Shemales Porn Stories
Page 66

If You Go Down To The Woods Today

If You Go Down To The Woods Today.
(You could be in for a big surprise)


Simone was a very beautiful, sexy figured, totally convincing, submissive, twenty one year old red headed male to female transvestite living in Prague in the Czech Republic. She stood 178cm, or five foot nine inches tall in her bare feet. She wasn’t vain, she didn’t consider herself to be sexy or beautiful at all but anyone who met her became captivated by her sheer feminism. Very few passed her in the street, men and women alike, without taking a second glance and thinking, “Oh I wish”.

It was a Thur... Continue»
Posted by Sophie_Tyler 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Un sueño convertido en realidad.

Hola!

Una de mis mayores fantasías es sentirme muy femenina; lo disfruto mucho y en la intimidad me agrada comportarme como tal. Vivo deseando una intensa descarga nerviosa de orgasmos que se extiendan completamente por mi cuerpo. Mi piel es sensible a las caricias y al toque de unas manos deseosas de cada parte de mi cuerpo.

Hace años trabaje, con Noé, mi jefe, que no sólo lo admiraba por sus capacidades laborales sino por su seriedad y atenciones hacia mí. Frecuentemente salíamos a cenar juntos con nuestras respectivas parejas, pero muy en mi interior sabía que a él le agradaba mi com... Continue»
Posted by guzzi 2 months ago  |  Categories: Anal, Masturbation, Shemales  |  
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The Long Road To My First BBC part three

I heard the latch being set in booth next to me. The strong smell of men's cologne passed through the GH. Somehow that caused a shiver of excitement rush thru me like electricity. The light from my movie playing was causing my hose to shimmer. I began to examine my stocking clad legs with my hands and at that moment I realized I actually had very sexy and shapely legs. More tingles and shivers. My breathing was so shallow and rapid I was sure my new neighbor was wondering what was wrong with me.
No cock had poked its beautiful head thru the GH as of yet. I moved my head slowly to the GH in o... Continue»
Posted by proudman2 2 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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BROKE DOWN! ON THE WRONG SIDE OF TOWN...

Hi my name is Tina its actually Ted but when I go out in drag it becomes Tina anyway I'm a software designer working for a small company mostly its exciting work but sometimes I get bored and need to spice things up a bit! I have a feminine body I take after my mother shes Italian gorgeous slender and beautiful my father is a handsome but big burly guy who can't understand how he got stuck with this girly son but he still loves me... I like to go to a club that's far away so I won't meet anybody I know from work or anything they don't know my other side and I'd prefer they didn't not that I'm ... Continue»
Posted by laceysgirl 2 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Crossdresser Fantasy part 2

the bar

"So what's your name?" She asked taking a sip of he straw.
"Maxwell" he said smiling "what's yours?"
"Maricela" she said presenting her hand.

He took her hand and kissed it. She let out a sweet giggle. They both enjoyed a few more drinks and flirting. Maricela couldn't help but stare in Maxwells green eyes.
"Wow" she thought, "he's so handsome he could have any girl but he wants me!" This excited her greatly and before she knew it she had reached her limit.

"I think I've had enough I'm getting tipsy!" She said.
"Okay darlin' let me get the tab, do you live around he... Continue»
Posted by Ilovethicksalami 2 months ago  |  Categories: First Time, Shemales  |  
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My ultament Fantasy.

I always had fantasies growing up. I Pictured that they would all come true. The One i can never get over is my fantasy that .....
it all began when i discovered i was about 18 years old. id sit behind my computer jerking my cock to porn of women.
On day came across this video of an orgy with a man, a women and a tranny. now im not gay so why watch this but it grabbed me in and my body felt warm as im watching it i just picture this being me. This sent my body into a craze as i came watching them fuck just wishing i was in the mix. so my fantasy began...
i walk into a room with a guy, a gi... Continue»
Posted by guylove102 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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supermarket tranny

It was a typical Saturday morning. I was at the grocery
store doing my weekly food shopping. As I was perusing
through the vegetable section my eyes caught sight of a
a very attractive woman. She had long dark brown hair,
pretty face and a nice body.

I worked my way over to her and checked her left hand
for a wedding ring. She had none. I made some remarks
about the slim pickings the supermarket had. She and I
quickly engaged in conversation about cooking etc.

We walked around the store side by side picking our own
groceries an just having a good time. It was time to
c... Continue»
Posted by rickk1 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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What is it about a womens bulge

A very attractive women once bumped into me in a very crowed club in Mexico City, I turned to say excuse me. I was speechless at her beauty. She was wearing a short skirt, garters below the skirt and knee high boots. She just stared at me and with out saying a word she bumped me again. I felt something different something firm and it moved it was very intriguing. I kept looking at her and without saying a word I couldn't move, I wanted to say something and I couldn't. She slowly put her arm around my waist and she slowly rub her crotch on my leg. I was frozen standing there looking at this gor... Continue»
Posted by ilgreek 2 months ago  |  Categories: First Time, Shemales, Taboo  |  
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that's how I want my gf to cuckold me D:

That's a question I got ask:
Would you rather cheat or be cheated on? And what would be your fave scenario?

That was my reply:
What kind of a sub-sissy would I be, if I would want to cheat on my mistress? ô.o

Fav scenario huh?
Hope at least one person will read the whole story… It took me so long :o

I would like her to tell me about some guy that’s in her class. Let’s call him Dave.
She always complains about what an asshole he is, and how he tries to hit on her everyday. But one day she just stops talking about him.
After two weeks or so I ask her about him, and if... Continue»
Posted by Vivien_Lynn 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Julie bent over her desk for Sarah

Sarah: You never let me bend you over a desk anymore

Julie: I’m bottomless.

Sarah: *Slides her hands around your hips and squeezes your butt*

Julie: *Giggles and squirms, rubbing you with her legs as your hands grip her bare ass*

Sarah: *Massages your backside slowly, her cheek rubbing against your thigh as she lightly kisses at the other*

Julie: *Brushes her fingers through your hair with one hand and lifts her shirt up with her other, letting you see up under it*

Sarah: Mm *Lifting herself up a little as she purrs, still grasping tight at your bare bottom, tilting up her he... Continue»
Posted by noin007 2 months ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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Nate and his tranny neighbour: Part 3

Nate and his transsexual neighbour part three, as always hope you freaks enjoy and let me know what you think ; )

Nate woke up thinking about his last two encounters with his hot big-dicked neighbour. Having never had much experience with woman to having the hottest sex he could hope for was a dream come true. However as he slowly stroked his hard morning wood he realised he had yet to fuck Jez, her gorgeous tight ass in lycra was a vision to behold. Wanting nothing more to feel her pretty asshole clench onto his teen cock as she begged for more. Quickly he decided to try and seduce her to... Continue»
Posted by BiTwinkxx 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Prostate Milking, Endless Orgasms!

if she wanted breasts."

"Oh no. That's the amazing part. The more I dressed him the more feminine
he became. By now I'd moved him her and her clothes into the other
bedroom. She wasn't happy with that but we came to an agreement; I'd milk
her once a week and she would sl**p in the other room with all her
female clothes. I'd even started teaching her to flirt with a guy although
I didn't tell her what I was teaching her or why. She really was becoming a
real woman. She'd grown her hair and I taught her makeup, had her ears
pierced, got her some jewellery, even got her some bra inser... Continue»
Posted by moekoes8 2 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Sweet, sweet baby, part one

I got a call from Lana, one of my long term fuck buddies who was worried about her son. He’d just turned 18 and she’d caught him wearing his s****r’s clothes many times. “Can you talk to him, Jack,” she said. “I’m sure it’s just a phase, but he needs a strong man’s influence in his life.” I was on the turn around from a delivery and didn’t have a load for the drive back, so my time was my own. “Sure, babe, I’ll be passing through in a couple days, but I’m going to need to dip my wick in your wet pussy first.” She laughed and said, “I was hoping you’d say that.”

I got in after dark and Lana ... Continue»
Posted by TruckerPerv 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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''What's a man to do''...

After a long week in work I didn't really feel like going to the party we'd been invited to.
My wife said ''We have to go and you never know who might be there''.
I agreed reluctantly and showered and changed and we headed off to the party.

Now at this stage I must tell you these are no ordinary parties we attend. We're part of a group of people that like to play. Yes it involves swapping and doing kinky things with other naked people.

We arrived a bit late and so some of the guests had already shed their some of their clothing.
A few topless women sipping wine with men with bulges ... Continue»
Posted by guru6969 2 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Helping a gurl out

Just to explain a few things, we live on an island in the irish sea between Britain and Ireland. T-gurls are rarely heard from, nevermind seen for fear of negative comments.

Vikki was a t-gurl that my wife (K)and i met via a swinging site and had played with on a number of occasions. She would visit the island with work and when done for the day would indulge in meeting anyone who wanted to fuck her.

Vikki arrived on the island on the Wed and we met her on the Saturday. As this was our 3rd meet with her we had all got quite familiar with each other and enjoyed a very sexy evening togethe... Continue»
Posted by ManxTightslovers 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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My Parents Had Gone Away on Vacation

My parents had gone away on vacation for a week. I was thrilled!

On my own for a whole week, free to do whatever I liked. And truth be told, what I liked was being nude, as well as dressing in women’s clothes. The first day they were away, I began enjoying my newfound freedom.

I am very slight of build, feminine really. My body is hairless save for in my crotch.

After dinner, I decided I wanted to enjoy myself nude. I turned off all the bright lights in the house, and left on a few lights that were dim. All the blinds in the house were open. I stripped off all my clothes and walke... Continue»
Posted by ssup28 2 months ago  |  Categories: Shemales, Voyeur  |  
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My Fucking f****y 2

My s****r had just come out of the closet with a handful of clothes and told me to take off the swimsuit. She laid out a pair of white cotton panties with cherries on them and a matching bra. A short pleated plaid skirt and a white button down shirt. She also laid out some white thigh high stockings and some black Mary Jane platform shoes. She said this one was mine.

She laid out a nearly identical one except that her plaid skirt was green whereas mine was red. She told me to get dressed but that she would help me with the stockings. "You know I have always wanted another s****r. "Someone t... Continue»
Posted by 6270daniel 2 months ago  |  Categories: Anal, Shemales, Taboo  |  
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Pai-chan’s long walk home

School-gurl Pai-chan took the short-cut home from school, through the Sakura sweet smelling woods one Friday after class. The trail went past an old hut and as she approached it, a masked man jumped out from behind her, grabbed her by the arms and slipping a ball-gag into her mouth, d**g the sexy gurl into the hut.

There was a dirty, stained mat in the hut and her a*****or threw Pai-chan onto it. He lit a cigarette, his eyes glinting through the mask as he watched her struggle uselessly against the bonds.

“No... Continue»
Posted by tuckpussypeachpie 2 months ago  |  Categories: Fetish, First Time, Shemales  |  
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Deflowered at 17...Part 1 (ENGLISH VERSION)

Many friends, some of them curious and excited by my (recently discovered) Polaroid pictures made at the seaside (with stockings) when I was 17 years old, asked me to tell the story associated to them. Someone also pointed out, "but if in one of your stories you talk about your first man -see story “my first man”- after having been “initiated” by a trans, then who was actually your first man? "
First of all, let me say that I can assure you that my stories are not fancy, they are absolutely true. I can change some details, names, situations, ... but I do not not invent anything. Anyone who... Continue»
Posted by AngelicaTrav 2 months ago  |  Categories: Fetish, First Time, Shemales  |  
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Jake and sexy Tgirl Amanda were next on our "

So after we went out with Pete and Becky all day
Jet Ski's, Diving, and sneaking off for some impromptu blowjobs or a quicky, Alex and I decided that we'd ask Pete and Becky if they'd mind if we brought Jake and Amanda into our group. We described them to them, and they were hooked.

That evening at dinner Alex took it upon herself to make the first move. She sent over some drinks, and they came over to our table and that's where this story begins.


Amanda asked if we were swingers, when I spoke up and told her that even better than that, we're all bi swingers. Her jaw dropped and he... Continue»
Posted by SpicySide69 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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