Shemales Porn Stories
Page 59

The entertainment room ...

I looked around me and and i realised that the cellar did in fact consist of more than one room, each leading on from the one before it. I turned to the maid and asked how many rooms there were. Six in the cellar,was the reply, but of course there are many more rooms throughout Masters house plus the large gardens which contained i was told several outbuildings that i would if accepted find out about in due course. I asked if i was allowed to go and look at the the other rooms in the cellar and was told that that would not be possible without the Masters permission. I looked at Jane and asked ... Continue»
Posted by oldognewtrix 1 year ago  |  Categories: First Time, Shemales  |  
1357
  |  
100%
  |  4

Brooke Comes to Visit

Today was a long and stressful day and I just couldn’t wait to get home to unwind. The entire drive home all I kept thinking about was what I am going to dress into when I got home. I guess it was typical thoughts a girl makes like what skirt to wear, with what top and which shoes. I really love the look of short denim skirts. I also love the way they feel on my legs with stockings. Plus, with the mary jane shoes. Maybe add the knee-high white socks. I was getting so overwhelmed with these thoughts running through my head that I started feeling a tightness in my panties.
I quickly went upsta... Continue»
Posted by ahsleymills 1 year ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
3913
  |  
79%
  |  2

Wanting to go farther...

So now I had taken the final step... I had been fucked and dominated by a old man and loved it for some reason, which I would later discover after self-reflection. He had only made one little comment about the hair on my butt, but that was enough and I started to shave my butt and thighs. Just this act was and is in itself was exciting and sensual, whenever I shave my butt and thighs my heart starts to beat faster and I start breathing heavier. I look at my handy work in the mirror. I stare at my round smooth bottom and thighs. I wonder, "I bet he would like this." The act of shaving my butt a... Continue»
Posted by sissyboiforbully 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  
2967
  |  
100%
  |  7

My Life as a Shemale Part9

It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to me, I started to grow breasts. Sam was watching the whole process and thought that I would, some day, have nicer breasts than her. My oversized penis was still that but at this point I didn't mind. Cynthia, or Sin, lives with her mom in California now. The next night after I broke her Hymen she went... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
1461
  |  
100%
  |  2

A big side effect (Sissy Story) by YKN4949 Part 2

Chapter 4: Not Alone Anymore

It only took me a few minutes to make it to the doctor's office. I parked and walked in but I already knew that the doctor wasn't there yet. Her car wasn't into the parking lot and neither was the nurse's. When I made it inside I saw that the only person there was the receptionist. She was a 90 year old woman who thought she was everyone's grandmother.

"Oh Mina!" she said smiling widely, "The doctor said you were going to be coming by today."

"Hi Mrs. Napier," I said.

"I'm sorry dear, the doctor isn't back yet. She told me she would be in by five," she... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
2728
  |  
100%

My Life as a Shemale Part8

It was on my way home when I decided not to tell Tim about Sin. This was very private and it was already bad enough that I knew, also, I had no idea what Tim might say or do. I did want to stay friends with her, now more than ever.
It was friday morning, the day after Sin was ****d and I was eager to get to school and talk to her, but she didn't show up, even after lunch I still could not find her. I asked our teacher if he knew but he just shook his head. I offered to take her homework and he gladly handed it to me, remarking that he was happy to see to become friends with Cynthia. I just sm... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
306
  |  
100%
  |  1

My Life as a Shemale Part7

I was up early, I had picked out my best skirt for my first day at school, a blouse and two hair ribbons that matched. Today I would wear my padded panties even though they made me look a little dumpy in the middle, they seemed to be the safest for now. I went down stairs with my school bag and Tim was already there with breakfast, "Good morning Danielle, I hope you got enough sl**p, are you excited about your first day of school?". He had a calm demeanor, the kind you could only have after a good night with Sam. "Yes, I am excited but a little worried too". He gave me a plate with some bacon ... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
609
  |  
100%
  |  1

My Life as a Shemale Part6

It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, "It left me with a good memory even though I am sorry it won't happen again, I don't think he will want me anymore but you warned me about it". Then I grinned, "I did have a really sore butt for a couple of days". She laughed with me and said, "You know I have customers that like to take me from beh... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
473
  |  
100%

A big side effect (Sissy Story) by YKN4949 Part 1

Chapter 1: A Terrifying Discovery

I woke feeling the same as I had every morning for months, ecstatic. There is no other way to describe the way I feel when I wake up in the morning. I popped up off of my pillow, slapped off the alarm and was out of bed in a matter of seconds. I wanted nothing more than to get to school, go to class, see my friends, go to cheerleading practice, and just do everything an 18 year girl was supposed to do. I mean, I don't like to brag or anything but I had the perfect life. I was popular (but with real, deeply held friendships) and had a cute boyfriend who like... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
2342
  |  
100%
  |  3

Drink Me (Sissy Story) by sdvine

With my chin resting on the table, I stared at the little bottle. It was a rather unremarkable looking thing. It could almost be called a vial, but I think of vials as something smaller and thinner, like in a lab. This was more like one of those small energy drink containers, only bigger and made of glass. The liquid inside, however, was much more remarkable. Silvery, with tinges of blue, it appeared to shimmer. Almost as if it were alive and breathing, the shimmer was like a pulse. I found it very easy to stare at it, it was quite hypnotic. Like it was calling to me, enticing me to drink. I h... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
1605
  |  
100%
  |  5

The Curse (Sissy Story) by sdvine

I wasn't really having a good time that night at the bar. Truth be told, I had been practically dragged out in the first place by my best friend Joe, who told me he was tired of me "sitting on (my) ass" every night "finding new ways to be boring." Quite frankly, if this is what qualified as being not boring, I'd rather be bored to tears. To begin with, I'm not much of a drinker, so leaving the house to go to place designed for buying and consuming alcohol made little sense to me. Additionally, I'm not what you'd call a people person. I was generally okay with individual people as met them, but... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
1509
  |  
100%
  |  3

Scenario from vegas777

We are sitting on bed, on a sofa or the floor.
You wear sexy Lingerie, a corsage and sockings ad a panty.
Maybe at first we would give us tongue kissess
while we caress and explore each others body with our hands,
i would touch your tits and pleasure your nipples with my mouth,
then touching your belly go with my hand down you sexy legs and up again on
your back side grapping your round butt and knead him, while your hand also
go over my body you lick my nipples and your hand works the direction
to my dick, you touch it softly throug my boxers, which you slowly pull down.

Now my hal... Continue»
Posted by msxxx321 1 year ago  |  Categories: Anal, First Time, Shemales  |  
1207
  |  
100%
  |  4

Working 9 to 5

A tribute to the lovely Nikki Nicole (http://xhamster.com/user/itsnikkinicole)

A nervous Nick walked through the office door. He’d been out of work for nearly six months but had finally found the perfect job for him. He’d now be working in an office as an IT expert. He didn’t have the training or background in IT so he’d been surprised when he’d been offered the role.

Whilst he’d been out of work he’d had the chance to explore his hobby of dressing up in slutty clothes, applying super seductress make-up and BIG hair. He’d even taken the opportunity to make a little money on the side by p... Continue»
Posted by annav 1 year ago  |  Categories: First Time, Shemales  |  
2412
  |  
100%
  |  5

My special birthday

This is a true story the names were changed if you like leave a comment.


My wife (will call her Laura)and I have always joked about swinging; we never really acted on the notions. I just thought the dirty talk helped our bedroom life because we role-played. I went to work as usual on my birthday, when I get a call from Laura saying she'd be a little late she had to pick up my present. After work I was a little tired; I grabbed a hot shower and took a nap. I was awoken by the garage door closing and the sound of Laura's voice saying "honey if your up don't come out yet." So I got up w... Continue»
Posted by l0serc0rp 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
4918
  |  
100%
  |  5

Jasmine in Hotel Part 2 - The Mans Perspective

From His perspective now..


So this is picking up from just having had Cum down your throat, leaving you lying on the bed with your makeup all messed up, your ass gaping wide and exposed and your hands tied behind your back......

I go and fix myself a drink... maybe a big glass of whiskey. i'm feeling satisfied and very macho, knowing that i've really given it to that slutty tgirl, in her sissy little latex dress and whore heels. I can't believe how cheap and easy she was, letting her garters and G-string show the way they did, her face all dolled up with bright red glossy lips and all ... Continue»
Posted by JasmineSissyCD 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
2108
  |  
100%
  |  3

Jasmine, Courtney and 4 BBC's

This is dedicated to my good sissy friend Courtney, we were playing around and I sent her this for our dream encounter
XXX


Hello Courtney.... well where were we hehe..

oh yes, we were playing in our room together dressed all sexy and slutty passionately kissing when the gentlemen we had arranged to meet arrive, some very large built tall black men come in the room, the door flies open and OMG there are 4 of them! They see us on the bed kissing and playing with each other, my fingers all wet from fingering your sweet tight sissy hole and we look across at the men as they close the do... Continue»
Posted by JasmineSissyCD 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
2611
  |  
100%
  |  5

Venice's First Time at Ted's Place Londo

I had been chatting to this guy on TVChix and he kept telling me about this place called Ted’s in Fulham. We have never met but this is where he wanted to meet me and ‘show me off’. I did some digging about Ted’s and read that it was pretty seedy [and still is] and sex openly takes place in the toilets.

Anyway, one night the guy messaged and he said he would like to take me there and if I don’t like it we could leave.

I wore a short grey LBD, and pair of 5” strappy heel, with my painted toes and painted lips I was ready to go. Thankfully we only had to walk a short way from the car in ... Continue»
Posted by venicectgirl 1 year ago  |  Categories: Shemales  |  
1277
  |  
100%
  |  9

My Life as a Shemale Part4

(this part may bore you but I need to tell you since it was important to me)

The next morning I awoke with a new lease on life, everything had changed, the only question was; would Tim be my guardian angel or stop me from becoming. I came down to the breakfast table in my nighty where Tim was already sitting and drinking his coffee, "Good Morning Danny", I thought good, were ok for now. Then he looked at me and asked "Uhm would you like me to call you Danny?"

He was serious and it occurred to me that I this what a good question. "I thought maybe Danielle, that would make easier to remem... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
1850
  |  
100%
  |  1

My Life as a Shemale Part5

I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it was difficult walking down the street not looking at boys.

Every other day I tried the different ways of keeping my 'package' hidden so no one would notice too. As I was walking through the mall, I was wearing a skirt again, I came accross 3 boys in the arcade. One of them looked up and saw me, ... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
2374
  |  
100%
  |  4

My Life as a Shemale Part3

The next year would become the strangest and the most turbulent of my life, I will have to write more chapters just to get it all in. What came next was my transformation, even though it was becoming more clear to Tim, Sam and I that I was transgender from the onset.

Sam came and saw me more often, I started to understand that she was an e****t that Tim had come to his house but I also learned that her and I became friends and that her visits to me were not something she usually did and didn't charge for. It was only a few weeks after her first visit with me that we were sitting in my bedro... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
1294
  |  
100%
  |  1