Shemales Porn Stories
Page 12

My sexy gurlfriend gave up her ass pussy (True Sto

It's been 8 months since I posted my last true story I haven't had any time to write. It was a month after my throat fuck quicky before we could get time together again. We always text flirt back and forth and she sent me a message that she had a free weekend. I was more than ready to play around with my gurl again she was going to already have a motel room and be waiting. I let my wife know I was going to a show with some friends for the night. With my cock already rock hard I headed over on Saturday afternoon and texted her on the way. "I'll be waiting for you I dressed like a slut for you t... Continue»
Posted by TScuriousinVA 3 months ago  |  Categories: Anal, First Time, Shemales  |  
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Rear Window (Revised Version)

I was unhappy with some aspects of the original Rear Window.so I rewrote parts of it. I am now happy wit this new revised version,
Enjoy

Rear Window

Nikkie Silk

Rear Window is a 1954 film directed by Alfred Hitchcock and starring
James Stewart and Grace Kelly. This fictional story is inspired by some
of the characters and events of the film.

For a while I wished I could go back and start that day again. It had
all begun so well. The forecast was for a beautiful summer's day; clear
blue skies and wall to wall sunshine. I hadn't taken the Norton out for
a long time and this se... Continue»
Posted by nikkiesilk 3 months ago  |  Categories: Anal, First Time, Shemales  |  
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Christina takes my ass

I have had many encounters with shemales over the last eight years. I first discovery that such beautiful creatures existed was when I lived in Tucson, Arizona. I had gone to a adult bookstore and was in a booth watching a little porn when I came across my first shemale porn movie. I sat back stroking my cock watching this buxom blond suck this guy off. Then of course he bent her over and fucked her hard in the ass.

I still rememember seeing those large breasts bounce and her cock swing back and forth as he f***ed his large cock deep in her ass! Then to my amazment he submitted to her and ... Continue»
Posted by brian7019 3 months ago  |  Categories: Shemales  |  
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My Adventures - Oct 2016

I'm an adventurist for sure. A horn-dog, a slut, a monger, a serial masturbationist. . .an all-around perv you could say. And I'm okay with that. In fact, I like it and hope I never get so old that my dick goes soft and my libido fades. That would suck.

I am not, however, a good diarist. I think about all my encounters and wish I had kept some kind of record. Something to re-kindle the memory of this escapade or that. But I don't.

Until now.

London rapped on my hotel room door with authority. It was kind of late and I didn't want to wake the neighbors so I quickly let her in. ... Continue»
Posted by Quadrilateralus 3 months ago  |  Categories: Shemales  |  
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cd shazza chapter 5

I hope you have read the previous chapters of my story because this is the part of my life as a crossdresser where I become the cock sucking spunk swallowing arse fucked slut that I am now enjoy, this is a true story some of you might think this is a sad way to behave but if you have never sucked a hard cock and had your mouth full of hot spunk you don’t know what you are missing, I hope you are all sitting comfortable with your prick in your hand then I will begin.
I knew I could get Fred to do whatever I wanted he was addicted to me sucking him and him filling my arse with his cock over the... Continue»
Posted by cdshazza 3 months ago  |  Categories: Anal, Mature, Shemales  |  
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The Friday night threesome-just a warmup

Friday was almost a week's worth in one night. I got a text saying to be ready for a surprise and to get ready and come to his place at 9. I put on a thong and my daisey dukes with a tank top and when I arrived it didn't take long to see what the surprise was. Mr 9er was entertaining out of town guests for the weekend. One single guy and a married couple. The 2 men were b*****rs, and Mr 9er's cousins, J####l was a big man. 6'2 and close to 350. The other b*****r A#####o was 5'10 and 260, both of them were former football players. A######o's wife was a super thick bleach blonde with really big... Continue»
Posted by LRock4fun 3 months ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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My Name was Andy

My name was Andy
now it's Amy. This is my story.

When I was twelve, I became fascinated by women and their clothes. I
still don't know what caused my fascination. I do know that my
interest increased with each passing day. Maybe it was puberty, or an
imbalance of hormones or as I've recently come to believe, I was a
person born genetically different. All I'm really sure of is ... I'm
glad it happened.

The initial stages of my quest for feminine knowledge took the form of
comparing women when they weren't conscious of my appraisal. I
scrutinized the manner in which women dr... Continue»
Posted by klammer 4 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My Sissy Beginnings

Tvtrinity How I became the cock loving sissy slut I am today..

It all started when I was very young. I was a very petite and short and had long straight brown hair with whispy bangs as a boy.. I was often mistaken for a girl. I have a s****r who was 6 years older than me about my size she used to dress pretty sexy with the tight jeans and the skin tight sailor button front jeans and high heels. When she wasn't around I would try them on and get very excited. One time my s****r walked in on me and I had on her sailor jeans and hi heels and i was curling my hair. I got in big tro... Continue»
Posted by tvtrinity 4 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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The Magic of my first Black Cock.

[user][/user]
Wow ! This was my first real experience with Black Cock. it was right after my divorce. I was in my late twenties. I ran my ads as a crossdresser on a few dating sites and on Craigslist. I recieved a message on my AFF site from a member whos profile mame was BBCRicky. My interest was immediately peaked. His profile discribed him as a dominant black male 6'4" with a 10 inch thick cock. He was older in his late 40s, Interested in meeting petite submissive white sissys which fit me perfectly. I replied back and almost immediately he responded. He loved my pics an... Continue»
Posted by tvtrinity 4 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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From the start

Sorry if this is not very exciting, but I want to share my story from the beginning.
I truly believe that porn was the trigger that turned me from the normal straight acting teenage boy, the person I am today. Over the years I've had lots of different experiences with men, women and couples. Which I would love to share if you like what I've written.
I had a normal f****y life a girlfriend who I had lost my virginity with. No thoughts of other boys men or wanting to wear women's underwear had ever crossed my mind. That was until being alone at home once agin I decided to have a look around. ... Continue»
Posted by steviebicd 4 months ago  |  Categories: First Time, Shemales, Taboo  |  
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A night out

I'm sat in my car dressed up in black lace top stockings suspenders silky black panties a very short tight skirt with high heels on. I'm slowly rubbing my cock though the front of my skirt, I can feel my pre-cum leaking out making my panties very wet.
The lights of a car sweep over as it drives into the carpark and comes to a stop just a little distance from where I'm sitting.
I'm feeling so excited my now hard cock is throbbing as I sit there in the dark waiting to see if anything will happen.
I see the light go on as the car door opens and then closes. And the little light is gone.
T... Continue»
Posted by dog9335 4 months ago  |  Categories: Shemales  |  
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The Tutor and Jenny (Part 5)

The Tutor and Jenny (Part 5)
by Claude van Feinbode

"I know," said Gina. "Fuck me, and you'll be a virgin no more"

My cock was already sliding in and out of Gina's tight ass. I couldn't see Jenny as she pushed her beautiful cock into Gina's wet pussy, but all I heard Gina say was, "yes…that's it…..slowly….look at your dick…just look at it as it moves."

I was on my back and I could only imagine the sight that Gina beheld. Two cocks pushing in and out of her. I was holding Gina's hips as she moved rhythmically to the tempo of two cocks pleasuring her. I took my ri... Continue»
Posted by ClaudeVanFeinbode 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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A b*****r's Debt ( Happy Birthday to Me)

Another Saturday I thought to myself as I settled down at my computer with my coffee. As had been my routine for the past few months, I opened up an in-private window and typed in my favorite porn site. As usual I searched for new videos of redhead teens, searching for one who would remind me April and the weekend that we had shared. I could never find just what I was looking for but still, the memory got me hard. I finally found a video of an old guy and a sweet young redhead with a passing resemblance to April, her tits were a little bigger but her face and shaved pussy were pretty close. Le... Continue»
Posted by hunglo567 4 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Tutor and Jenny (Part 3)

The Tutor and Jenny (Part 3)
by Claude van Feinbode


As Jenny and I drove towards Gina's home I noticed that the rain was becoming more intense. What rivaled that intensity was my acute awareness of Jenny sitting quietly next to me. I'm sure she was nervous about meeting my girlfriend. Many who meet Dr. Poldanz are intimidated by her reputation as a physician who happens to be a television celebrity. Some of the tabloids have given her nicknames like MD MILF or Doctor Madame. She thought they were hilarious and sometimes dressed very provocatively for her appearances ... Continue»
Posted by ClaudeVanFeinbode 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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The Tutor and Jenny (Part 2) by Claude van Feinbod

The Tutor and Jenny (Part 2)
by Claude van Feinbode


"Help me," Jenny said. She was crying silently.

"It's all right. Let me help you…." I said.

"Oh…god. I didn't want…I mean, what….your hands are cold."

"Yes. Let me help you stand." I said.

Jenny still had not noticed that her skirt was above her waist. The cold air in the room had made her cock smaller than when I saw it in the briefest of flashes when she toppled backwards in her chair. Now I got a good look and saw that she had no pubic hair. She took care of herself as meticulously as her long nails. If I ju... Continue»
Posted by ClaudeVanFeinbode 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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The Apartment Part 3

I had found myself a new apartment. When I viewed it, I realised that it was me that was being vetted and then it was me that was allowed to take the flat rather than the other way round. The rent was cheaper than I had anticipated and that was because it came with strings! The owner George, who had shown me round, owned the whole block; the shops at the bottom and the three flats above. There were three flats because he had the top floor, which was the size of the two flats beneath. Roger, who had the flat beside mine and George both had transexual partners, who they called wives and they liv... Continue»
Posted by dasilva1672 4 months ago  |  Categories: Group Sex, Shemales  |  
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Cum with Big Momma

I was having a hard time fulfilling my favorite fantasy. I wanted to be fucked by a shemale. I'm not a total bottom but I definitely liked cock in my ass.
I cruised through craigslist but had disappointing results. Most of the hottest gurls in the t4m section were hookers, and crossdressers in the m4m section were all bottom. I finally found an add for a chubby black shemale who called herself Big Momma. The pics in the add showed a huge fat bbw with big tits, big ass, and the last pic showed a big hard black cock. I was a little intimidated by the picture but she looked like exactly what I w... Continue»
Posted by badboy4320 4 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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The Tutor and Jenny (Part 1) by Claude van Feinbod

The Tutor and Jenny (Part 1)
by Claude van Feinbode


Every once in awhile I find myself working as a tutor while earning my PhD. The university offers tutoring to high school students that demonstrate exceptional academic skills. So during the cold winter months I find myself tutoring students that probably never get past first base because they are more worried about their rock polisher or telescope than trying to get in the pants of some beautiful young coed.

Imagine my surprise when a goddess like in a French art film arrived unexpectedly. The door opened and squealed slightly.... Continue»
Posted by ClaudeVanFeinbode 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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My sexual history :3

Okay so it's a long story. Ive always been kind of a nympho. But when I was 14, porn stopped getting me hard, and it was super duper frustrating, because I could never cum. So one day, I kind of imagined being the girl in the video, and boom, instant hard on. And I was already pretty girly, so It was easy to imagine. It was just really really hot to me. It got to the point though where I was like, DESPERATE to try sex for real. I had a really good friend back then, named Drake, who used to spend like all his time at my house, and I talked him into taking a shower with me. And one thing led to ... Continue»
Posted by Daddyknows77777 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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Craigslist shemale

One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up. after she got in the car you could tell she was a man. but still pretty passable. we drove to a hotel.... Continue»
Posted by hamster610 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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