Shemales Porn Stories
Page 8

Road Trip

“Gerald,” gasped the matronly retired educator to her equally senior husband.
“What now,” he hissed.
“Watch your tone,” she slapped his arm.
The wiry old dark-skinned man cleared his breath and said much more lovingly, “What’s the matter, dear?”
“Over there,” she pointed another African American couple taking what she knew her grandk**s called a ‘selfie’.
“Hush, Harriett. Let’s just go,” he attempted to defuse the situation.
“How can you just say that,” she begged.
“Because it’s none of our business,” he said finishing his ice cream and grabbing her hand to leave.

Gerald envied the y... Continue»
Posted by faggyboi 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1028  |  
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Appointment By Card Only. part three

Posted: July 20, 2014 - 09:28:52 am
Bruce panted in a mixture of fear, disbelief, and anticipation, his balls and anus tingling as he was gently tugged by the leash up the stairs; the beautiful mature form of the woman before him keeping his cock rock hard. Wicked smiles from passing madams and clients alike fell on the couple, but Bruce was oblivious to everything else but his superbly dominant captor now. They passed many rooms, walking to a frosted glass door at the far end of a corridor; they went through it and ascended a further set of stairs to a single door at the top. Ruth smiled as ... Continue»
Posted by midsummerman 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 455  |  
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Appointment By Card Only. part four


Ruth took great pleasure in sifting through Bruce's things while he knelt naked in silence with the other male pets in the selection room; she made a note of his address from his driving licence before slipping the amended admission card into his wallet, and her interest in him increased when she found a batch of c.v.'s and cheap business cards in his jacket pockets. She now guessed from his address and the plethora of advertising material that he was not earning a fortune; he would easily be drawn into a life of servitude by her, she could have the pleasure of owning him and have him earn h... Continue»
Posted by midsummerman 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 211  |  
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Appointment By Card Only. part two

Madam Ruth was more than pleased with her days work as she descended to the bed and stroked the soft white body of the helpless sissy, Poppy mustering a whimper as the dominant Madam. Cupped the soft pink scrotum and gently worked the dainty cock to an erection; she was scared but the surreal situation along with the gentle warmth of the two females, combined with the Madam's overpowering assertiveness, made her cock stiffen with sexual pleasure as it was stroked. Ruth smiled softly.

'That's it my pretty thing, you shall enjoy your stay with us, and stay you shall.' She d****d her full brea... Continue»
Posted by midsummerman 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 743  |  
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Happy Birthday to Me

So last month, I was lucky enough to experience one of my favoritest annual events ever: my birthday party!!! Now, for those that don't know, I take my birthday VERY seriously. You see, I was only 12 years old the first time I played with a pecker...and I've been lickin' 'em and suckin' 'em and bouncin' up and down on 'em ever since :-) I suppose my love of being gangbanged and making guys cum on my birthday all began on the eve of my 14th...

It was a hot night in June and I had invited about 20 friends to a backyard birthday party sl**pover. 14 of my best buddies showed up. I had blown... Continue»
Posted by cdsexslut 2 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 5025  |  
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Happy Birthday to Me, Part 2: The Early Birds

Well, in case you didn't know, this is part 2 of a sordid tale. A tale of debauchery. A tale of depravity. A tale of a crossdressing cockslut with an insatiable appetite for cum. You see, it was my birthday and for more details on how I celebrate, see part 1.

I had just had sex with 19 young men over the course of 4 hours, and collapsed, exhausted for a brief power nap. I layed down at 430 am and when I woke to the sound of my alarm at 515, I lifted my head from the pillow and was surprised to find my face stuck to the pillowcase. Now, you know you had good time when you wake up and... Continue»
Posted by cdsexslut 2 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1006  |  
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Josie's Awakening

My name is Joseph, and this is a wonderful trip down memory lane for me. Join me as I relive the first few experiences of what would soon become a life changing event......

######



Jason and I were always best friends. We grew up together, we played sports together, we got laid at practically the same time by another pair of best friends, everything. This is our story......

I was out of town for a few weeks on business so we hadn’t had a chance to hang out for a while, so once I got back into town I called him up to see what he was up to
"Hey man what’s up"
"Nothin, my s****r is... Continue»
Posted by qqqqq2qq 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4339  |  
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LOOKING FOR KIETH IN TENNEESEE

WOW!!! i cant believe its been 15 years now..... meeting "kieth" changed my life forever!!!! hopefully, sumday i will be able to tell you the complete story in detail,... cas it will take awhile to tell... to this day, im "still" looking for him... ill probally never find or see him again... i met kieth 15 years ago... it was a one day thing.. i was hitch hiking... he picked me up in tenneesee... and along the way, he asked me to hav sex with him... and he was cute and i was horny anyways, so i said yea!! lets go sumwhere... and he took me to a place out in the woods that he knew... Continue»
Posted by 3DXXXSHEMALE 2 months ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 935  |  
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I never thought I would

I was asked a Truth or Dare about my sexiest fuck. Well this is I guess one of the sexiest moments of my life as I never expected it to happen.

OK, there have been a few and my favourite changes with my mood. So one evening I was having a drink at my local. I was sitting next to a guy who was fun and we joked and laughed. As it got to closing time he asked me if we could perhaps go back to his place for a drink. There was no suggestion of anything odd, he was just an ordinary guy in an ordinary pub and I certainly didn't fancy him. Anyway we went back to his place, a small flat in town. He ... Continue»
Posted by uniqelyme57 2 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2061  |  
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Losing my Cherry

Although l have been secretly cross dressing for years I have never took it beyond the confines of my bedroom or hotel room. Well I have been really wanting to take this to the next level. So as I was traveling on business this past week I answered an ad on Craigslist for a massage in my hotel room from a male masseur I made the appointment and waited with anticipation for my masseur to arrive. At promptly 8:00 there was a knock on the door and when I answered there was Chris a very handsome young man, I invited him in and he promptly set up his table..
As he was setting up his table and ... Continue»
Posted by mikkas72 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4045  |  
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Lexie's Fantasy Day With Mr. Green

Lexie's Fantasy Day With Mr. Green

Here’s a fantasy from one of my sissy readers…

….sitting on a couch together, holding hands. Your hand then finds my knees, encased with sheer stockings, as you gently rub at them. Then slipping your hand under my satiny white dress you go higher up my legs as I lay my head on your shoulder, smiling at you demurely as you inch up to the silky spot where my excitement is bursting forth. We lean into each other for a soft kiss as you taste my lipstick. Our tongues intertwine as our soft kiss has become a full open mouth ravenous kiss revealing ou... Continue»
Posted by porngent 2 months ago  |  Categories: Fetish, Shemales  |  Views: 824  |  
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I wish I Could Be A Beautiful Soft Submissive Girl

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I So Wish I Would Have Been Born With a Female Body
I Envy Women and So Wish I Could Be A Beautiful, Soft, Submissive Girl I love to watch xxx adult films. Mainly, because I love to watch heavily hung male studs do the things they do to women. Most of the women in the adult films are beautiful and I wish I could be the girl. Watching a woman allowing a man to penetrate her and take full advantage of her feminine charms is thrilling, and I would happily trade places... Continue»
Posted by estephania 2 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1017  |  
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T-Girl University

Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for her from all those west-coast surfer dudes. He hoped she wouldn’t forget him and made a vow to himself to stay faithful no matter what. But there would plenty of temptation for him as well: Jason was going to a small northeastern college that, until recently, had been an all girls school. Jason’s in... Continue»
Posted by slatemhor 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 6151  |  
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Love my brother-in-law

As Brian slammed his cock in and out of Sally’s pussy, she constantly groaned with pleasure, as her tits swayed with every thrust Brian spanked his wife’s buttocks, Sally said she was Cumming and with a ear piercing scream she orgasmed, like mad Brian gripped her hips and drove deep, before filling his young wife’s pussy, collapsing on the bed unable to speak, they had made love nearly all night, as it would be nearly a month before Brian returned home from a business trip, getting in the shower Brian run his hands over Sally’s sexy smooth body, her ample breasts, filled his large hands, playi... Continue»
Posted by rodma 2 months ago  |  Categories: Lesbian Sex, Masturbation, Shemales  |  Views: 2811  |  
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Letting it all "hang out" 2

A new turn in my life.

One of the things I love about younger guys, is even after
shooting their loads, their cocks still stay somewhat
hard. Jack's cock in my ass, stayed nice and hard so he started
to slowly move his hips forcing his cock to push his cum out
of my ass.


Bob said, don't waste it. Jack stopped, reached over,
grabbed a towel and as his cock slipped out of my ass he replaced
it with the towel.


I climbed out of the jacuzzi, Bob stood up and followed me
into my bedroom. I climbed onto my bed on my hands and knees
wiggling my ass in the air.


Bob knelt down ... Continue»
Posted by Bigrodtaz 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 953  |  
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Letting it all "hang out" 3

This is a continuation of previous stories, it includes
homosexual and transsexual activities. If it's not
your cup of tea, I respect that but don't read it and
leave mean and nasty comments.





Kelly and I had just sucked each others cocks, exploding
down the others throats. My finger had been slowly encircling
her rosebud. She stopped me, turned and slithered up my
body until our cocks were touching. She looked at me in my
eyes, smiled, slid up some more until we could look directly
into each others eyes. Our lips met, just lightly at first,
I could taste my cum still on her... Continue»
Posted by Bigrodtaz 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 622  |  
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Sharon's Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party
(Prior chapter is Sharon’s Sissy Saturday)

The next morning Mistress was kind enough to let me sl**p in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I crawled from my cell and saw a note from Mistress Angela telling me not to wash up but to dres... Continue»
Posted by scatpetsmaster 2 months ago  |  Categories: Fetish, Shemales  |  Views: 1952  |  
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The Bachelor Party

This is one of those stories that just popped into my head after looking at a friend's pictures of a bachelor party he had recently been to. I would welcome any feed back to this story.

What started out to be a normal bachelor party couldn't have turned out to be any less normal than the one I attended last year. I was a friend of a friend so I can't say that I knew the groom or all of the guys there, but I'm an easy going guy and as the beer started to flow of course we all became fast friends.

The word at the party was that there were some strippers coming over later and we were all ... Continue»
Posted by slatemhor 2 months ago  |  Categories: Anal, Shemales  |  Views: 3241  |  
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Halloween Pt4

(If you haven't read Halloween Parts 1-4, you'll have no idea what's going on. Except for sex.)

He broke off the conversation with the guy he was next to, and strode purposefully toward me, a cup in each hand.

"Where you going, Baby?"

Colette tried to intercede. "She's going home?" she said, with the sentence starting out f***efully, but ending on a high note,

so it sounded like a question. It was obvious he was ignoring her completely.

"I said, I'd be right back. I was just going to get us something to drink." He held up his left hand, to indicate it was for me.

Not ... Continue»
Posted by TransContinental 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 881  |  
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chase the pool boy (fictional)

after the thunderstorm and hurricane wreaked havoc on our town, and we had a lot of damage, my house was repaired but my pool was full of crap from the hurricane, no one could come out and help, everything was pretty much shut down, food was being dropped in by helicopter.
well finally, everything began to fall in place, but my pool still needed work, so my neighbor lisa(the shemale) came over and and said her friend was staying with her due to the death of his father, and knew a lot about pool cleaning and we worked out a price for the next day. i awoke about 6am and went into the kitchen ... Continue»
Posted by rollpayer1105 2 months ago  |  Categories: Gay Male, Shemales  |  Views: 830  |  
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