Shemales Porn Stories
Page 61

Surprise



The Surprise Vacation


CHAPTER ONE - INNOCENT BEGINNINGS

"Did you take your vitamin, dear?" Ellen called from the
bathroom.
I rubbed sl**p from my eyes and picked up the pill bottle,
rolling a big tablet into my palm. "My horse pill? I'm doing it
now."
"Have you noticed any difference yet?"
"Nah. Vitamins are pretty much all alike." She'd gone on a
minor health kick a month before, insisting that I needed to lose
a little weight and take better care of myself. I hadn't
actually made it to the gym to work out like she was th... Continue»
Posted by klammer 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
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Cumslut Husband



Cumslut Husband


Part 1 - An Acquired Taste

"So, honey, what did ya get me for my birthday this year?" Smiling, my wife sucked a drop of butter from her finger and told me "It'd better be good."

Uh-oh. I'd completely forgotten about it, and I think she knew it. Stalling, I snatched a piece of toast from her plate and crammed it in my mouth, mumbling incoherently around it.

"You forgot, didn't you." Crossing her arms over her breasts, she just sat there and glared at me. I tell you - if looks could kill . . .

"As a matter of fact," I replied, "I didn't." Thinking quic... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Little MIss Sissywhore




Little Miss Sissy Whore


Chapter 1 -- The Pick-up

Every year I waited eagerly for the three days when PC-Expo was back in town. In the past, I was always able to find some willing and naive out-of-town female to pick up, "do the nasty," and say my hasty good-byes. Most of them were from some small hick town and were entranced with the Big Apple. In fact, that was both the nickname for the city, and for me. Most women just couldn't wait to sink their teeth into me. So there I was, looking for some love, on the last day of the three-day convention. I walked up and down the ... Continue»
Posted by klammer 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
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Best Friend ? part 5

Sam came round on friday after checking i was dressed as i should be he took linda out, she told me to be ready for her when she got back as sam was telling her all about what was planed for me,
about three hours later they came back linda looked a mess and went straight upstairs telling me to follow, sam looked at me and said see you tomorrow sweetie and gave me that evil grin as he put a bag in the hallway, i went up to linda who was in just her underwear kneeling on the bed, get under here i have two lots in here for you to clean, i got between her legs and looked up at her swollen pussy a... Continue»
Posted by loopylinda 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Euphoria

It's a Friday night. I'm at the hotel, it's 9pm and I'm half an hour late... The usual. My make-up's done, not to heavy yet, and I've got on a basic outfit that won't draw too much attention as I pass through reception. But I got my bag packed and the attention will come later. A quick scan of the room - have I got everything? I always forget something - but I think I'm good to go.

Ten minutes later and I'm in my boyfriend's car, heading for his place. I'm not ready yet and he knows it, so he's driving fast. Later I'm in his spare room, adding layer upon layer of make-up, fixing my long blo... Continue»
Posted by chemicalgurl 1 year ago  |  Categories: Shemales, Taboo, Voyeur  |  
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A Different Kind of Prom

When we were both five years old I told Brenda Anders that I
loved her. She told me that she loved me too. I told her that
she was pretty. She replied that I was pretty as well. I told
her that I wanted to marry her. "I'm sorry," she replied, with
seriousness that now seems silly in a kindergartner. "I don't
want to marry a man."

"Then I'll grow up to be a woman."

"You can't do that, goofy."

"You watch. I'll grow up to be a woman. Then we can get
married."

That, of course, was almost thirteen years ago, and my desire to
marry Brenda hadn't decreased at all with time. She cer... Continue»
Posted by lana100 1 year ago  |  Categories: Lesbian Sex, Shemales  |  
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Princess Misery Part 1

Hello. My name is Misery. I was born on a cold February morning. The 29th to be exact. Leap day. My mother, a young, d**g addicted prostitute, snuck out of the hospital later that evening, leaving me behind. All she left me was my name. A constant reminder of her disdain for me. I guess she could have been crueler. She could have had me someplace other than a hospital and left me in a dumpster. Later in life, I've come to believe that she didn't leave me. She let me go.

Anyway, here I am. An infant boy born prematurely and addicted to crack. The odds were stacked against me. But fate dea
... Continue»
Posted by wendyjokittens 1 year ago  |  Categories: Shemales  |  
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Jeremy's Punishment

"Roberta, we need to talk." I said as my wife got into bed.

"About what?" She had her people magazine so I knew she didn't want to talk, she wanted to read.

"This is difficult, but I have to say it." I cleared my throat and looked for the right words. "I want your permission to cheat."

She stared at me for a moment. "Are you out of your fucking mind?" She asked.

"C'mon, be reasonable. I mean, how long has it been since we had sex?"

"That's all you ever think about --sex."

"Because I never get any!" I said. "Do you even remember the last time?"

"What about Halloween?... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales, Taboo  |  
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A new fur slave - The next day

A new fur slave - The next day

"Wake up. Time for breakfast" I say opening max’s door.

"What time is it?" he asks rubbing his eyes.

"8:00 AM" I tell him.

"I’ll be down in a few minutes" he says getting up and getting dressed.

I leave heading down stairs and starting the bacon and eggs. Ten minutes later max enters the room "I thought you’d have the women cooking" he says seeing me in front of the stove.

"I like to cook, but usually the women do the cooking in the afternoon" I tell him putting the bacon and eggs on a plate and serving him.

"Aren’t you having anything?" he a... Continue»
Posted by pinki-husky 1 year ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Discovery

"What the hell are you doing!!?" I heard my s****r scream. My eyes snapped open, my hand flying away from its grip around my cock. With our parents away and my s****r out I'd thought I'd be alone for the evening and decided to have a wank. Now Michelle had come home unexpectedly and discovered me. It got worse. "Are those my knickers you're jerking off into?" She screamed again. I nodded shamefacedly. "You little shit. I'm telling on you."

"Please don't Michelle; I'll do anything you want." I pleaded.

She looked down at my lap where her panties were still wrapped around my now wilting ... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales, Taboo  |  
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A new fur slave

A new fur slave

I’m laying here fucking another hooker, a rabbit hooker, and I’m about to cum and this is where my story begins.

"Take my hot horse cum, slut!" I grunt as I cum in the rabbit’s pussy. My cock grow bigger as each string of cum stretches my cock and her eyes widen as her pussy is opened wider until my cum reached the head and flows straight into her womb. Three more strings shoot out and her belly grows bigger with each one until she looks four months pregnant. I lay her down on the bed having fucked her in a chair and pull my cock from her tight pussy watching my cum leaki... Continue»
Posted by pinki-husky 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Closet Crossdresser Fantasy

I find your ad on CL and we exchange a couple of e-mails. You tell me you have some of your wife's things to put on me, my stiff cock pulses harder.

I show up and you invite me in. You're a larger gentleman that is in need of some attention. You offer me some wine and then show me to the bedroom.

You open the drawer with her nighties and let me pick one. I find a stretchy red camisole with some matching red fingerless gloves. Then you pull open her panty drawer. I rummage around while noticing the tent in your grey sweatpants.

I find a black spandex thong that feels so nice an... Continue»
Posted by cumquarts 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Sissified for three cocks

I think you are about ready my wife “Jen” exclaimed and she rotated me towards the mirror. My cock was already rock hard and sticky soaking the silky panties as I looked at my reflection. I gazed at my blonde shoulder length wig bounded into two braided pig tails, my face heavily coated in foundation, my eyebrows and lashes painted dark, around my eyes multi shades of blue and my lips a glossy pink. I could feel the silky tiny cup bra as it rub across my nipples, I could feel the top of the multi colored leggings clasping my thighs with the feeling of the tiny skirt that just covered my pantie... Continue»
Posted by iheartm2f 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
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STORY of SkyDancer

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
glasses we... Continue»
Posted by ClassicCockx 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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First Time Arcade Experience

It was an average Tuesday, late in the afternoon, and I had just finished my college courses for the day. Because it was winter, the sun was already starting to set and darkness would be settling in very soon. As I drove home, I could feel a slight bulge in my pants, something that had been nagging at me for the past few hours. It all started when I was in class and I was sitting behind that perky blonde with the low cut jeans. Every time that she would lean forward to take notes, her stretched top would pull up, revealing part of her smooth skin on her lower back. I could not see much, but I ... Continue»
Posted by tygreg12 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  
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My Big Sister Ch. 02

My head gently landed on my desk as the last bell rang, signaling the end of school. Usually I'd be the first one out of the door, but right now I'm having....certain difficulties with the lower part of my body preventing me from doing anything too suddenly.

"Yo, Pete!" Paul's voice caused me to suddenly jerk up in my seat, and that particular motion caused my ass to start burning once more. Paul noticed me hissing in pain, and arched a confused eyebrow at me.

"Dude, you alright?" he asked as the students continued leaving the classroom.

"Yeah....I'm fine," I groaned. "You just sta... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales  |  
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Sissy Son Taken to Costume Party

I was making my way to my moms and dads house to house sit for them as they were going to a party that night and I had agreed to be there to watch the house and hand out candy. I was going to be alone in the house. I loved being all alone as it gave me a chance to partake in my fetish of dressing up in girls clothes. My s****r still lived there and she had some of the best lingerie anyone could ask for. So I gladly accepted watching the house almost as soon as mom asked me to over the phone last week.

I made sure to grab an overnight bag as mom said I could sl**p there and head home in the... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales  |  
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My Big Sister

I must say I never pictured this event happening to me in my lifetime, I mean I'm a pretty well rounded k** living in a quiet suburban town. Nothing big happens here, and I'm not some guy that's always finding himself in trouble, so getting bent over and fucked in my ass was the last thing I really worried about, unless I was gay of course, which I'm not.

But no, here I am at eighteen years old, a grown man feeling his ass burning as I try my best to sit comfortably at my desk. As the instructor goes on and on I find my eyes darting back and forth around the room, making sure no one looked... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales  |  
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Start of a new life

One day I got a text massage on my mobile while I was at work, it was from an unknown number, it said come home now. So as I only work down the road from where I lived and also I was just going on lunch so I made the 5 min drive home. When I got there, there was a man standing in my door with a box in his hand. When I got to him he said do you live here and is your name Lucie, I said yes but a bit puzzled as I only use Lucie when I am dressed as a girl. He said good now open the door and let me in. After we got in he gave me the box and a letter. I read the letter it was from my master, it sai... Continue»
Posted by dallasrose 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  
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A New Dawn Arises






A New Dawn Arises


-


Chapter 1

The Arising

To celebrate my transformation and to increase the effect of my
feminization, Mistress Lynn decided a name change was in order.

"What's a good name for a useless, slut French Maid," she asked herself
aloud. "I shall call you Dawn. I think it's appropriate because you are
at the dawn of a new way of life."

Another belt was strapped around my waist. It had a number of loops. My
mistress attached my wrist restraints to the strap.

This allowed me lim... Continue»
Posted by klammer 1 year ago  |  Categories: Fetish, Shemales  |  
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