Shemales Porn Stories
Page 63

She tricked me & am I glad

My most frequent fantasy is to be dressed like a slut for black men. I think about it at least 3 times a day. The most recurring fantasy is when I meet this black woman that turns me on. We talk for awhile and it seems like we are hitting it off pretty good. Then out of the blue she asks me if I want to continue this conversation at her place. Could I be this lucky? This fine black woman was inviting me to her house? Yes I told her smiling from ear to ear. She smiled back and told me to follow her. We get to her house and she tells me to have a seat while she gets more comfortable. I am sittin... Continue»
Posted by iwannabeacumslut 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Becoming a Princess Part I

Well, I figured since I havent posted a story yet it was about time I did. This story is for the most part fiction. But has some fact in it about me as well as partly being based on an experience I once had. Some parts that are fiction will be slightly obvious. But I know some of it could work in reality even if its a little out there. I may write an “extended version” in the future. Or maybe “directors cut” would be a better term. I will be compressing the story because I think if I were to go into exact detail with every part, writing the whole thing would take me several days. And I just do... Continue»
Posted by want2bespoiledutcd 2 years ago  |  Categories: Mature, Shemales, Taboo  |  
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Transformation

This is a cross between real life and fantasy. A deep, dark desire which may never be fulfilled but I can't help a part of me wanting it anyway. I hope you enjoy.

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I was a usual guy. Or I had thought so anyway. I mean, I had worn some of the female members of my house' panties and swimsuits on occasion as a young boy but I always thought that was normal. I mean, apart from the silky smoothness of lace and satin massaging and teasing the penis, y-fronts are exactly the same really... just with less frills. It didn't last long though, I mean, how can a boy in a strict and straigh... Continue»
Posted by shyadam89 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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"Just Treat Me Like A Lady" My First TS

I had just moved to San Antonio for a new job. I only knew a few people from work and asked them where I should go for some night life. They told me to go downtown and gave me the names of a few bars. I was 27 at the time, athletic, a little over 6'0" and about 175." I have a good body and dress casually. I went to the first bar on the list they had told me to check out. I walked in wearing faded bluejeans and a tight gray t-shirt. The bar was about half full of men and women and everyone seemed laid back and cool. I sat in the corner booth and ordered a beer. A few drinks in I noticed a stunn... Continue»
Posted by JesseM75 7 months ago  |  Categories: First Time, Shemales, Taboo  |  
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Sissy Emma is Turned chapter 2

At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought.

Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asl**p.

Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I had learned my lesson.

That was before I received an email from him. Attached was the video of me, but it had been edited. None of the pa... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  
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A Night at the Metro

Before the inevitability of gentrification set in, Toronto's Metro Theatre stood for many years as the city's last full-screen porn cinema. And while more recent innovations in pornography (such as home video and later, the internet) had taken their toll, the Metro had things to offer which could not be had elsewhere. Living on the other side of town, I was an infrequent visitor to this one-time temple to sleazy entertainment, but on the occasions that I did, I'd usually have myself a good time. This story is about one such occasion.

Exiting the subway at Christie station, I could feel the ... Continue»
Posted by sissymaidjanine 22 days ago  |  Categories: Anal, Group Sex, Shemales  |  
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Watching too much porn

It’s another night at home alone.  You get that aching again so you go to put on your favorite video.  You just love big asses and big titties.  The video starts and you see the gorgeous blond strutting in wearing her 5 inch heels, incredibly short skirt that is flashing her skinny red thong, a thin, white, button up shirt that she has forgotten to button all the way.  The few buttons that are buttoned are barely holding her large breast inside.  Her nipples already erect and showing through the pockets just screaming “lick me!”  As she passes the camera just can’t help but stare as her sweet ... Continue»
Posted by urgonnaputthatwhere 2 years ago  |  Categories: Interracial Sex, Masturbation, Shemales  |  
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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 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My First threesome Part 2

After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear black seamed stocking to make me look like a real slut. She then told me that she had to get ready for Ray's father Bob to get home and that I was to go down to Ray's room and sit with him until then.
When I got to Ray's room he was already dresses similar to me except his lingerie was white, and bo... Continue»
Posted by billieearls 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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One Weekend

One Weekend
I was twenty when I met Michelle. She and I didn't actually move in together, but she had a suitcase
that she kept over at my place with many different clothes in it. Everything from nice panties to no
frills granny panties. Her sexy black dress, jeans, bikini, lingerie, and regular stuff also like white tshirts
and pajamas. She had some cash through her f****y. She wasn't rich, richer than I was and still
am. So her clothes were mostly higher end stuff ordered or purchased from Europe. Also in the
suitcase were two dildos and three vibrators of different sizes along with som... Continue»
Posted by pr1456a 2 years ago  |  Categories: First Time, Shemales  |  
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mature crossdresser & 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels.
A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she found in his room.I said what did you find d**gs or what? She said no,and handed me a note book t... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Sissy Sarah’s Story


I couldn’t believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.
It had all started two weeks earlier when I had changed my profile on one of the sites that I regularly use. Up until then, I had been ‘Mr versatile’ – willing to do anything anyone wanted – pretty bland actually.
Now what I had written was the following:
“Young 52 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going wh... Continue»
Posted by cocksucker1966 1 year ago  |  Categories: Shemales  |  
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Delilah and the Deep Blue Sea. (Part One.)



This story has taken me forty years to tell and I only finally relate it now in the firm conviction that nobody will believe a single word of it. In many respects that doesn’t concern me. I have other motives than those of persuading the reader of the veracity of my tale. I write it more to exorcise a ghost that has haunted me for most of my adult life and will doubtless continue to do so for the rest of my days. It is a story, the memory of which, has been my constant companion these past forty years and has dominated my life in the sense that everything I am today has been shaped by tho... Continue»
Posted by Mikebasil 3 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  
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SISSIFIED

art 1

It was quarter to 12. The door bell rang and she got up and went to the door. It was her friend Carmen.

Carmen was there to pick her up. They were going to a movie after lunch. She said." We can’t go yet. I have to feed my b*****r."

Carmen looked at her. "You’ve got to be k**ding me." She said.

"No." Stephanie said grinning. "It’s not quite what you think."

Stephanie looked at Carmen standing there. They had been friends for years. Carmen was black, tall, long black hair and a body that wouldn’t quit. She was ... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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SheMale Encounter -Hot Story -Please Comment

“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me.

“I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besides I’ve never been the type to just fall in love,” I said.

She held on a little longer before she finally let me go. We kissed one last time and then I was off. As I walked down the runway I waved good-bye. She waved back animatedly. One look at her and I regretted letting her get on my nerves. Quickly I ran back into the waiting area ... Continue»
Posted by bmckzi 3 years ago  |  Categories: First Time, Shemales  |  
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shemale sex slave

BDSM JOURNEY.

Let me first say i am no writer by any means.

This story starts 5 years ago. I was looking to move up in the mountains off grid with a homestead. I was a single man and wanted a parnter who could share with the daily chores and have for sexual gratification. Finding some one to leave everything the city offered to move to a rural area was a quest in itself. I knew I wanted a completely submissive woman ant my feet.
So I put a ad on craigslist and it went a lil something like this" tall single white dominate male iso single submissive woman to move to a homestead in a very ... Continue»
Posted by bigfranks36 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Taken to be a Shemale Lover

I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the k**s that go to school and can get a permit flock to the fast food places. At least you get some training in how to be on time and understand job responsibility.

As I was working towards the park a coral blue car passed by, it pulled into the lot across the street and came speeding back. The driver was a familiar face, Joliet, one of the she-males that enjoyed my restraine... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Shemales  |  
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My Sexual Resume

About Me

I am a very sexual crossdresser who enjoys all sorts of activities. I have a small cock which I milk on a daily basis. I love to be photographed when I am with someone. You might say that I am a exhibitionist, when I am dressed like a slut.

Sexually

I am bi sexual and love women as much as I do men. I am very oral, anal, and a kinky submissive. I like to be used by men and women when I am dressed. Those that have been with me usually leave satisfied, which for me would be a face full of cum. I love those hollywood pop shots all over my face. I love kissing and fingering of m... Continue»
Posted by slut2eatcum 4 years ago  |  Categories: Shemales, Taboo  |  
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Tranny Attack Ch. 02


"You'll be hearing from me again, sweety!" With those words Julia had kicked me out of her apartment.

I dragged by bruised and ass-fucked body home. Thankfully, Jane was not back as yet. All through the journey back to my house images of the previous night kept playing through my head. Discovering Julia's cock, of being tied up and buggered, of sucking her cock, and of having Julia piss on me. And it was all on camera! And who had she sent the videos to? If she blackmailed me, what would I do. I could pay her off quietly, since we were a traditional household and Jane never said anything ... Continue»
Posted by bi_hengst 1 year ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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One experience with two blak men!

Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes…my boobies are growing, becoming poutier and have sensitive nipples. My skin is sooo soft and my hips are getting bigger giving me a pear figure… I also see changes in my feelings, being more sensitive and sometimes I cry when I watch a romantic movie…haha. One of the biggest changes also is that I am alway... Continue»
Posted by transeva69 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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