Shemales Porn Stories
Page 122

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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Cumming of Age

When I was younger I can remember summer vacations with the guys. We were a small group of six or seven close friends. I can't remember who made the suggestion but we would set or stand in circle facing each other and masturbate. I'm sure that is when I first sensed a curiosity of having sex with another guy. I know I've always enjoyed watching another guy get off ever since those early days. Glory holes would cum later.

When I got older my sexual thoughts pointed me in the direction peep shows. It was pretty much an age of sexual freedom when the only worry was how fast could I get a... Continue»
Posted by milkmanj 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Westward bound cum slut ch 2

Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes.

The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn't help either.

The airport was the same as all the others with everyone running around lost and trying to find there things.

I didn't take long to find Steve and June as they were very easy to spot he being big and blond and she being short , cute and Japanese.

We said our hellos and all th... Continue»
Posted by frswriter 2 years ago  |  Categories: Shemales  |  
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The Road to Submission

by Onyx (this is a story started by my friend and completed by me)

I was tired of sitting in board meetings and phone conferences all day.
My name is Brandon Morgan. I'm a 41 year old white accountant for a very
prestigious firm in town. I'm 5-11, 160 lbs, politely built w/short
blondish (slightly receding) hair, blue eyes, thin lips, and a long
straight narrow nose. I'm very average looking and hairy all over. My
cock is fat, and I have huge hairy balls. I'm straight (except for that
those times I fooled around... Continue»
Posted by saud31 1 year ago  |  Categories: Lesbian Sex, Shemales  |  
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Career Path

“Welcome, Jordan,” smiled the middle-aged white man. “We’re real excited to have you on the team here at Wyatt Motors.”
“Thank you, Mr. Phillips! I’m happy to be here too.”
“Please…Call me Jim,” the finance manager informed him.
“Alright, Jim!”
“Let me show you to your desk so you can put your things down and then I’ll introduce you to everyone.”

Jordan sat down and dug a four photo frames out of his messenger bag. He set them up to his liking. He was the new senior accounting clerk for the successful used-car dealership. He adjusted his Stafford brand charcoal and red gingham tie as he... Continue»
Posted by faggyboi 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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BIG changes happen on Fridays ;) continued

Friday 11/4/07 Continued

After doing my duties around the house I moved upstairs and lying on my bed was something that took my breath away it was a dress my first proper dress (Mistress Isabella had given me many dresses before but they were never very ladylike they always carried a message with them that I was her plaything a doll to be played with and fucked at the drop of a hat) a real dress I picked it up and held it against me it was a soft red satin Square Neckline mini Cocktail Dress with long sleeves it was perfect I knew what to wear with it instantly I grabbed my favourite pair ... Continue»
Posted by Sissy_Kara 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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The alleyway

She pressed close against his body, so close that he could smell the leather from her jacket. As they walked along, her arm around his waist, he could feel her nails through his shirt gently stroking above his pubic region; with each stroke he felt the bl**d rush towards his cock.

They turned the corner and walked further into the alleyway, him guiding her into the shadows. He looked down at her face, her eyes staring back up at him and what little light there was reflecting off of her lipstick. He slid his hand down her back and slid it under her coat where her could feel her bare back bel... Continue»
Posted by ass_pussy_fucker 1 year ago  |  Categories: Shemales  |  
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Fantasy of a Fantasy

It wasn't that I was opposed to man-on-man sex. It's that I wasn't for it. I mean, it didn't get me hard, but it didn't turn me off either. I know this not because I sought it out, but a gal I dated for a while confessed she loved gay porn, and had a fantasy of a threesome, where she'd back off and watch the two guys go at it. This was years ago, of course, and being the open minded guy I was, I said I'd consider it, if, big if, the other dude was okay.

But, as I said, this was years ago, and we never got around to trying. She went her way, I went mine, and eventually found myself in a... Continue»
Posted by TransContinental 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Magic Panties Ch.06 (sissy story) by noflon - Fina

This story is a work of fiction, all characters are fictional and obviously the events are fake. You may reprint this as needed, just give credit to the author. If any differences occur between continuity, accept the one you like better as truth, and enjoy!

Here's the last recap for you loyal readers out there (I apologize for the delay, life got hard, unfortunately, not the fun kind), Got your cocks out? Good, because let me tell you, this one's gonna be a ride! Two weeks ago, I went on vacation from work, got stood up on a date, and the following day a package arrived at my apartment ... Continue»
Posted by sissyAlyna 11 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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My dream came true!!!!

I was in high school when I first heard about shemales.Firstly it felt weird that does they really exist as I haven't seen any of them till that age ...Then on one day when I came back from my school I searched it on Google then I came to know that yeah they really exist...Initially I was confused ...but as the the time passed I was feeling more curious about them.After that it was my dream to meet atleast one of them .I tried almost at every place but I couldn't.
Then I tried on social networking sites and it was the path to move forward without looking day I met a shemale on tha... Continue»
Posted by hunter043 4 months ago  |  Categories: First Time, Shemales  |  
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Transwoman or Sissy Faggot?

When a male decides to transition and become feminine she
may decide to be as womanly as possible, many are ladylike
and demand and deserve to be treated with respect.
Many are promiscuous to the point of being whores but they
still get treated like women because, frankly, they have tits,
very often big boob job tits.
But a whore is still a whore and gets treated like one.

Sissy faggots are lower on the respect totem pole than
trans woman whores though.
They usually have smaller or NO tits but they usually shave
off their body hair and feminize themselves.
They're somewhere bet
... Continue»
Posted by yutubeslut 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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How it all Started....

Back in 1997 I was living in my dads place a condo on the beach.In the summers I had a friend come down from new york with her f****y. She was 3 yrs older then i was.I loved going to the jacuzzi the building had by the pool. one day I was seating in there and her grandfather and she came in. we where all in the hot water and i feel as where talking my foot being played with. after a while the foot got higher un till it was almost at my thigh inside my trunks. I got hard. I must of been twelve or so....As my friend get up to go to her towel. I figure out that It wasnt her, that was doing it.. ... Continue»
Posted by lucifer696 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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the first tranny I looked for

So i've had some tranny experience unwittingly. I respond to this ad on craigslist from this 19 year old tranny who lives fairly far away, but her picture was so sexy I decided to take the hour drive. So I drive to her parents house, nervous the whole way, when I get there I get out of the car. Stone sober, knock on the door and this little hottie answers. Black and white floral blouse, visible cleavage, tight little leather shorts and a bubble but that would make real girls jealous and about 5'3". She invites me in, she shows me around the house offers me a drink, we go around to the back whe... Continue»
Posted by hothothot103 3 years ago  |  Categories: Anal, Shemales, Taboo  |  
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shemale sex slave


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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"James, stay out of my room or you'll be sorry!" Julia retorted.
I looked at my older s****r and hung my head. I had been caught
again in her room, looking in her dresser drawer. I was 9 years
old and had become very curious about girls. They had started
becoming a subject of my interest about six months ago, and my
two s****rs were a handy way to study the new subject of my
interest. "James - are you listening to me? I don't like it when
I find you doing these things. I don't go through your room, and
I want you to stay out of mine!" Julia really looked angry. "OK,
OK s*s, I got your... Continue»
Posted by alexwd0 4 years ago  |  Categories: Shemales  |  
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A First Time Out

I'd always fantasized about going out to a bar or a club, dressed as a woman, and after a few drinks managed to find the courage to do so. By the end of the bottle of wine I was dressed up and ready to go, suspenders, stockings, a corset on so tight it was hard to breathe underneath a loose, knee length skirt and close fitting top. My make up was done, a touch up of lipstick after the long black wig had been smoothed down and the last of the wine polished off.

I'm always told I look gorgeous when I dress up, but I'd never been out before. Before it had just been for other people in private,... Continue»
Posted by amylee-jones 1 year ago  |  Categories: First Time, Shemales  |  
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She spoke precisely, with authority, and though she no longer sounded vindictive her voice could still etch glass. She'd made up her mind, and when Cynthia's mind is made up there's nothing more to say. Now I had to make up my mind.

"That's how it is, Keith! My sweet disloyal husband! Your decision! You want this marriage to continue, we can get past this ... this thing you've done to me. To us. But you'll have to agree to one or the other. No more argument, no more floppy-eared, doggy-eyed pleading that you're so very sorry and it won't happen again and it was only sex and meant nothing, a... Continue»
Posted by lana100 26 days ago  |  Categories: First Time, Shemales  |  
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I slept with Joanne, who had a dark secret

What is the weirdest sex I have had, I thought about is for all of thirty seconds, the night Joanne slipped inside me, on a f***ed stopover.
Now before you cry Lesbian or Bi-Sexual, you would be wrong, because Joanne was neither, she was a transsexual, something I did not know at the time, nor was she, him about to admit to, especially since I had offered to share my hotel room and not leave her stranded without.
We both worked for the same airline, which I shall not mention, due to legal obligations, but I knew Joanne from our first meeting her on a photo shoot, which was an advertisement a... Continue»
Posted by MarieL 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Bar trap

Bar trap
By slut michelle

Steven was a dead-normal guy. At the age of 28, he felt very happy.
Everything had developed in the last few years like he always wanted it
to be. His job in a big insurance company was secure with an outlook of
a promotion in the next year. His partner, Nancy, was a very ambitious
lawyer. That meant some days with long working hours for her. But as
Steven was quite proud of her, being so successful in her job, and
because they still had enough time for each other left, he didn't
complain. Steven met Nancy shortly after both of them had left Uni. It
wasn't... Continue»
Posted by trans_michelle 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Night When I become a GIRL

The incidence took place when I got selected in an medical college . when I reached the college the college hours were over , it was8 o clock at night, staff told me warden is not available .So I was given different room at the back side of girls hostel. i had reached my room and was trying to relax at the same time the door knocked . when I opened the door I saw 5 girls standing outside they pushed me and got inside quickly . I asked them who r they what did they want? one girl spok I am Nandini, your senior ,it seems u don’t have respect for girls , I replied no maam I respect girls. i was p... Continue»
Posted by Sissy123 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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