Shemales Porn Stories
Page 15

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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"When I became a girl..." Pt 1

My name is Gabriella. Let me start by saying that I always felt like I was different growing up.  I was raised by a single mom because my dad left the country before I was even born and we never found out where he went or if he was even still alive. I was actually born a boy and I was known to be a very cute baby boy throughout my first two years of life. Even though I couldn't remember their first two years of life, as it usually happens to most people, I had still seen pictures of me from back then. In a few of them I was dressed in light blue and one of the pictures even showed my uncircumc... Continue»
Posted by adblman 4 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Bondaged and fucked at a hospital: Pt 2

I ate my lunch watching tv, when I was done Lisa cleaned up after me and she gave me some time to rest as she left the room, sort of like "nap time" at a daycare. I was about to drift off when I felt a sudden strong urge to pee but as I moved my legs around in the bed to get up I was instantly reminded of the thick crinkly diaper I had on under my hospital gown. I thought about what the nurse said, about having to use diapers for a whole week and I didn't want to disobey her orders seeing as she really knows how to discipline a "naughty diaper boy" which is what she referred to me as. I also d... Continue»
Posted by adblman 4 months ago  |  Categories: BDSM, 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 4 months 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 4 months 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 4 months 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 4 months 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 4 months 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 4 months 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 4 months ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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Bi MMF, FemDom, Cross Dressing, Cuckold

I have these friends, a husband and wife. For the longest time, I've wanted badly to have sex with both of them. First I wanted just him, but I thought it would be even better if I involved both of them.

I'm bi, but they don't know that. Anyway, after years of hanging out with them, I see how domineering she is over her husband - my friend. She really puts him down, bitches at him constantly and belittles him, in front of anybody. She's really tough, but she's mostly been nice to me. She's got a couple of extra pounds and she's pretty and blonde. My friend is not very handsome, more "pretty... Continue»
Posted by chrissylegs 4 months ago  |  Categories: Anal, Gay Male, 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 5 months 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 5 months 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 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Times I almost got caught cross dressing

I might more appropriately have named this 'times I got caught'. One day, after MANY when I used to dress and walk my driveway, two of my neighbors actually caught me. One was my nextdoor neighbor. I used to be defiant of cars driving by....my driveway is 400 feet in the woods, so unless you were specifically looking up the driveway, you wouldn't have noticed me. Well, he did. He drove by, and I didn't notice that the car started driving so short a distance from me. He drove by and saw me, slammed on his brakes and backed up. I ran like hell into the woods and hid behind a tree. He yelled out,... Continue»
Posted by IAmDanCieri 5 months ago  |  Categories: Sex Humor, Shemales  |  
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Last Weekend's Flake Becomes This Saturday�

This was the second date I'd arranged with this young gentleman. The first had, unhappily, fallen to pieces even before the evening of - and while I'm not usually given to providing flakes second chances, I was in enough of a charitable mood (and let's face it, I was definitely in need of some action) to arrange a meetup for Saturday.

When he arrived it was already dark out, and cold. I'd left my door unlocked for him,so the first I knew of his arrival was the tinkling of the chimes as he opened the door. I was waiting for him in the livingroom upstairs, dressed as he'd requested, all in ho... Continue»
Posted by sissymaidjanine 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Girdle Lover Part II

So Betty and I would meet whenever we could. One fond memory was
going to a shopping mall helping her try on various high heels after
dinner. Betty was still wearing her work clothes and it was such a
turn on seeing her sexy cute size 7 feet with pretty painted toenails
covered with tan pantyhose slipping into various shoes. I finally
convinced her to buy these 4.5 inch spiked heeled bright red pumps
which were difficult for her to walk in but made my cock hard as
steel. The young saleslady probably thought it was pretty strange
that this middle aged lady and this young guy wer... Continue»
Posted by dianne_silk 5 months ago  |  Categories: Fetish, Mature, Shemales  |  
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MY GAY PRISON SISSY ****


I'm sure many of you have seen a number of movies or television programs based on prison life behind bars. Having recently spent some 29 months in an undisclosed New England State Pen, I'll now share with you first hand, some of the wildest and most unbelievable sexual experiences one could ever imagine.

While still on parole now, I will change my name here and not mention the state facility involved. Other than to substitute a few names for some of the real ones involved, all of what I'm disclosing here actually happened between late July of 2007 and Dec. of 2009. My work... Continue»
Posted by cddixie 5 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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A surprise at a wedding

Me and my friend attended the wedding of one of his old mates and I was pretty much invited along just to keep him company, and it was beautiful, a big fancy wedding, delicious food, and lots, I repeat, lots of great looking women.

It seemed pointless me being there because it wasn't long before my friend hooked up with one of the bridesmaids and just left me alone at the bar, sipping on my drink, until low and behold, I caught a cute, petite woman staring at me with a smile on her face, I decided to make a move.

We got to chatting and I quickly realised that this girl had an amazing per... Continue»
Posted by wherethewhitewomenat 5 months ago  |  Categories: First Time, Shemales  |  
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Bondaged and fucked at a hospital: pt1

I was watching a baseball game with my cousin Jackie who was 15 and it was an unusually hot day for which I hadn't fully prepared for since I was young and head strong to say the least. It was half way through the game and I had run out of water but I didn't want to take my cousin's water or miss the game so I stayed in the intense heat without any water as Jackie continued to sip from her bottle of water. I didn't want to alarm her or miss the game but I was starting to feel dizzy. Sure enough, as I touched her shoulder to tell her I wasn't feeling so good I fainted and fell out of my seat la... Continue»
Posted by adblman 5 months ago  |  Categories: BDSM, First Time, Shemales  |  
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