Fantasy wish it was true!)

So here I am sitting at the sherries accross from my hotel.Eyeing a good looking blond girl, she looks about 21, nice little bubble butt,hips and D tittys,very pretty. she catch's me looking at her and give's me a wink, I make it a point to chat her up(while being intoxicated by her strange happy attraction)I end up talking her into coming back to my hotel for a swim,after of course I get her a bikini at the store down the street. we end up back at the room and we talk and begin to make out,she goe's and changes we go for a dip and things get hot so we head back.....

At this point I can't ... Continue»
Posted by tonkier101 2 years ago  |  Categories: Anal, Shemales  |  Views: 1258  |  
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GloryHole and the Couple

The last time when I was up there on business, I had stopped at the public toilets and was surprised about the amount of graffiti on the cubicle doors and walls. As I was there, taking a pee, I notice that my cock had gotten a little harder as I read more and more filth on the walls.
Since the month or so had passed, I had not been able to get it out of my head and had many wanks thinking about what was said on the walls. People had left telephone numbers, looking for quick suckings, hand relief and one even suggested gang banging people with their friends. The one that I noticed most was the... Continue»
Posted by tvtammi 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3203  |  
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my shemale GF part 5

If you read my last story, you know that Ashley said she was going to dominate me, well that's exactly what she did.

So today after work I went back to Christy's place not actually thinking she was going to fuck me. Christy was home before me and asked me to clean up, which is the universal sign for us that she's gonna fuck me. I kinda forgot what Ashley said last night since I was blazed. I cleaned up, went to the f****y room, and noticed the fuck machine was out, harnesses, some contraption that held me up in the air, and other bdsm things. Ashley comes up behind me and handcuffs me and s... Continue»
Posted by germanface 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 623  |  
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Westward bound cum slut ch 2

Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes.

The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn't help either.

The airport was the same as all the others with everyone running around lost and trying to find there things.

I didn't take long to find Steve and June as they were very easy to spot he being big and blond and she being short , cute and Japanese.

We said our hellos and all th... Continue»
Posted by frswriter 2 years ago  |  Categories: Shemales  |  Views: 464  |  
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My sissy secret

I am a male, but I have a secret. In private I dress as a beautiful sissy and no one knows.
I have a large selection of lingerie and outfits, that make me hard when I wear them. Recently things have got even more exciting, since I've discovered how horny performing things on web cam.

I don't care if its cocks or pussy I perform too, but if I had to choose it would be a big fat long juicy cock, deep inside my tight ass. I love the feel of a big man inside me , f***efully entering me in my little panties. I also like a cock in my mouth, in fact bukkake I'd my favourite. Only dreaming of this... Continue»
Posted by pencildick2013 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1783  |  
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A Sissy Slave for a Transvestite...continuation

Gwendolyn giggled and hung up the phone and begin to grind more exuberantly as her penis harden. Gwendolyn rode me for nearly an hour, my bung hole was full of her seed and made obscene sloppy sounds before she stiffen and flooded my bung hole once again. Gwendolyn laid there for a little while before pulling her flaccid penis from my bung hole and admired her handy work. '...Look at my cum oozing from your pussy, my girls are gonna luv you boy. I've got to get cleaned up, just relax, I'll be back for you in a sec...'

Laying there, feeling Gwendolyn's spunk seep from my ruptured bung hole... Continue»
Posted by d4david 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1064  |  
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The alleyway

She pressed close against his body, so close that he could smell the leather from her jacket. As they walked along, her arm around his waist, he could feel her nails through his shirt gently stroking above his pubic region; with each stroke he felt the bl**d rush towards his cock.

They turned the corner and walked further into the alleyway, him guiding her into the shadows. He looked down at her face, her eyes staring back up at him and what little light there was reflecting off of her lipstick. He slid his hand down her back and slid it under her coat where her could feel her bare back bel... Continue»
Posted by ass_pussy_fucker 9 months ago  |  Categories: Shemales  |  Views: 1018  |  
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BECOMING MY BOSS MARGO'S SISSY BITCH BOY TOY.

WHEN I GOT CAUGHT GIVING A SUPPOSEIDLY QUICKIE BJ IN THE MENS ROOM STALL TO A CO-WORKER OF MINE, I WAS SURE MY FIVE YEAR JOB AS AN UNDERWRITER AT MY INSURANCE COMPANY WAS A THING OF THE PAST. LUCKY FOR ME, THE GUY I WAS PLAYING WITH WAS ONE OF THE OWNERS NEPHEWS, SO I WAS CAREFULLY TRANSFERRED INTO AN NEW POSITION ON THE SIXTH FLOOR AS THE ONLY MALE IN A SEVEN PERSON RESEARCH TEAM. MY NEW BOSS WAS AN OLDER (LATE 40'S)VERY CONSERVITIVE WOMAN NAMED JOAN. FOR THOSE FIRST TWO WEEKS, I WORKED LONG AND HARD IN ATTEMPTS TO NOT ONLY REDEEM MYSELF, BUT TO FALL INTO HER GOOD GRACES AS WELL. JOAN ... Continue»
Posted by cddixie 1 month ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2934  |  
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R&R




R & R

by Miss KarenAnne Brown



R & R...means rest and relaxation, right?

Well, not in my home, it does not. It means the utter and complete reversal of roles, that is what it means. So, how did this happen? I thought that you might ask.

Well, I will tell all, afterall, that is why you started to read this story, right?

Anne and I have been married for eight years, now, with no c***dren. I am glad of that, now. The last thing in the world I want, is to be a mother, believe me. It is no picnic, just to be a housewife. I know.

I had married Anne, beca... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 984  |  
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