Shemales Porn Stories
Page 12

hook up with transsexual.


Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a serious case of ugly. The chances of finding one like the ones in the video taped he had just been watching was pretty slim. But, he knew if he never went looking, he would never find one. He knew they preferred to be called transsexuals and not she-males as they regarded she-male as a rather der... Continue»
Posted by klammer 4 months ago  |  Categories: Fetish, Shemales  |  
1629
  |  
100%

Equalized




It was hard not to let the client see the nausea inducing fear that I
felt at that moment as the courier interrupted our meeting to handed me
the small pink envelope. I didn't even need to open it right away, I
just tucked it into my desk drawer and tried to keep my focus on the
details of Mr. Robinson's proposed business loan.

I told him we would need to review his proposition in order to get the
loan approved and would get in touch with him soon, but in reality I
just wanted to get him out of my office as quickly as I could. As soon
as the door closed I was at my desk pulli... Continue»
Posted by klammer 4 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
3402
  |  
75%
  |  1

Behaviour Modification and Sissy Trainin


1. Think about why you want to become a girly girl before you do it.

Having the clear goal of looking great and being happy because of it, will add to your self esteem. Which in turn will increase your attractiveness through radiating self assurance. If you just go through the motions, it will show.
"any "female" can present herself in a feminine and alluring way with patience and practice, but before you can captivate and entrance even an audience of one, you must learn to move with effortless beauty."

2. Substitute clumsiness and jerky movements with graceful and fluid actions


... Continue»
Posted by klammer 4 months ago  |  Categories: Fetish, Shemales  |  
250
  |  
33%

Dressed



I could never pass as a woman. I am clearly a sissy put into woman’s close. Love being sent out like that. Exposed. Knowing whoever sees me knows just what I am. I have only done that at adult bookstores and at adult theaters. When openly dressed there, either in nothing but lingerie and stockings and panties, or if I go in a skirt, stockings, blouse, bra and breast forms, it is not only clear what I am, but most men who enjoy sissies see it as an open invitation to use me. When dressed like that men will walk up and reach under my skirt or into my panties to grope and fondle me, o... Continue»
Posted by klammer 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  
2931
  |  
100%

From a shy virgin college boy, to makeup and heels

So I'd been away at college for about a month, didn't have many friends, or any confidence to speak of. Not long after starting classes I started dating this older girl, she was cute, but a real bitch, she wouldn't fuck me, she'd treat me terrible, and make me wear her panties while I ate her pussy, and after she came, she would watch me cum on my stomach, and then run her fingers through it, and stuff them in my mouth. While this would turn me on to a point, I knew this girl had to go, after a few weeks I finally managed to get away from this abusive girl.

So a little time goes by after th... Continue»
Posted by smonkeys32 4 months ago  |  Categories: Anal, First Time, Shemales  |  
843
  |  
100%
  |  3

CL Meeting

BABY MOMMA GONE…NEED ME A FAGGIT

That’s what the title read.

It caught Jeremiah Hall’s attention. He clicked to open it.

The content read, ‘Looking for a faggit bitch to use tonite. Gonna use you as my cumdump, etc. I’m a thug that need a sissy ASAP. Hit me up. Five 55. Let’s fuck. 2 zero zero. Very soon slut. 56 want it now. Hosting at a motel. Seven. Call only. 5’

The ad on Craigslist intrigued Jeremiah. So he punched the number in his cell phone and hoped the posting person would answer.

“Hello,” said a deep voice.
“Hi. I saw your ad on C-L. I’d like to be your bitch boi t... Continue»
Posted by faggyboi 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  
630
  |  
80%
  |  3

a very special girl

"Slam!"

Everyone in the hallway jumped slightly, turned and quickly looked at
the tall girl near the sound of the slamming locker. Satisfied that
there was no crisis at hand, the k**s at the school mostly went about
their business. Of course, there were the few admirers that glanced at
the girl at the locker, but it was no major deal.

After all, Marilyn Walker was used to being looked at. After all, how
many 6'3" girls wear 4 inch platform heels? How many 6'3" girls are
there? Oh well.

She swung her backpack over her shoulder, and strode slowly along the
bustling hallways ... Continue»
Posted by pcarter 4 months ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
2537
  |  
92%
  |  2

Sissify Yourself



Behaviour Modification and Sissy Training

1. Think about why you want to become a girly girl before you do it.

Having the clear goal of looking great and being happy because of it, will add to your self esteem. Which in turn will increase your attractiveness through radiating self assurance. If you just go through the motions, it will show.
"any "female" can present herself in a feminine and alluring way with patience and practice, but before you can captivate and entrance even an audience of one, you must learn to move with effortless beauty."

2. Substitute clumsiness and jerky ... Continue»
Posted by klammer 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
384
  |  
100%
  |  1

Sissy Story




(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences for writing this story were things like those fantasies, straight interracial gangbang porn flicks, a strong fetish for female cigarette smoking, strip clubs, hard rap/rock music, an overactive imagination and a weird, corny sense of humor. If you're easily offended by "low-class grammar", si... Continue»
Posted by klammer 4 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
596
  |  
100%
  |  1

The MILF next door [parte uno] (Karen)

This a story, fictional, nothing more!

I have lived in the the out skirts of this big city for quite some time now. I do have a great relationship with most of my neighbors and the community in general.

Across the street is the old grumpy George, he sits in his porch and drinks his coffee every morning looking at people gone by, always complaining about something. Next to him are the Rogers, nice f****y, and on the other side are the Smiths, and on my right side are the Ortegas, nice Mexican f****y, on to my left were the Chavez, now only one member of the f****y left in the house duri... Continue»
Posted by ilialenyc 4 months ago  |  Categories: First Time, Shemales, Voyeur  |  
1444
  |  
100%
  |  3

Trip to the Bathroom




Strong hands pulled mine behind me, and I felt and heard the unmistakable sensations of a nylon tie-wrap locking my wrists securely behind me. A deep brown voice whispered into my ear, "Well, well, well, what do we have here? Looks like I got myself a little piece of white meat to play with".

A very large black hand clasped tightly over my mouth prevented me from responding, protesting, or finding out what the fuck was going on, the voice continued: "I tell you what Whitey, we're going to try a little experiment. I'm going to outline what your future could hold, and if your rea... Continue»
Posted by klammer 4 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
812
  |  
100%

Wrong Time for a Trip to the Bathroom




Strong hands pulled mine behind me, and I felt and heard the unmistakable sensations of a nylon tie-wrap locking my wrists securely behind me. A deep brown voice whispered into my ear, "Well, well, well, what do we have here? Looks like I got myself a little piece of white meat to play with".

A very large black hand clasped tightly over my mouth prevented me from responding, protesting, or finding out what the fuck was going on, the voice continued: "I tell you what Whitey, we're going to try a little experiment. I'm going to outline what your future could hold, and if your reaction i... Continue»
Posted by klammer 4 months ago  |  Categories: First Time, Gay Male, Shemales  |  
895
  |  
88%
  |  1

White sissy used by black Masters

White sissy used by black Masters


I’m booked into a London hotel and, after you text me to say you’ve arrived, I text you back the room number. It seems like ages before I hear someone attempting to open the door, followed by a firm knock and I jump up, excited but nervous about what’s about to happen. I walk over and unlock the door, careful not to meet your eyes as the door opens. I'm dressed in male clothes but I perform a very feminine curtesy as instructed, feeling both self-conscious and humiliated as I do so.

I see your dark presence enter the room out of my peripheral vision a... Continue»
Posted by NancyBerlin 4 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
843
  |  
100%
  |  3

A Very Special Lone Star

A Very Special Lone Star

My name if Jennifer and I hail from Texas – the Lone Star State. I became the woman I was meant to be so long ago, it is almost impossible for me to remember ever being that “other self.” It took a while to figure it all out of course. Most gurls know the story – discovering dad’s girly magazines, the fascination, the urge not just to look at, but to look like those beautiful women. The first foray into mom’s or s****r’s closet. The breathless thrill of slipping into your first pantyhose or bra, the first touch of lipstick, the first pair of heels, most of all... Continue»
Posted by jenn1 4 months ago  |  Categories: First Time, Shemales, Taboo  |  
4181
  |  
94%
  |  2

New Rapper & Femme Bottom

Lachelle Green hung up the phone with the video producer and checked her youngest two c***dren’s math homework. The woman in her early 30s was not only a single mom & homeschool teacher, but she was also the manager for her oldest son’s increasingly successful rap career and a powerhouse negotiator. She had her first when she was s*******n. While most would have written her off, she went about arranging for daycare provided by her grandmother and graduating as her high school class’s salutatorian. From there, she had a full ride scholarship to Cal State – Fresno and obtained a degree in busine... Continue»
Posted by faggyboi 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  
1242
  |  
100%
  |  2

Mature Extreme Tranny Prostitute Part 2

"Yes, but I'm not messing about. If you would like to come then follow me now. I will explain what will happen when we get outside. "
The folder was quickly passed around the five of them, each of them looking at each other- silently asking - should we or shouldn't we?
Dave stood by his car knowing that at least some of them would come.
Eventually, one by one they emerged and started to walk over to Daves car.
I moved the sofa into the centre of the room. It was now facing directly away from the entrance door to my front room. Just as Dave had requested. Everything was in position, I j... Continue»
Posted by SexyTinaTV 4 months ago  |  Categories: Anal, Shemales, Taboo  |  
1328
  |  
100%

My beginning

I have been a closet cross dresser since my early teens seeking my mother's panty hose and underwear I thought I had kept it well hidden when I turned twenty I got a place of my own I found it very hard to get my women's clothing since I didn't have the courage to go out in public which brings me to my story . a friend of moms named Sherri was bag ng problems with her old man and they had spot up she came to me and asked if she could move in and help with the rent I was all for it Sherri wes a tall red head very pretty and we'll built a couple of weeks went by she was gone one evening a pair o... Continue»
Posted by mike63bear 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
1966
  |  
93%
  |  2

Tranny Surprise Part 2

Things were off to a good start with Dani. We have been texting each other throughout the week just talking and setting up another date. We decided to go to the local fair I picked her up around 530 and she wasnt quite ready yet so she let me in hugged me and went back to finish her hair. I sat on the couch and played with her cats for a minute, she was back in no time and she looked great!

"Wow Dani you look really pretty in that sun dress." I said. "Thank you" she replied with a big smile.
We got to the fair and we went in we wa... Continue»
Posted by Entities 4 months ago  |  Categories: Shemales  |  
8954
  |  
93%
  |  11

I Knew I Was A Sissy (Part II)

For the next months I kept serving Nick at his will, usually every Saturday morning. It was convenient as his parents would go at the Super Market for shopping and I could use studying as an excuse.
We would meet at his place (not the garage anymore but his room) and I would give him a blowjob and let him fuck me. He kept his part of the deal (not spreading the news about me) and I kept mine.
I was enjoying it to be honest. At the same time on every chance I would go over my s****r’s room and “borrow” some of her thongs and stockings and dress up. My cock was getting hard every single time... Continue»
Posted by georgette32hk 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  
3161
  |  
95%
  |  7

A sissy cannot sl**p alone

English is not my primary-language, so be gentle with me. But wanted to share the story of my fantasy. 

As I lay here in my own bed with cum on my back sliding down in between my ass, I think to myself.. How did I get here? I'm now officially a fucktoy, a worthless sissy that lives only to serve cock. The first cock has conquered me.
However the crave of cock started already when I was young. When I was drawing dicks on a paper thinking to myself that is looks so marvelous, so big.. so tasty. I would spend nights jerking of thinking of cocks and taste my precum. And each time I saw a porn... Continue»
Posted by sirington 4 months ago  |  Categories: Gay Male, Shemales  |  
1740
  |  
100%
  |  3