Shemales Porn Stories
Page 114

Natasha's Holiday

A couple of weeks ago, a young lady asked me to write a story about her, I thought that some of you may like to read it as well. I have changed her name to save her blushes.

I hope you like it.

DickStiff.



Natasha's Holiday

Chapter 1

The dappled light played across Natasha’s face as she sat in the first class carriage of the Great Western Train speeding to the West Country. She was fortunate today as she had the whole carriage to herself for once. Many is the time she had been on the same train surrounded with people on their mobiles, laptops or just shouting across to their ... Continue»
Posted by DickStiff 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 585  |  
80%
  |  3

A Halloween Hoodie story

*crossdress story*
This is the story of my first time going out dressed; it was halloween last year (2009). I figured i'd have less to worry about walking around dressed in a gothic tartan corset, spider-web mini-skirt, fencenet tights and about 10 armbands and bangles. It wasn't exactly brilliant but it was the excitement that spurred me on.

Of course i was scared of seeing someone i knew, like a neighbour or a friend, but it was about 22:00ish, so i figured it was dark enough and late enough to avoid those kinds of people.

It was a lovely feeling as i stepped outside, the wind rushing... Continue»
Posted by KitsuneTV 4 years ago  |  Categories: Shemales  |  Views: 584  |  
99%
  |  16

Book store cock slut..

I would like to confess somthing that happend over the holiday weekend.
It was a saturday night and so hot and boring that i had 2 get out of the
the house and have some fun.I decided to grab some things from the
closet and head out the door for the evening.I drove out to a very peaceful
forrest preserve on the way 2 my favorite adult book store.
The cool breeze felt good on my shaved legs and body.
I drove for about 3o min and arrived at my favorite spot.
I smoked some bud and watched some sexy bitch getting
gang banged on my portable.I started to carress my b cup
tittties and brush... Continue»
Posted by rudedog69 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 584  |  
100%

Penis dreaming

Boys love blow jobs and I know that oral pleasure are often better than sex -if its done properly. I sincerely hope I’ll one day life my dream and get the chance to take on a huge black cock or a tiny pretty penis like mine. There are of course some constraints. Hairy, smelly or strange colored. Dicks are individually unique they might all look similar but every single one has its trademark. You could say I’m penis picky but when that day comes and I have a penis in my hands that is not mine I just want it to be perfect. Shaved, hard, clean, breezy and beautiful and not a weird looking Popeye ... Continue»
Posted by penisprincess 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 584  |  
100%

Alice 3

Alice part three.
On the way home from the office I was feeling good about what Stephen had said about me being the top female engineer, then it struck me, I was the only female engineer. I popped in the bank and paid in the cheque from Santex, with so much going on I had forgotten all about it. I did some shopping and got a few bottles of wine, also another pack of KY, dad had used a few on me this week.
I changed from my suit to a mini skirt and strappy three-inch shoes.
I set the table for three, and prepared dinner. Five thirty, dad came home.
‘H... Continue»
Posted by ratty9uk 4 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 583  |  
76%
  |  2

Trolling 4 BBC's in My Younger Years

With the help of two drag queens and friends,I perfected my "Sheila" persona many years ago.I looked a lot like Nancy Allen when dressed.Out on the town,I was completely passable as a hot,fuckable woman.When trolling for my DARK DESIRES,I never failed to tell them that under the make-up I was a man.I never lie and I didn't want to get beat up.Just like in my "Black Cannon" story,I've had many pricks pressed against my thigh.Even after learning the truth,a lot of the straight black guys I was dancing with took me to the parking lot for some "quick relief".I was more than happy to accomodate the... Continue»
Posted by sheilacd 3 years ago  |  Categories: Interracial Sex, Shemales, Taboo  |  Views: 583  |  
91%
  |  3

Night elf Noin being filled by Vallvalis the troll



Noin
*Purrs and rubs her blue butt on you*

Vallvalis
*slides her arms around your hips, licking along the back of your neck*

Noin
*Turns her head to the side and gives your tusk a little lick*

Vallvalis
*Nips at your tongue, Her thick fingers squeezing your thighs as she presses her hips in tight against your butt*

Noin
*Pushes back into you, roughly grinding her bare, blue ass back against you while loudly purring. She lifts one hand up and rubs her slender finger... Continue»
Posted by noin007 1 year ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  Views: 583  |  
100%
  |  1

sissy

He's wearing his favorite outfit. A nylon/spandex blended thong that encased his fullness, shaved and smooth in a delightful caress. A bustier girdle with four straps (he wanted six but the cost was exponentially increased for those two extra straps), and wolford thigh high stockings, his legs and bottom were completely shaved...he was delighted with how feminine he felt, he put her panties over his head. Acetate, full-bottomed, high-cut vanity fairs that bore her scent. His whole outfit was virgin white. He switched on yahoo messenger and put out the open invite.

It takes a while sometimes... Continue»
Posted by pau10s 2 years ago  |  Categories: Masturbation, Shemales  |  Views: 582  |  
100%
  |  2

The Walking Dead II

Day 15
------

Two weeks have passed since my adventure and seems like the punishment did mean something. At least for that two weeks. I wore normal clothes while I did my normal day to day activity of checking out the barricades, stashing food and other necessities, and generally patrolling the mall hoping that none of the zombies got in. I continued on my self-prescribed hormone therapy, though.

I was rummaging through the sex shop one day looking for some fun when I discovered something I never saw before or thought it existed. It was a vinyl fake vagina made for wearing it! And there... Continue»
Posted by harloch 3 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 580  |  
100%
  |  5

An Evening's Pleasure in Plastic Panties

Pleasure In Plastic Panties Ch. 01 bytranslucen©

The following started as a PLImail to RubberPanties with the writing of which I became so engrossed that it became a story and in the end I never actually sent it, (so sorry RubberPanties, I hope you enjoy it now). I've tried to describe the pleasure I get from masturbating in feminine lingerie and plastic panties, so if plastic panties don't appeal to you, you may not want to read on. I think though that the enjoyment of sissy girly garments which is an integral part of the tale, means that it may have something all us panties wearing guys c... Continue»
Posted by translucent 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 584  |  
100%
  |  1

Turning my neighbour on in pantyhose part 2

So.....there I was. Lucy...dressed up to the nines, crossed legged on the window sill. The guy next door, rock hard, almost licking his lips! I was sooooo turned on. I knew I looked fab today! Big headed? Sometimes you just know dont you? You are about to get to know me better....

Was it wrong to be turning this guy on so much? His cock sure wasnt bothered! He wanted to Fuck me because he fancied me...because I looked like a sexy, hot maid! I would imagine this is one of his fantasy's...I'm just happy I'm succeeding in making it a reality.

So did I stop? Quit while I was ahead? What... Continue»
Posted by lucyslegs 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 580  |  
92%
  |  2

A weekend in the Lifestyle Part II

When I was a teenager, I could get it back up and ready to fuck again just minutes after a huge orgasm, but now that I am in my thirties, it takes a while longer. Also, before I bust a nut, almost anything can make me hard, and I am willing to try new and kinky stuff. But, after I cum, my dick gets really picky about turn-ons and turn-offs. Before I exploded, Biff rubbing my cock and putting our cock heads together was a turn on, but now that I had shot my load, it was less exciting. Even his name bothered me, now that I had cum.

Biff and April went back to fucking and Buffy stroked my c... Continue»
Posted by Tgood10 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 579  |  
93%
  |  1

First Public Experience

From my previous stories you’ll know I love to dress up in lingerie. After a small number of sexual encounters with men I decided it was time to take things to the next level. I told a lesbian friend of my cross-dressing and asked her to take me to a gay nightclub dressed as lady. I didn’t want to go on my own. She seemed surprised but agreed. All week I wondered what to wear. By Friday I settled on a skin tight white dress with matching high-heel shoes. I spent the previous evening waxing and plunking my eye brows. I wanted to be as feminine as possible. Friday evening i began to get ready. I... Continue»
Posted by monkeynuts0 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 578  |  
99%
  |  9

My Sissy Fantsy pt 002

I lie still not daring to move, holding onto the arm he has round me, slowly trying you control my breathing and my excitement. Crazy thoughts run through my head and I think I’m not gonna sl**p tonight, but then before I can realise how tired I am, I drift off to sl**p.
I wake the next morning with a sticky bum and groin, but lying by myself. Outside, I can hear the storm still continue to rage, but inside, the tent is nice and warm. I roll over to find a note on the pillow next to me.
‘Billi, I’m down in the showers, get your sexy little bum down here pronto! Jake.’
Remembering last nig... Continue»
Posted by monalottanow 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 578  |  
83%

Domination Island Ch. 05

The man who belonged to Serena woke with a start. It was dark and very warm and he was covered in sweat. Another nightmare, another recurring hellhole.

These dreams were all the same. Beautiful women running at him and he was unable to move. And they all had enormous penises, rock hard and dripping with gleeful excitation, poking at him, prodding him, filling every orifice of his body.

It had been nearly two months since his capture and he was surprised it hadn't got any easier to accept all the abuse and humiliation. He'd expected to become accustomed to what they did to him and all the... Continue»
Posted by slave1981 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 578  |  
56%
  |  2

The Story of My Life - Part III

High school years passed and it seemed that my cross-dressing days were over. I was regularly dating girls and was considering my past experiences with men as experimental.
When I finished high school I and the girl I used to date back then went for vacations together. We were in love and enjoyed our summer with lot of sex. She was to stay in my hometown but I was to leave my country to study abroad. All though initially we talked about keeping our relation in the end we both decided that a break up would be for the best.
On late August I left for my new hometown. I found a beautiful apartm... Continue»
Posted by georgette32hk 8 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 578  |  
100%
  |  2

the hunt is on

So, now that I was hooked I had to find a way to get panties on my own. A friend of mine said he was he was going to Best Buy and ask if I wanted to go along. The closest Best Buy is about 30 minutes away and in another town, since I didn't get to go there often I quickly agreed. As we get near the Best Buy Store we passed a Walmart, a Kohls and a Marshals and I realized they are all just filled with NEW panties. I suggested that when we were finished at Best Buy maybe we should stop by the Kohls, since we do not have one in our town. I told him I wanted to look for new jeans. About half way i... Continue»
Posted by peggyacd 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 575  |  
80%
  |  2

The Bondage Whore, Chapter 9

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.



Chapter 9 - First Anniversary on the Job

It was July 15th, a quieter than usual Wednesday night, and Rachel was daydreaming. As tonight was her first anniversary as a bondage whore, Rachel was in a reflective, and somber mood. She thought back on the year just past, the many indignities, and was trying to sort out how exactly she wound up like this, and what was worst about it.

She remembered back to that fateful night when she happened across the "Bondage Whore" want-ad in the window of Jimmy's whorehouse, and how nai... Continue»
Posted by thongcutoffs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 574  |  
85%
  |  6

Kits Adventures in the North

**Crossdress Story**

It had been about six months since I'd had any chance to dress, any chance to feel sexy and been even longer since I had any kind of sexual contact.
Work tends to do that; gets in the way and screws about with "me" time. Luckily, though, it was only a temporary job. It could have been permanent, but
I'd decided against it, I had plans to visit up north anyway and now I had the money, what better time?
I had all my things packed and was ready to go, sliding a jiffy bag full of condoms in my shoulder bag I was about to head off to catch the early train when I s... Continue»
Posted by KitsuneTV 3 years ago  |  Categories: Shemales  |  Views: 573  |  
100%
  |  12

Young Sissy Ch. 02

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of rolling hills...there wasn't a soul in sight...and yet, for some reason, I didn't feel frightened or lonely like I usually do by myself. It was as if the sun herself was watching over me, keeping me company. I felt a whisper tickle my lips as I... Continue»
Posted by bi_hengst 9 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 574  |  
100%