Shemales Porn Stories
Page 69

Emma's sissy fantasy

sissyqueerpooh, 36
United States
1 minute ago
slave4fetishgoddess
I hope you like this....

I like both men and women, I love a woman's beauty and grace and love to worship them, but I need cock the bigger the better, I be been fucked in the ass before but have never had anyone cum inside of me, which I would just love!

My biggest fantasy that I have is for me to be a live in sissy slave for a dominant married couple. They would pick my up at a bar, d**g me and take me home, when I wake up I find that I am tied up in a dungeon naked and all of my body hair has been removed. I don't kn... Continue»
Posted by slave4fetishgoddess 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Mistress sissy slut


Waking up, sometimes, can be rather difficult to do, especially when you know that you were d**gged the night before. Or, at least you HOPE it was only the night before. And this time, it was far worse than the first times. So many things have changed about me from the first time I was d**gged, unwittingly and unwillingly, though as I look back, I can’t really say that I am upset about the outcome of each of these times. Well, I have to admit that I was, kind of, pissed off the first time, as I never really expected something like that. But that was quite some time ago and now, well, I gues... Continue»
Posted by Latexslav3 1 month ago  |  Categories: Shemales  |  
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Born to Be a Girl: M***rs' Choice

DISCLAIMER: This story is solely a work of fiction. Any similarities between people living or dead is purely coincidental. No a****ls were harmed in the writing of this story.

Are you familiar with those stories where the f***r raises his daughter as his son, because he is desperate for at least the appearance of a male heir? This is one of those stories, only, it isn't.

My m***r had already raised a son, birth to adulthood, when she became pregnant with me. She was determined to have a girl, come hell or high water. My m***r, by the way, essentially ruled our household. When I was b... Continue»
Posted by seityn 29 days ago  |  Categories: Anal, First Time, Shemales  |  
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Boi CD Hooker

There I stood, by the gas station waiting for my next "client" to come along. "Client" makes it sound so professional. Shit, I was waiting for
some horny old man to come by and pay me for my ass. I admit I looked good. All 5 ft of me, long black hair, smooth tanned skin, wearing
tight torn daisy dukes with a hole in the ass for easy access and a bra covered by a leather jacket. No underwear, of course. That just gets in the
way. I'd had three "clients" tonight. I'm sure i could have another soon. Who were these clients? Whoever would pay my fee. What do they look
like, I don't usually reme... Continue»
Posted by TiniToni69 26 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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My New Need

Hello Doctor, I hope you're doing well. I’ve got good news. My doctor submitted her approval for the first SRS (sexual reassignment surgery). Since I'm not responding very well to HRT I'll be castrated so that my breasts will hopefully respond. I'm thinking of trying to have it done online. I think I would be able to get a lot of people to watch and pay $100. to watch.

I know that this is kind of long but I’ve been writing it for a few days now, and it is as much for me to kind of work things out in my head. I hope you don’t mind me using you as a listener.

I was just going to tell you... Continue»
Posted by subjaye 25 days ago  |  Categories: BDSM, Fetish, Shemales  |  
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A walk after work

It had been a long week, all I wanted to do was go home but the main road was blocked and I ended up heading off the beaten track. As the car sped through the countryside I noticed a car similar to yours parked up ahead, I slowed and as I drew near I realised it was yours. I pulled up and got out- as you werent anywhere nearby I assumed you must have headed down the path towards the river, it was a warm evening I thought, so maybe I'm not in so much of a rush after all. The thought of catching up with you was already stirring my dick.
It didn't take long to find you lying on your front engro... Continue»
Posted by dozer136 25 days ago  |  Categories: Shemales  |  
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CD Experimenting with bear

I've been wanting to try cross dressing for a while now.
I've been hooking up with this bearish guy I met on grindr, and after one of our later fucks he told me he wanted me to dress up for him. I was shy in accepting at first, but I knew I wanted it. I got some clothes for the next time I'd be seeing him. I'm pretty average in terms of body, but I have a nice ass, so I got these red and white striped leggings to show it off.The bends in the lines once it gets to my ass really show off how tight and perky it is. His house is close to mine, and I walk there once it's dark.
I've got a... Continue»
Posted by bottom1418 25 days ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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The degradation and the extasy part 1

I started the same as anyone else dressing up in private, i soon moved on to make up and wigs and within a few months i was just so turned on i joined a swinging site it was for guys and tv/cds and it was fab!
I got message after message telling me i was beautiful and how much they wanted me how id made there cocks hard etc, I loved the attention i wasnt going to meet i always said and they would beg but i never did.
After a week i got an email unlike any other " you are just a filthy fucking whore" was all it said i looked at the profile and went weak at the knees his profile picture was on... Continue»
Posted by jtrapperj 24 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by surferboy_ibiza 24 days ago  |  Categories: Anal, First Time, Shemales  |  
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Daughter Makes Dad her Sissy

It had been a difficult past three years for Steve since his wife Amy had left him. She had left without warning. She just picked up one day and took off without even a final goodbye. And she left their daughter Jen with him to raise.

Well, that wasn't exactly the story. There had been hints of Amy's frustration for years. At some point, she must have cared for him, but for so long she had lost all feeling for him.

After their marriage, Steve had become boring. He gradually didn't want to do anything fun, especially in the bedroom. He would go to work, come home and watch TV, and then ... Continue»
Posted by drew1207 24 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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Tables are turned.........

I had dressed casually for my trip to the spa, nothing fancy, plain soft cup bra, lace matching panties and a 4 inch beige sling backs, I had only lightly made up and put on a little perfume. With a loose fitting floral dress and my hair tied back I was ready for a treatment day.
As I was about to leave the house two things happened that would change the scenario. The first was I received 2 separate bouquets. The first was plain red roses with a note saying plainly "I owe you, thanks" Alistair and a single kiss. The other was from Mistress and was large and exuberant display of early summer b... Continue»
Posted by LaceTops4U 24 days ago  |  Categories: Fetish, Mature, Shemales  |  
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Tables are turned......

I had dressed casually for my trip to the spa, nothing fancy, plain soft cup bra, lace matching panties and a 4 inch beige sling backs, I had only lightly made up and put on a little perfume. With a loose fitting floral dress and my hair tied back I was ready for a treatment day.
As I was about to leave the house two things happened that would change the scenario. The first was I received 2 separate bouquets. The first was plain red roses with a note saying plainly "I owe you, thanks" Alistair and a single kiss. The other was from Mistress and was large and exuberant display of early summer b... Continue»
Posted by LaceTops4U 23 days ago  |  Categories: Fetish, Mature, Shemales  |  
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Becoming Macy Ch. 01

My continued exploits with Steve, The middle aged bodybuilder. I began my transition publically while with Steve. . . . only seems right to start with him. In this chapter of my life I had just began transitioning. . . . .
.

. . . . . . . . . . Steve and I had been together for close to a year. In that time we had spent a lot of time together quickly. We practically lived together now. Either his apartment or mine, we were always together. We had been experimenting and exploring each other’s fantasies little by little, little more daring here and there. Steve wanted to pl... Continue»
Posted by MaskedBottomBoy 23 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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Fancy a pint?

You got my text and we're imediately intrigued. Normally we meet out in the countryside, or at yours but this was a first, a meeting in public and in the middle of the afternoon.
your mind started to race, perhaps this is the next step, Jack wants to take things further and be more serious you hoped.
you took extra time dressing and applying make up making yourself look respectable.
When you arrive at the bar you see me sitting in corner with a couple of guys, you can tell by the way we're talking we must all be friends. As you walk over I look up, "this is her fellas, this is vickie" they... Continue»
Posted by dozer136 23 days ago  |  Categories: Shemales  |  
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Chapter 3 - Cotton Candy

OH SHIT!! ... Holy SHIT!! .... I CANT KEEP CUMMING LIKE THIS!!!

Hee hee hee! Baby we're only just getting acquainted!

OH FUCK!! ... FUCK ME!!

I thought I just did?

FUCK YOU!!

Ha ha Haa!... I LOVE YOU, BABY!

I thought... you said.... we were just... getting acquainted?

Well, is it working?

FUCK YEAH!!

. . <much more heavy breathing> . .



So... You were a pervert right from the beginning, huh!

Well it's kinda hard NOT to be when ya got tits AND a cock! Back when I first started showing my femininity I was my own wet dream. All I had to do was look at myself ... Continue»
Posted by ejax 22 days ago  |  Categories: Masturbation, Shemales  |  
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Usada y humillada regalando a mi novia, pero fel&i

voy a narrar lo que sucedió una noche, con la ayuda de mi amigo juan carlos, así perdí a mi novia pero gané un novio. Exitante para mi todo esto que sucedió, espero les guste mi historia.

Bueno, siempre he tenido mis momentos en la vida, y el ponerme ropa de chica en casa es cosa que desde niño hacía, soy un chavo normal pero que varias veces a la semana siente esa necesidad de sentirse femenina, libre, y pues he salido por las noches vestido con pantalones de mezclilla de mujer pegaditos, sandalias y digamos que muy "putito" me gusta como me veo ya que soy delgado, de cara chica y mido 1.6... Continue»
Posted by guzzi 22 days ago  |  Categories: Anal, Masturbation, Shemales  |  
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Sissy Patti - My Toy, My Lover Ch3

Sissy Patti - My Toy, My Lover, Ch 3

By CDJackie



When I got to my bedroom I fluffed my pillows, pulled the bed spread and blanket back then crawled on the bed to lie on the nice cool sheets, leaned back against my pillows and stretched out. “Phew,” I exhaled long and slow. It had been a pretty tiring afternoon but the results were quite satisfactory. I had fully laid out our relationship and exactly where she stood, my immediate plans for her continued sissy girlie-boi transformation and we had then had a hot fuck session.

It felt so relaxing just laying back, my mind cleared of ... Continue»
Posted by CDJackie 22 days ago  |  Categories: Fetish, Shemales  |  
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My First Trick

It Was my first trick. I had been living with Adam for over 2 months and he was getting real upset with me using so much. I was shooting twice a day and it was getting Adam mad. So he told me that if I wanted to shoot twice a day that I had to start paying my way. What the fuck did he care, I mean I was cleaning the house, and cleaning up after his friends. I shared his bed, and he wanted for nothing sexual because I was there for him no matter what he wanted, and bitch or gripe when he wanted a 3 way with that skinny bucked tooth Bobbi.
“So how do I do this?” I asked him after he brought it... Continue»
Posted by subjaye 19 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Josh's surprise...........

The next morning I was awake with the larks, that what an early night does for a girl. After showering I quickly dressed, nothing fancy, a soft cup pale pink bra, with lace trim, a matching pair of panties, as much as I like thongs, when I don't have an erection I find my cock finds it's way out the side and leaves an unsightly cock bulge. I choose a simple blue and white stripped cotton stretch shirt, a darker blue stretch pencil skirt and 3 inch kitten heeled sling back sandals. I put on a small gold chain and hoop earrings, the sl**pers and done their job and my pierced lobes were healed. I... Continue»
Posted by LaceTops4U 19 days ago  |  Categories: Fetish, Mature, Shemales  |  
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Chapter 5 - Eat At Joe's

Hey, that guy over there just bought you a drink.

Yeah, and his wife just bought us dinner.

WHAAA...?

Yeah, she just paid me a hundred bucks to cum on her in the ladies room.

JEEZUS FUCKING CHRIST, GRETCHEN, IS THERE NOWHERE YOU WON'T BLOW YOUR FUCKING WAD?!?!

Hee hee hee hee!! ... Hey, you'll never guess who I saw over at the blackjack tables....

Who?

JOEY!! You remember Joey...?

How could I forget?!

Well, c'mon, I'll introduce ya!

AAAAAARGH!! ... GRETCHEN!! I CAN'T GO OVER THERE!!

Well, why not?

BECAUSE YOU CAME ON THE FUCKING GUY'S HEAD AT A WATER PARK!!!... Continue»
Posted by ejax 18 days ago  |  Categories: Masturbation, Shemales  |  
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