Shemales Porn Stories
Page 14

Playtime Stories Ch 4 Tiffany and I are joined by

4.

I agreed to Tiffany’s promise of more fun at her place. She was a talented ass-fucker and although I’d just cum in the porn booth I could already feel my cock-craving returning. 30 minutes later we were pulling into a two-floor townhouse in suburbia.
Tiffany gave “Pet” a bullshit story about how I wasn’t able to go to my gay lover’s house because it was so late. At first he was a bit put off but then she added “Besides, you made a mess on her. The least you should do is clean her up…”
Of course there was no gay lover, and the mess was now on both legs after my own ass-fucking... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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My Greek Goddess

I'm Caroline. I'm 27 years old and I work as a solicitor in the West End of Edinburgh. I'm generally considered quite attractive, five-feet-five tall with dark blonde shoulder length hair and a pretty face, featuring big green eyes and pouty lips, and a nice figure with C-cup boobs. I've been blissfully married for three years to Rab, a successful self-employed builder and general tradesman. In that time I've never so much as looked at another man, let alone a woman...until that day at the gym.

It's actually a small private health club, in the shadow of Calton Hill. I'd done my usual workou... Continue»
Posted by NYQ 4 months ago  |  Categories: First Time, Mature, Shemales  |  
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Drama queen

The Drama Queen

My name is Christopher Robin; I did get a lot of ribbing about it. A well known did not do me any favours; it was friday last working day of the month also start of half term. I was just looking at my payslip. I had enough for my expenses plus a little left over for some luxuries. I tried to be careful with money although being an only offspring of my deceased parents. They were killed by a d***k driver going through a red light at speed. I had a substantive payout from his insurance company, and he would not need insurance for a very long time with prison term of 2 life sen... Continue»
Posted by hottvcarole 4 months ago  |  Categories: Group Sex, Shemales  |  
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Drama queen part two

Please read Drama Queen part one before starting this story

Drama Queen Part two.

About 2 pm on Thursday I heard the door bell, looking through the spy hole there stood Amy again fully dressed and made up. I let her in and took her coat. As I hung it up for her I felt her hands creep up under my skirt and round to the front of my panties and caress my penis.
“Steady darling” I said “You’ll have me ejaculate in my panties instead of your mouth”.
“What have you got that is poking into me, it’s very hard”. I added.
“Just a little something I hope you will enjoy”. Amy answered
“If it’s w... Continue»
Posted by hottvcarole 4 months ago  |  Categories: Shemales  |  
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MY HEAVAN PART 2

This is my second part of my hot dream of HEAVAN123 as my hot sexy horny super tall mother


in this chapter i find out shes more than just my mother ,with the big surprize that waits under her long skirts

Chapter 2

Mothers secret:

It had been several days since the bathroom encounter and i could not get my mothers sexy image to leave my mind my big horny cock would not go down even when i would beat it off and cum it stayed hard , i would sneak around to catch glimpses of her and stroke my cock ,just the fackt that she was so fucking tall and how her gigantic breasts seemed to de... Continue»
Posted by huge_cock_rules 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Mom Loves Not Her Daughters

IT SEEMED LIKE the ideal time. Amy was at school and mom had gone to shop
about an hour before. I had waited purposely to make sure she hadn't
forgotten something so she would return right away.
I'd been thinking about it for a long time. I mean, I'd looked at mom
and s*s's stuff before. But that was only in the bathroom where they
sometimes hung things around or in the dirty clothes or even in the washing
machine if I had to load and unload it.
I went to s*s's room first. It was really pretty disappointing. I
mean, she had panties and one spare little training bra but that ... Continue»
Posted by BeeJay69 4 months ago  |  Categories: Shemales, Taboo  |  
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Wedding Gift

Doug and I had been best friends since the first day at school. Who knows why you choose your first friend? It could be that your mothers push you together. It could be because you turned up at the school gates at the same time. Or it could be because on the first day you sat down next to each other. All I know is that Doug and I were friends from the first day to, well right up to today. Through the first few years we were always in the same classes. We spent holidays at each other’s houses and our parents got to know each other pretty well too.

And then we hit senior school.

As puberty... Continue»
Posted by annav 4 months ago  |  Categories: First Time, Shemales, Taboo  |  
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A recent date.

Normally I don't use Craigslist because of the fakes, flakes and phonies but this guys add caught my eye and his pics did as well. I wrote him and we set a date for the following evening at 8:00pm sharp. I gave him the directions to my apartment and told him that I would be expecting him. I added a pic of the outfit that I would be wearing as a tease and to fuel his imagination. The next afternoon I started to prepare for the evening's activities. I shaved my face smooth to remove any stubble and then drew a hot bath with lightly scented oils. I shaved my legs smooth, paying extra attent... Continue»
Posted by nickelwound 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Playtime Stories Ch 3

3.

As I left the booth I was in heat. But first I needed to pay a visit to the rest room and finish my browsing, so I replaced myself wet and adjusted my clothes. I thanked him again and he thanked me and then complimented me on being hot. He closed the door and locked it behind me.
I turned right and followed the maze of booths to the restroom. I went inside and locked the door, remembering that night years ago when I had been all but f***ed to suck off a really big nasty guy who “made me.” It wasn’t cool at the time but it was a source of stimulation and fantasy ever since. On ... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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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 4 months 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 4 months 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 4 months 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 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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"When I became a girl...": Part 2

...We stayed up talking about my revealed secret and Peter was very curious to hear about all the small details. I told him that when we first met, as our moms talked to each other, I was shocked to hear his mom refer to me as a little girl and instead of correcting the honest mistake, my mom just accepted it. I continued by saying, "Yea... Well, from then on I was made to wear girl clothes, play with girl toys and even act like a girl, which I thought was fun anyways. My mom even encouraged me to start potty training by sitting on the toilet like a girl and I would wear the pink girl pull ups... Continue»
Posted by adblman 4 months ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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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 4 months 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 4 months 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 4 months 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 4 months 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 4 months 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 4 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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