Shemales Porn Stories
Page 64


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 6 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 6 months ago  |  Categories: First Time, Shemales  |  
  |  1

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 6 months ago  |  Categories: First Time, Gay Male, Shemales  |  

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 6 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 6 months ago  |  Categories: First Time, Shemales, Taboo  |  
  |  2

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 6 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  6

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 6 months ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
  |  1

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 6 months ago  |  Categories: Anal, Hardcore, 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 6 months ago  |  Categories: Anal, Fetish, Shemales  |  

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 6 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 6 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 6 months ago  |  Categories: Anal, Shemales, Taboo  |  
  |  1

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 6 months ago  |  Categories: Fetish, First Time, Shemales  |  
  |  5

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 6 months ago  |  Categories: Fetish, First Time, Shemales  |  
  |  4

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 6 months ago  |  Categories: Anal, Group Sex, Shemales  |  
  |  3

Male to female transgender. Had no idea!

This is a true story. This was a time in my life where I was sort of a bitter person. This story is geared more about the things that led up to my encounter. This was a result of a series of events led up to this point in my life. Let's begin with the basics. I was in the military. I enlisted because I had one full time job and two part time jobs and still had trouble making ends meet. I was seriously overworked and my wife refused to get a job. So logically, I weighed out my options and decided to enlist into the military. It would be one full time job with a slew of benefits. Once I graduate... Continue»
Posted by fortworthfitness 6 months ago  |  Categories: Anal, Shemales, Taboo  |  
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Vicky's Pink Diary 03

So here I am waiting for my Uncle to come home for his tea, wearing Donna's knickers! Vicky's wardrobe is quite sparse, due to having just one locked suitcase hidden under my bed. I'm lucky that my stepmother is roughly the same size as me, and a total slut! Probably the only thing I like about Jenny is her clothes, she dresses like a girl half her age, and I know for a fact she shags around. I know my friend Sean has had a few narrow escapes from my stepmother. Then one day when I ask him about the way they smile at each other, he owned up. So I now know that they have fucked, I finally got i... Continue»
Posted by sparkyking 6 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Vicky's Pink Diary 04

My head is spinning now, and as my uncle slowly pulls my panties down, I close my eyes dreading my fate!

I watch as he pulls my case out from under the bed. He takes a key out of his trouser pocket and unlocks the padlock.

"My god, how long have you had a key?!"

"Vicky, surely you remember losing a key a little while ago. It fell out of your jeans when your stepmother pulled them out of the washing machine. She didn't notice, but I did. Now I don't want to bring the other you up, but I did wonder why you would have a key in your jeans."

I knew I'd lost one of the keys, but I ne... Continue»
Posted by sparkyking 6 months ago  |  Categories: Gay Male, Shemales, Taboo  |  

Old man fantasy

I have always been aroused by horny old men,I always wanted to be exploited by a group of old horny men until one day when i got this job that required me to take care of a 66 y.o gentleman.
He seemed so nice and since it has been my passion to serve other men i accepted the job without thinking twice.Things went well and we got along just fine..he was really funny and we became close friends very fast.
One day he called me and told me that he must speak with me face to face so that he can share a problem that he had for years with me,I rushed over to his place worried that something may hav... Continue»
Posted by cutecdkiss 6 months ago  |  Categories: First Time, Mature, Shemales  |  
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Gary's Dressup Sissy

When I was a teenager I lived next door to a guy named Gary. We were friends for years but drifted apart as he was 3 or 4 years older than me, so when he discovered girls I didn’t see him for a while. However, one summer he and his then girlfriend had a fight, so being at a loose end he would invite me over to watch movies and play video games.

One day we were watching a movie, when Gary suggested watching some of his dad’s pornos. I eagerly said yes. So for a few days we would watch porno from about 10 am till 4 pm when his mom came home. His dad seemed to have hundreds of movies. One mov... Continue»
Posted by palmorr 5 months ago  |  Categories: Anal, First Time, Shemales  |  
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