Shemales Porn Stories
Page 16

Mayberry, the Black Goddess

tranny – shemale - cocksucking – anal – spanking – domination – submissive

Another lonely night led me to walking down the dimly lit street and wandering into the sex shop. There wasn't too much adventure to be seen there, very comparable to my apartment.

I was looking at toys. Specifically, butt-plugs. Not that I didn't already have one; in fact, I was wearing one at the time. The little bell above the door rang.

I looked at the cashier, she stood there- blowing her bubble gum. I couldn't see who just came in. I was curious. I continued to look at the toys. I squatted to get o... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: Anal, Fetish, Shemales  |  
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abused shemale toy strikes back

These are excerpts from a horny chat i had with a guy. All I did now was taking out our sidetalk and try to correct any errors, since we are both non native english speakers. he knows it is used here and I am sure the story will continue. I'd love some feedback to see if i will upload the next parts.
The story includes rough sex, dominance, breath play, v******e, and generally hardcore stuff, so if you are offended by that, stop reading. Since they are from a chat, perspective will change between us two, so everything from his perspective will be bold.

I come home to you. You are stan... Continue»
Posted by hikahuk 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Daniel Effeminate College Student Chapter 2

Chapter 2
The Party
At the end of their successful meeting Serge invited Adrian and of course Daniel to a party at the home of his employer for that evening. It was an event with a large number of people invited from the arts and business community artists, buyers and supporters of the arts and some musicians and a few from the theatre community. Adrian and Daniel arrived together and Daniel looked spectacular with his new hair style and wearing one of the new outfits which were purchased that afternoon. He felt wonderful and as he entered the large foyer. He looked in a huge mirror and admi... Continue»
Posted by colourfast 5 months ago  |  Categories: Gay Male, Mature, Shemales  |  
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Daniel Effeminate College Student

Chapter 1
The Beginning

Daniel, an Italian boy in his late teens is starting a fine arts program at a college in the US. He had been awarded a full scholarship as part of an exchange program with the international arts community. He arrives before classes begin and has to stay in a hotel at his expense as the residence on campus in not available for a week. He is happy to be there as this is freedom for the boy as he can now begin to express his true desires to be gay and effeminate. At home it was not possible with the closeness of his f****y, friends and values of his community. However ... Continue»
Posted by colourfast 5 months ago  |  Categories: Gay Male, Mature, Shemales  |  
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The Apartment Part 2

I had found myself a new flat but was just discovering that it came with strings attached. I am not sure, but they are into swapping partners at a party. I was at my first.

I was sucking George's little fat cock while his tranny wife fucked me from behind. While we are in full flow, the other couple come into the party. Roger and Diana. Diana was a plump thing with a sweet cock while Roger was tall and thin. His skin was very white and covered with dark hair. His cock was hard and he stood in front of me while Diana kissed me! She moved from me to George holding her cock out for him to suck... Continue»
Posted by dasilva1672 5 months ago  |  Categories: Fetish, Shemales  |  
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Friendship Bands

Chapter 1: At the Market

John and Craig were old friends, right back to when they were both k**s
causing trouble around the streets of South London. As they grew into
men they'd both had a keen eye for the girls and had no shortage of
success. They made a good team.

John was a natural leader with his broad shoulders, 6ft 2in height, dark
hair and handsome features. The girls would all swoon over him. Craig
was usually happy to provide back-up, chatting up the best friend of
John's preferred girl for the night and saying what a great guy John was.
"John's got hidden depths," he... Continue»
Posted by lana100 5 months ago  |  Categories: Shemales  |  
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crossdressing at techno party been fucked by 3 men

Some years ago i whent to a gigant techno party
I dicide to go and dress as a bitch
Well i was there dancing in the trance floor i was so happy to get to this place and dress sluty .
I was dancing at the back of the dancefloor sudently 3 men where getting closer to me and we finally dance togthere and having fun.
One of the guy whent to get drinks for all of as , so we drink all toghtere that was my mistake !
The guy have droped some d**gs in my glass after 30 minutes i started to feel strange . I left those guys to go to the toilet
But one of the guy followed me to the toilette when... Continue»
Posted by sissyslave78 5 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Crossdresser getting TRAINed

I was home alone when i got a call from a friend that is train driver / railroad engineer. He is 40 years old and spend most time alone driving a train. He asked me if i could not come over, because he is feeling alone. I had nothing better so i visited his flat. So i put makeup wig and some tight dress with thong and heels. I wanted to put stockings but already had heels so i decided just to go with my smooth legs, it was hot that day anyway.

He already had prepared some beer and drinks. We talked about his boring job while watching television. After a while he started rubbing his p... Continue»
Posted by Nirien 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Мой первый мужчина

Привет. Я расскажу реальную историю о том как я стала женщиной. Сейчас мне уже почти сорок лет, но события того лета до сих пор свежи в моей памяти.

Мне было 18 лет и я был высоким и стройным юношей. Но широкие бёдра и узкая грудная клетка отличали меня от моих атлетически сложенных ровесников. Я был романтичным и нежным и в отличии от них не интересовался футболом и мотоциклами. Я любил читать и смотреть мелодрамы и любовные истории, а на красивых и сильных мужчин смотрел с замиранием сердца. Так как я с детства считала себя девочкой, то повествование буду вести именно так.

Один такой м... Continue»
Posted by miss_slonik 5 months ago  |  Categories: Anal, First Time, Shemales  |  
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The Apartment!!

I had been given notice to quit my flat and was having trouble finding one to suit. Rents were way to high and the flats were to small. In desperation I appealed on facebook if anyone knew of a flat for rent that was not to expensive. I was amazed to receive a reply from a friend of a friend! I knew him a little but had never had much to do with him. He was leaving his flat and needed to find someone to take it over. He told me that he thought it would suit me. As it was just a message I was not able to ask him what he meant. I applied to the address that he gave me and got an e-mail that eve... Continue»
Posted by dasilva1672 5 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Feminized by a Black Thug



I had been with my girlfriend since college. Somehow despite being a buxom blond she didn't mind my less than average size member or my slight slim stature, we're almost the same size. We were taking a big step now that we'd graduated, we decided to move in together. My girlfriend, Katy's parents gave her their condo in the north side of Chicago. The place was incredible. 2 bedrooms, a view of the lake, and a balcony, and a sophisticated security system complete with cameras.

I hadn't found a job yet, so I was home all day while Katy was at work. This gave me time to indulge in my secre... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: First Time, Fetish, Shemales  |  
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Sara becomes The Bride


crossdresser – transsexual – sissy – bride – slut – wedding night – lingerie – oral – stockings – anal

Becoming Sara has been the most amazing experience I have ever had in my life. Between the clothes and living as her all the time, to becoming the thing men fantasize, it has been an amazing transition.

While I had some good friends, girls like myself that I met at one of the trans bars in town, I did lack male friends. I was never a sociable person, very much an introvert but since I have dressed, that has allowed me to get out of my shell.

T was a guy that hung out at one ... Continue»
Posted by naughty_bi_interest 5 months ago  |  Categories: Anal, Fetish, Shemales  |  
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My First Time as Sara... Pt. 05

crossdresser – sissy – lingerie – anal – trap – oral – transexual – stockings – coquette – sissy boi

I've become Sara now for just about a year. One year of exploring deeply who I was, my past, my history and who I've become at this moment.

I was no longer just John, the meek man who was dumped by his fiancé for not being man enough. That skin was shed. Instead I became Sara. I became empowered and in charge of my life. It was as if panties and heels, cute girl next door dresses and sultry and sexy lingerie gave me a sense of empowerment.

I also had Steve with me the entire way. He be... Continue»
Posted by naughty_bi_interest 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Julia Teil 01

Teil 01: In die Falle gegangen

Alles begann damals als spätpubertierender 18 Jähriger.

Die Mädels in meinem Alter interessierten sich nicht für gleichaltrige sondern für die 20-22 Jährigen und die jüngeren hatten mit Jungs noch nichts am Hut.

Da wir aber als einer der wenigen Haushalte schon DSL hatten beflügelte das Internet meine Phantasien immer mehr und der innere Druck Sex mit einem Mädchen zu haben stieg. Eines Tages erzählte mir dann mein bester Freund er hätte eine Kontaktseite im Internet gefunden und sich am Wochenende mit ner geilen 38 Jährigen getroffen.

Wie er mir so d... Continue»
Posted by ringmyding 6 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Kitten Club

My name is Frank and my girlfriend is Joanne. I'd never even heard of
the place, but it was her birthday, so her choice. When I found out
what went on there, I wouldn't have gone anywhere near it for a very
good reason I'll tell you about in a minute.

You wouldn't have even known the club was there. It was down this dark
alley, lit by a weak streetlight, and just a green door with "The
Kitten Club" above in a faulty old neon light. A couple of bouncers
looked twice at us but let us in.

Once we were through that door, we were into a different world
altogether. It was like nowhere ... Continue»
Posted by lana100 6 months ago  |  Categories: Shemales  |  
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My First Time as Sara... Pt. 04


crossdressing – oral – crossdresser – heels – lingerie – fantasy – stockings – trap – anal – sissy

I love being Sara and everything it has awakened in me. In the months since I have been with Steve and becoming Sara, I have slowly shredded away my old self like a snake looses its skin. The only time I even dress up as John is when I'm at work. Even then, I have a little bit of Sara with me by either wearing panties and sometimes pantyhose under my khaki pants.

In the months as Sara, I've amassed a collection of clothes and slowly my closet was less John and more Sara. Skirts, bl... Continue»
Posted by naughty_bi_interest 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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A Latina babe with a surprise

A Latina babe with a surprise

That Winter we had escaped from the New York`s cold weather and had gone for a week to Miami.
My sweet Ana was so horny during these days… On the fourth night, after dinner outside in a nice restaurant, she suggested to go down to the hotel bar and pick up somebody to enjoy a good time for the rest of the night…

We decided finally to go out from our hotel and we ended in a nice pub just a few blocks away from there.
A nice brunette girl, Latino type, started a conversation with Ana.
My wife tried to speak in Spanish with her, but the girl said she only ... Continue»
Posted by Anitaslut44 6 months ago  |  Categories: Anal, Mature, Shemales  |  
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GloryHole experience

I entered through the rear door to the bookstore. It was nearest to the video booths. I knew it pretty well. I stopped by every time I was in this part of Texas. I was already wearing my bodyshaper and stockings under my street clothes. I had came in and purchased twenty dollars of tokens a few minutes earlier. I was clutching my oversize purse that contained my heels, dress, red wig, makeup condoms lube etc. This ABS had a restroom in the booth area. I loved that. I went directly to the restroom. It had 2 stalls and a urinal. No one was in there which surprised me as the lot seemed to be quit... Continue»
Posted by proudman2 6 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Train Journey -Part I

Hi All,

A bit about myself, i am a bisexual male living in north india and i like to crossdress when am alone or traveling alone. I have to travel a lot for work to various places all over the country and i CD whenever i travel alone and have had a lot of fun with guys and girls.

Well as it happens i had to go for some work for a few days in orissa and my office booked me on the rajdhani 1st class. The train was at around 4 30pm. As i always do on long work trips before going to the train station i went to my regular lingerie shop( the owner knows am a CD, buts another story) and bought... Continue»
Posted by hornyboyind 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Gangbang at Ricks part 5

Gangbang at Ricks part5

All of us left when we got up, I counted Heads (cock heads lol) still 8 nice size, and Kim n Me us Sissy's woke up first, i told her meet me in the shower, we can have fun cleaning each other for the rest of the day. trying not to wake them all up, but i had a big problem Nicks big soft cock head was still in me all night, it's going to get messy, his and Don's loads in my belly, Kim grab that big butt plug try to pull nick out of me, she knew pulled it did a good job pluging back up. she giggled ... Continue»
Posted by mrheat22 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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