Shemales Porn Stories
Page 57

Playtime Stories Ch 1.

1.

I am such a slut.
I was soft a few minutes ago after cumming hard, but now as I drive to my motel I’m getting hard again. I keep pulling my cock out of the side of my panties and rubbing the sticky head as I remember the man behind me gripping my hips and pumping my ass. Precum lubes my thumb work. My ass is a little sore and leaking lube after a hot slow fuck from an older Hispanic man who was a little too gentlemanly and a bit too small for my tastes. I fixed my makeup but I should have done a better job with my thick auburn wig. Although I just came and I got fucked like I w... Continue»
Posted by 6988slutty_rbckyy 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Playtime Stories Ch 2

2.

My cock is so hard as I write this. Occasionally, one hand strokes while the other types.
Most guys love a good blowjob. Most guys are afraid to try a finger in the ass, but love it after they do. Most guys want a woman to be a total wanton slut or act like the nastiest whore of their wildest dreams. Most women aren’t loose enough to be that “hot” or that incredible of an experience.
I picture myself as everything I wish I could find in a slutty bitch. You know, a total nympho who really will do anything and then ask for seconds.
Before I tell you about what happened th... Continue»
Posted by 6988slutty_rbckyy 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Retirement Home Visit

Every other month I meet a man on West Congress Street for a drink. He buys me lunch and then some drinks. The son bought me three shooters and minutes before we left I drank them all down real fast. Done. I follow him in my car to a retirement home three miles away to visit with his dad. The father is in his 70's and lives in a three room suite. The son takes me to his dad and then I go into the bathroom and wash up then change. Once I'm done I come out and put my regular clothes in an overnight bag then the son leaves.

I do this because over the past year i now like his dad and he enjoys ... Continue»
Posted by CrossdresserAtlanta 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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my HEAVAN

This dream is for my super sex goddess mistress HEAVAN123 i worship the ground on wich she toers over me on ,i kneel at her feet waiting for her permission to show me wild devotion to her super temple of lust.
This is for you my goddess---

I am your son in this dream i am a short young man of only about four feet six inches tall,You being my mother on the other hand are a towering stacked wonder of nature standing a full eight feet tall your bust thrust out huge like two massive beach balls thrusting against any clothing you wear stretching your dress so tight they would swing & sway heavi... Continue»
Posted by huge_cock_rules 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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First time out as a girl!!

Hello again.
I'm writing New chapter of my untold story.
After that long time with my dad and all of the female dress n make up. I couldn't forget about it and it was like a new experience when you transfer to new school and for first few weeks you just waiting to see what will happen and who you can meet as a new friend.
For next few days after that I had to wear few different types of girls dress and underwear. Stretch , silk , laced, cotton. There was a suitcase full of this things for me.
In any opportunity when no one wasn't at home I must get dressed and get ready for him . ... Continue»
Posted by Echoes90 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
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Employee Discount

“Tariq, you need to go get a suit for Uncle Mack’s funeral,” Jackie Woods instructed her twenty-four year old son.
“Okay, ma,” grunted the fast food worker who was on his day off playing Call of Duty: Advanced Warfare.
“I’m serious. Do it today. You can use JC Penney card.”
“Yes, ma’am.”
“Tariq! Have that suit before we leave for Cleveland tonight.”
“Okay,” the six-foot-one-inch slim dark-skinned guy huffed as he paused his game. “I’ma get ready and go now.”
“Thank you,” the exasperated woman sighed. “I’m gone to the beauty shop. See you later.”

Tariq rushed out of the bedroom he’d ha... Continue»
Posted by faggyboi 1 year ago  |  Categories: Gay Male, Shemales  |  
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How Kenny got his promotion.

For the last 15 years I have been working in the same boring office and as a result I have actually worked my way up to quite a high up position, my own parking space, my own office, all of those benefits you get, and as part of my job I am responsible for and have to support the work experience fellows we have that do general admin duties and sorting out mail, there's very rarely any complications.

One day I'm just finishing up some paperwork and can't wait to get home as I have a nice a lovely bit of pulled pork steaming away in the house, when all of a sudden a work experience boy comes ... Continue»
Posted by wherethewhitewomenat 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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Horse Cock Girl part 4



It had been nearly a year since Amy, Lucy and Scarlet had begun living together for their college studies. In that time, they'd all grown closer together. They effectively had a secret, three-way relationship going.

Amy had, the year before, grown the large cock of a horse by a freak accident at a lab on a field trip with college. She had told her best friend and classmate, Lucy, who had immediately started thinking of uses for it. It had scared Amy, at firsts, but soon after they started, she was enjoying their lesbian relationship.

They'd opened the spare room in the flat. Lucy had... Continue»
Posted by drew1207 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Horse Cock Girl Part 5

Author's note:

I got a fair bit of feedback on Chapter 5, stating that the chapter were too short and that the description had been lacking.

I know this will end up being under a page on here, but it is the second-longest chapter yet. I hope you all enjoy the work I put into it.

It's not been easy to keep this story going for so long, so I think I'll likely only write one or two more chapters to wrap it up. I'm not sure how it'll end, so please, don't ask me.

Once again, thanks you too everyone that reads the story. I hope you enjoy it and I welcome constructive feedback.

***
... Continue»
Posted by drew1207 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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End of the Week

Ernest Gaines, known by most as ‘E’ or ‘Big’, bounded down the corridors of Presbyterian Regional Medical Center wheeling a patient towards discharge. It was shortly before 8:00 a.m. on Saturday which meant this was his final task of his shift. He made it to the waiting area and brought the chair to a stop as the elderly man peered out the window for his f****y.

“What’s going on,” a fellow orderly asked.
“Can’t call it,” E replied.
“I hear ya, man. You gettin’ off soon?”
“Yeah. Goin’ to the crib and chill. Got three in a row off.”
“I’d do that. But I got too many people at home to get a... Continue»
Posted by faggyboi 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Becoming My Girlfriend





"UUNNNNNGGG...." Bernard moaned as he speared the soft, wet mound of
his girlfriend, Allison. "OOOOOH!" she cried as she was mounted, and
wrapped her supple, pale thighs around his hips, her legs scissoring
behind him to pull him even deeper into her slick canal.

Bernard was in heaven as he started thrusting hard into Allison,
savoring the pleasure of her soft, curvy body. He found it odd that
she was so willing to have sex now, when their relationship was on the
rocks, but he had waited so long for a chance to ream her that he
wasn't going to complain.

"Oh! Oh! Oh!" she... Continue»
Posted by lana100 1 year ago  |  Categories: Shemales  |  
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beautiful tranny

This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?

Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my f****y have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I teach student best masterpieces of Shakespeare and Charles Dickens, and so I am in my whole best! I ... Continue»
Posted by princessamyov 1 year ago  |  Categories: Anal, Shemales, Taboo  |  
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Brandi Cums After MNF

This guy calls the e****t services and it seems like he is going to have the best sex in his life…

So, I come home from watching Monday Night Football with some guys at the local pub. I turn on the TV and some infomercial for an exercise machine comes on. The model working the machine has a great body and seeing her workout is really working me up. My cock even gets a bit hard.

Feeling a bit on the adventurous side, I open the phonebook and look for an e****t service that has shemales. I find one. Just talking to the dispatcher and describing what I want makes my cock hard again.

The ... Continue»
Posted by princessamyov 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Shock and Awe Part 2

Have you ever been with a shemale before? This guy experienced what it’s like to be ass-fucked by a half-man, half-woman and it seems that he really enjoyed it…


Carla lay back on the white sheets and said ‘I want you to lick me down there first’

I was a bit shocked to be honest. I mean every guy imagines what it must be like to suck a cock at some point in their lives (and I just had for the first time, it was lovely), but anus licking had never entered my mind and I was hesitant.

Carla noticed my reticence and sat upright again. ‘Let me show you’ she said ‘ turn round and bend over... Continue»
Posted by princessamyov 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Shock and Awe

This guy goes on a business trip and makes one of his long dreams cum true…

My name is Frank and I’m a decent looking Irishman in my mid 40′s. Every now and then my work takes me to London for a few days and I like to let my hair down if I can. I try and find a hotel in the Earls Court area so if the mood takes me I can visit one of the many hookers that has apartments in the area and advertise their services in local phone boxes.

Last month was one such occasion and I checked into a hotel I had booked at random on the Internet. It was a small place but comfortable and my room was ‘theme... Continue»
Posted by princessamyov 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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A girl from the bar

This guy picks up a chick in the bar and takes her to a private room, the only thing on his mind is to fuck her, but there’s a surprise that the chick has prepared for him!

When I stepped down to the hotel’s bar I didn’t even notice that girl at once. I sat my ass down on the sofa in the corner and ordered some whisky. A waitress girl said I needn’t to pay for my drink as it was checked by a girl sitting near by facing me. I looked at her: it was young fresh meat like blonde babe who looked very horny a bit sluttish. She was beautiful. Rosaline, her name, was wearing black leather skirt and... Continue»
Posted by princessamyov 1 year ago  |  Categories: Anal, Shemales, Taboo  |  
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Brooke comes to visit, continued...

…Continued
I took Brooke’s hand and walked to the bedroom, fixing my skirt as I went. Brooke laid on her side at the far end of the bed. I kneeled and slowly crawled my way to her. Getting closer, she covered her face saying, “ugh! You are driving me nuts!” That really was my intention. I knew this was turning her on and I was sure a breaking point is in sight. When I reached her, I straddled her hips, making sure my skirt was loose around my legs. This looked like a typical cowgirl position with me sitting on Brooke’s thighs and her hands on my legs. She moved her hands up my thighs and arou... Continue»
Posted by ahsleymills 1 year ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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Thougt i could fool the staff

Realized this day would go on so decided to go buy lightbeers an two packs of ciggarettes..

Uppon arival i smoothly asked two female store attendants where i could find makeup.. yeah sure over here, they where holding back giggles i swear and as suave as james bond i just flat out lied someone is gonna look really pretty for his birthday! (u know im just getting supplies) then i asked them about what i thoght was foundation and they wher like yeah u use it to blabla and i said yeah just wanna make sure i got this note with me im not al so sure of what everything is...
So far so good..
... Continue»
Posted by tinyswede 1 year ago  |  Categories: Sex Humor, Shemales, Taboo  |  
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Clare


I shouldn't have tested her. Or, maybe I should have. I'm not sure anymore. I'm not sure which emotions are mine. I'm in a happy relationship. I think. My name is Clare. Now... Anyway. Sorry, I realize how confusing this is. Let me attempt to make sense out of it. My name is John. Or, my name used to be John. My best friend is named Hunter. We did everything together. Now we do everything to each other. You see, Clare was dating Hunter. I didn't know her last name, whether or not she had a f****y, or anything like that. The strange thing is, neither did Hunter. He assumed she was shy or emba... Continue»
Posted by klammer 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Irresistible



Irresistible



My wedding day... I suppose all brides cry on the day of their wedding. But maybe not for the same reason my bride was crying...

---------------------------------------------------------

Becca and I had been engaged for nearly a year. Being that we both came from prominent families we had a huge wedding planned. All of New York society would be in attendance. Her father tried not to show it but he was incredibly perturbed at how much he had to shell out for this huge wedding.

"I don't know where this stupid tradition of the father paying for the wedding ca... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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