Shemales Porn Stories
Page 114

Virgin Sissy learns her place in life

As with any relationship, things change. The suprising thing that happened between me and Martin was at the begining he was a bit soft and I was the dominant person. It could have been that he was new at college and a bit shy. But as the summer went on he bacame a member of the Football, Tennis and Hocky teams. All the better as far as I was concerned as he had three different kits for me to sniff and lick after he had been playing. Blue top,shorts and socks for football, white t shirt shorts and gym socks for tennis and Blue top and white socks for hockey.
One Saturday, Martin turned up at ... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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My shemale boss part 1

I knocked at my bosses door and on her reply went in. She was standing with her back to me looking out of the window and talking on the phone.

She failed to agknowledge me so I just sat down in one of the leather chairs opposite her desk. I looked at her as she stood by the window and perved over her black stiletto leather knee high boots and tight black leather skirt which covered her ass beautifully.

After about five minutes she turned to me, her black hair to her shoulders and her black shirt partly Unbuttoned showing off her cleavage, it has hard not to get a semi hard on as she move... Continue»
Posted by big_rob49 2 years ago  |  Categories: First Time, Shemales  |  
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Little Public Stripper

I walked across the nightclub floor, two female friends either side of me. My short red dress looked perfect with my red patent heels, and my ass and g-string showed below the hemline. My skin felt alive, smooth and shaved and tingling, ready for this experience. The matte gloss of my long, black 1950’s style hair style (an expensive, convincing wig) picked up the pink and purple lights of the club, and I felt everything below my waist relax as it prepared for the sexual treat. Eyes were on me, desiring me. Girls and men alike looked my way, the women celebrating my liberation with me, the men... Continue»
Posted by CD_CutieBoi 2 years ago  |  Categories: Fetish, Shemales  |  
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my wife make me her sissy slut

I married Jen when I was a successful high earning bachelor at the age of 30. She
was 25 at that time. 5'4" same height as me, 120lbs, petite blonde with
blue eyes, a set of DD tits and an ass to die for. I was short, skinny yet she was
attracted to me when we first met in a bar down town. Later on I found out that it
was Laura her friend who had told her that the porsche parked outside was mine.
Now, after 5 years of marriage, things were quite different. Things had actually
started going down hill after the first few months when subsequently Jen had clearly
stated that my 3 inches coc... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Shemales  |  
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wild halloween night

WILD Halloween PARTY EVER

First sorry everyone it’s been a several month since I been here was busy with my life.
Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom.
I am cross-dress and love Halloween, this Halloween was wild first ever wild Halloween party I ever been too.
It was black party nothing but black guys and very few white guys but lots of white, Asian and black shemale was their and soon I walk in lots of black guys was all over few of them took me in ally make give them blowjob. One group of 4 guys tha... Continue»
Posted by shawn777 4 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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A Wonderful Ordeal

Part 1

Don and I had met on the internet in a chat room. Over the course of a month we had gotten to know each other and had shared our fantasies. Don was very dom and enjoyed the fact that I was very sub. I had shared with Don one of my favorite fantasies in which I'm a*****ed and f***ed into sexual servitude.

Don was a cross country trucker and came through my city very often. We had talked about meeting and living out our fantasy. He was married but was interested in being with a sub TV. He made arrangements for a long stay over in my city so that we could be together for the we... Continue»
Posted by celeste_tv_2000 4 years ago  |  Categories: BDSM, Shemales  |  
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cumsquirter and teen girl

What an experience i recently had, meeting a 18 year old girl at an adult bookstore! We hit up a conversation, and i told her that i would be upfront, that i am a shemale, at which she said to me, "No fucking way, you are so cute"! Nice to hear that, she was beautiful, about my height 5'7'', long blond hair, cute face , long sexy legs and nive tits and waht a great ass! she told me that she was straight, but always thought about what it would be like to have sex with a shemale, so i asked her why she was at the adult store. She said she was looking for a vibrator or dildo, and she told me she ... Continue»
Posted by cumsquirter 4 years ago  |  Categories: Shemales  |  
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One of my favourite experiences.

I don't know if anyone will read this or even enjoy it but I've not told it before and it gets me really... excited :P
This took place before I discovered my love for crossdressing and I suppose could also be the reason I started!

A few weeks after I turned 18 I got a girlfriend. She was bisexual but she didn't know that I was also bisexual. Her name was Lisa and she was also 18. After a few days of seeing each other we ended up having sex. It was your average, nothing exciting, foreplay followed by sex.
After a few weeks of our relationship we were getting on great... We'd learned so muc... Continue»
Posted by matttay 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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The way i like to be treated...

One night, You call me on my phone and ask me to come to Your place. i feel excited, because every time i see You, i have a hell of a good time :-) So, i hurry to come to Your place as soon as i can.
Once at Your door, i knock. I can hear You say "come in", so i come. Without any other word, You say "Naked!". So i undress. "Quickly" You add. I undress as fast as i can. "Seems like you're horny. Good boy. Turn around" You say. So i turn around and my back is facing You. i can hear You come closer. Then, You firmly squeeze my ass cheeks. "I'm gonna have some fun these, you know? Very soon. But ... Continue»
Posted by mouth2fill 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Bondage Whore, Chapter 1

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 1 - Job Interview

It was around 4:30AM and Rachel St.Clair was beat. Walking the streets for such a small amount of money really sucked!!.. And no pun intended, Rachel wryly smiled. The streets were now deserted, no more money to be made tonight. Rachel started to head towards the seedy hotel where she barely managed a one bedroom fleabag. "I've got to find a way to make some better money", she sighed to herself.

Rachel was now 24 years old, and had been walking the streets since she was 16, after an abusive sugar... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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first time with a strap on

I think I can trace my new addiction back to a short fling I had with a girl a few months
back; I'm 22 years old slim; about 6', and fairly good looking. Not trying to be conceaded
but simply stating girls would be atracted to me however it would be difficult for me to
progress with them because I am so shy. Well back to the story; I Kristen at a local college
bar; very pretty but a bit on the rocker chic side. I lived on campus in a converted
victorian house with several room mates. We had several sexual encounters which were great
but on the last 2 occasions kristen let me fuck her ... Continue»
Posted by kellyblue66abc 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  
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my BBC adventure at the adult theater

My bbc adventure at the adult theater
Gurls, you have no idea. I think I'm in luv. Omg he was amazing.

No pics, but I was in my 6 inch cum fuck me pumps, had on an opaque black body stocking with red fishnet thigh highs on top of it, a frilly lacey black ultra miniskirt, black Lacey top with my corset underneath tied real tight to give me a little bit of waist, my best padded push up, short red Bobb wig, red lips, blue eyshadow etc. gotta say,I was looking pretty hott and all the guys said so.

One white guy followed me into the theater and sat next to me, the two black guys who were th... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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Margret beach suprise

John and I have recently returned from a trip to a naturist beach in Spain which has one or two swingers clubs near by.

But there was no action due to the floods southern Spain has been having.

We were on the naturist beach when I spotted a blonde beauty she was very attractive beautiful breast great nipples, but she was wearing bikini bottoms so I could not see all of her. I felt my pussy getting wet.

John had gone for a walk, so I went over and she said that she like my tattoo's she had a strange accent. She said her name was Eva from Austria and that her boyfriend Juan had come dow... Continue»
Posted by manfed 2 years ago  |  Categories: Shemales, Taboo  |  
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working hard

My name is Micheal my birth. But I am known as Michelle As a c***d I had began cross dressing at around ten years age. I had actually been allowed to pick out and wear anything from my mother's closets and drawers. I was a very feminine boy and was often mistaken for being a little girl.My mother understood that to f***e me into a gender that was not really part of me would affect me badly for the rest of my life. My mother understood this because she herself was a lesbian and had divorced my biological father before I was five. She had been living with a very pretty lady Samantha. My Mother ... Continue»
Posted by christinefan 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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made me a slut.

I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a sudden they were smearing each others make up on each others cocks... The things I saw that happened to that sissy was some of the hottest things I have ever seen... After this video I couldn't just go back to regular porn or continue searching online to watch videos, none matched up... So I starte... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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Siisy Bride gets what she deserves

I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys.

I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years and my hair is cut in a very female bob. But I like domain top men, especially those with large a cock who know what to do with it.

We had some fun chats on line and eventually met which developed into me sucking him off in a pub toilet, that when I discovered his thick 9” cock and how much spunk his manly balls h... Continue»
Posted by nikki_cd2 3 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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My Week last Week

So it was pretty good. I never met a guy this fucking horny before, literally came three times.
So I was wearing my black wig, awesome makeup, plad miniskirt, thigh highs/w knee high gogo boots, and cute top with my forms in.
So I start sucking this guy who is rock hard when i step out of the bathroom of the hotel room. He has a nice 7 inch dick, but he is young and athletic.
Im enjoying myself and he grabs the back of my head and starts forcing his dick down my throat, so im like ok, he wants it like that. And like that he did!
He told me he wanted to fuck me and put me on the bed. I... Continue»
Posted by dani_b 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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on my way to work

Hi
there I was driving along on my way to work in harlow listning to the stereo and watching for the occasional trafic cop and thier little trafic calming measure that they point at your car. There was a car with a puncture (itwas leaning to one side) at the side of the road just ahead of me, as i stopped to enquire and perhaps offer some assistance the lady stayed in the car with the window up high enough but just down enough to speak out of, she mentioned that she had a puncture and her jack was not where it should be and can only assume that her pertner had taken it from her car and not re... Continue»
Posted by natasha1975 2 years ago  |  Categories: Shemales  |  
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What I Did Last Night!

What I Did Last Night.

I dressed up for hours last night! Black nylons, heels, a red and black baske/corset. Wig (cheap halloween type).

I got my dummy (lover) down from it's hiding spot in my garage rafters. Attached my homemade dildo. Made that a few years ago with a large condom inserted into a 1.5 in plastic pipe, then filled with pure silicone caulk. Took Months to Dry. Dummy body is some stiff foam attached around a wood frame that hold the dildo. Even has foam legs and but covered with black nylons of course.
I lubed my ass and propped the dummy like he was sitting. I got on his... Continue»
Posted by nylonsblack 2 years ago  |  Categories: Gay Male, Shemales  |  
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My life as Daddy's sissy

Hello Daddy,

I would so love this life…

I wake up thinking of you, dreaming of kissing you, of sucking your cock, of feeling it fill my boicunt.

I spend all day preparing for you, so impatient to be with you. You are at work and I’m home, enjoying my role as your slut and maid.

I clean the house wearing pink sissy sweat shorts and a tank top, pink sneakers and pink socks. I want our home to be perfect for you, and I take pride in taking care of the house you work so hard to provide.

I then go to the gym in sexy little workout outfit. No one there cares that I’m a sissy anymore. ... Continue»
Posted by NancyRoseTV 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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