Shemales Porn Stories
Page 14

My Great Adventure

One morning after dressing in s*s’s clothes and she is a hot one.....black fish net stockings and 5” patenet leather pumps and corsets to die for and a pair of padded inserts to enhance her already endowed breasts, I needed some excitement besides the usual pulling of the wang and using my soft foamy dildo,
So I saw that she left the keys to her car and with mum and dad off on holiday...and s*s gone with her boyfriend, I stayed dressed in her clothes and added a yellow slicker and a bonnet to hide the hot cum fcuk me clothes and started up the Audi and off I went to the next town and though i... Continue»
Posted by mia1 2 years ago  |  Categories: Shemales  |  Views: 2243  |  
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My Girfriends Friend Shayla

I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who I’ve always wanted to see naked, on her knees eating my girlfriend out. Shayla’s tight ass looks so incredibly sexy with that hot pink thong on.

I shut the door behind me and walk up to the couch as I get nice wide smiles from both of these sexy beauties. Shayla slides her tongue back into my girlfrie... Continue»
Posted by Vesper2069 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2242  |  
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A Pleasant Surprise 


I really do enjoy my swing life style. Here is an example of one of those times. 
My lady has this friend, "G" and I wasn't to keen on her. But thank god she lives 4 hours away. I usually bail out on my lady's visits and she is cool with it. But then once my lady begged me to go with her on the next visit. I declined. 
A few days later she asked me again but said she would make it worth my while. Besides it was a huge cook out that we were going too. 
-fast forward to the weekend-
My lady and I took Friday off so we drove out to her friends Thursday after work. After that 3 hour drive, w... Continue»
Posted by rogue-1966 1 year ago  |  Categories: Fetish, Mature, Shemales  |  Views: 2236  |  
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Shopping

As I walked through the shop my heart raced. I was here for one reason. To buy women’s lingerie. I had always chickened out at the last second and was determined to go through with it today. I slowly made my way into the small shop browsing over nothing in particular when a older good looking guy came up to me.

"Is there anything I can help you with" he asked with a grin.

"Uh...yeah....I was uh, looking for something for my girlfriend." I asked nervously.

"What exactly are you looking for?"

"Uh, something sexy."

I just knew he could see right through the lie but he didn't let ... Continue»
Posted by welshcd 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 2231  |  
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Bday wish cum true

It was my thirtieth birthday and my wife Alisha had a surprise planned for me, it was one surprise that I will never forget. I found myself on a plane going to Amsterdam, Alisha had planned a dirty weekend for us and what better way than to spend it in Amsterdam. We did the usual, walked round the red light district, took in the sights, strolled alone the canals, but one day Alisha suggested that we visit a 17th century manor house which was on the outskirts of Amsterdam. The manor was a huge big house almost like a palace, surround by big ornamental gardens. At the entrance of the estate was ... Continue»
Posted by leadpencil21 10 months ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 2226  |  
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A Special Girl - Birth of a Special Girl

A Special Girl - Chapter 1

By Alhana Escher

Birth of a Special Girl


James’ world had been turned upside down. Just moments before he had been getting off with, in his opinion, the cutest and sexiest girl in school. Now though, his was totally freaked out sitting on his living room floor having just discovered his girlfriend Alice wasn’t actually a girl at all. He had found out when his hand, that had been slowly making it’s way up her legs underneath her dress had reached the silkiness of her knickers to find a unexpected surprise waiting within. A small, but definitely hard ... Continue»
Posted by AlhanaCD 1 year ago  |  Categories: Shemales, Taboo  |  Views: 2225  |  
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Ladyboy orgy in Thailand

During one of my many nights in the sleaze capital of the world Pattaya, Thailand I was at a certain ladyboy bar all dressed up in my sexiest outfit that the “girls” had ask me to wear in as I had shown them some pics of me dressed. Not that I could ever hope to compete with any of them!

Chatting away with one of the girls a German guy came over to us and said that he having a “party” up stairs and if we would like to join him and his friend. I assumed he just meant the girl from the bar and told them to have fun and she went off with the German guy. Just as they went threw the door lead... Continue»
Posted by toniparr 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2226  |  
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My frist time wearing sexy panties part 1

My mom and dad had just split up. So my mom and I moved from Buffalo NY to San Jose Calif..

We moved in with my uncle Jim when we got to San Jose.

Uncle Jim was single but had his own house.

It was a nice place and I had my own room.

My uncle Jim worked at a bait and tackle shore and went to work early in the morning.

My mom also went to work at Macy's and worked in the lingerie department of the store.

So I was at home by myself most of the time.

My uncle was into taking pictures and had his own dark room.

He would take pictures of guys and their fish than put them up ... Continue»
Posted by suecd58 9 months ago  |  Categories: Shemales  |  Views: 2221  |  
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bar bang

I must start out by saying I love to turn guys on. I decided to go out with a few girlfriends to a bar this weekend. When we walked in a few heads turned and noticed us. After a few drinks I was feeling very horny and turned on and so I started looking around the bar and someone caught my eye. They were tall and hot as hell with the long blonde down to their mid-back. Bright blue eyes, and well toned body. I walked over and asked if I could sit down. they said yes and so I sat. when I sat I purposely rubbed my hand across their leg. I felt a tingle in my pussy and I started to get turned by my... Continue»
Posted by eldrine 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2217  |  
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The Superbowl

I was very surprised when my b*****r-in-law Tom invited me to watch the super bowl with some of his friends. The only reason he would “invite” me over was to be his little sex sissy, since he had enough pictures of me dressed as a girl sucking and being fucked by him I had no choice but to do as told.

This would be different, I thought because his friends would be there and he would never let them know he did any homosexual acts.

When I arrived Tom immediately hustled me into the bedroom. I saw right away the little French maid outfit on the bed and my heart sank. I protested, and said t... Continue»
Posted by pandys 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2216  |  
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The Shoe Store

The Shoe Store
By
L

Adam hated working Wednesdays. He works the entire day from opening to closing every Wednesday. His manager always takes Wednesday off. This was mostly a boring day for Adam. A few women came in the store before lunch which was a disappointment for Adam. Adam is a bit of a pervert. He likes to take a peak up a woman’s dress or skirt while he is putting on shoes for them. The morning customers all were wearing slacks.

A woman came into the store a little after lunch time. She was wearing a halter top with a short skirt, stockings and heels. Adam went over to her ... Continue»
Posted by Len1958 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2211  |  
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Black Master, white sissy part 1

Black Skinhead, white sissy 1
by
Nancyberlin

Every one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit. I went to an up market health club to keep my body in peak condition. I'd even dated a nice girl from time to time. So you'd be right in thinking that I was a bit of a closet case. I used to pass a gay bar on my way home from work; in the summer t... Continue»
Posted by NancyBerlin 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 2210  |  
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such a whore

I finnaly made this happen a few days ago !
i have been crossdressing for as long as i can remember.I still remember when i snathed a pair of my cousins panties when i was young i dont know theres is just something about womens clothes that just intrigies me . Any way growing up i always masterbated wearing panties and lingere and watching porn ,I always consider my self differnt han other people but i didnt know why , which ended up me turning in to a loner , never really enjoying sex with women i always considered it like a lot of work fucking them when i could just sit back and jack off ,e... Continue»
Posted by queerbait82 1 month ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2213  |  
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My First Tgirl Deepthroat.

Before I, start, I will tell something of myself.

My name is John, I am 48 Yrs old, I never thought I would attracted to Tgirls,

I am average built, 5ft 10in tall, 190 lbs, I am Hawaiian, Phillinino, Chinese
Nationality.

Well 2yrs ago I was cruising in town (Honolulu) and went to a bar to chill for awhile a had two beers just cruising, when this beautiful Asian girl sat down next to me, She was hot smoking hot, damn.

We started talked, simple confersation. I kept staring at her full lips and I was getting a hard on. I was hope she would not notice my fidgeting around on my chai... Continue»
Posted by jkain 4 months ago  |  Categories: First Time, Shemales  |  Views: 2202  |  
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Job Interview with an Escort Service

On my 18th birthday, I had a job interview with a local e****t service. It was actually my 16th birthday but I had managed to get a fake ID ;-) I had a female cousin that was e****ting for this service and when she told them that she had a crossdressing bisexual male cousin, they wanted to meet me!

I showed up to the interview completely in drag: black stockings, garter belt, stiletto heels, black miniskirt, red blouse, wig, face painted like a fucking whore! It wasn't long into the interview when I was informed that the job would involve getting naked with mostly male clients and asked ... Continue»
Posted by cdsexslut 11 months ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 2200  |  
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“Some first date, huh”

So I had just gotten this new job at a fast food/dine in kind of place for the summer trying to make some extra money before the fall semester started. And there was this boy named Danny that would come into the restaurant every so often. He was really cute and had nice lean looking body. He was pretty shy but I could tell he was in to me because quite frankly the food wasn’t that good and he would always stop by during my shift checking me out. So a few weeks past and he had yet to make a move. I was a little hesitant as well because I didn’t know how accepting he would be of my “situation”. ... Continue»
Posted by pleasurenfun 28 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 2200  |  
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HERMAPHRODITE GANG BANG PARK

INTERSEX GANG BANG

THIS STORY IS 80% TRUE.
I DID NOT CHANGE VERY MUCH OF IT


I'm intersex. The medical term used to be “Hermaphrodite.”
They even distinguished a “True Hermaphrodite” from
“Pseudo Hermaphrodite.”
A “True Hermaphrodite has an “Ovatestes,” a gland that's not
a testicle or an ovary but both. Yet neither.
Hermaphrodite is a stupid old term.

When I was..um.. young I 5was gorgeous.
B cup tits, perfect girlish figure, hips, ass, pretty face,
drop dead legs, everything.

My older br0ther turned me into a prostitute and used his
connection with our f@mily doctor
... Continue»
Posted by Utubeslut 1 year ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 2195  |  
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Anything to make a sale

“David, you are not the right sales person for this account. I know the CEO of Cybertix very well, he’s been a client of mine for years, and he won’t relate to you.”

I was sitting in the office of Victoria, my boss. There was a big sale opportunity at Cybertix and I badly wanted to be placed on the account so that I could win the sale and earn a big fat commission. Yes, I was desperate. It had been a bad year for me and I had earned almost no commission. I worked as a salesman for Software, Inc., a company founded and managed by Victoria. I liked working for her, although we did clash heads... Continue»
Posted by didi_galtier 10 months ago  |  Categories: Anal, Shemales  |  Views: 2195  |  
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Sissy slaveboy gets trapped & blackmailed Pt 1

I had been a submissive with ever more disgusting fantasises for several years now and had acted out a fair few of them over that time.
I was a manly, muscular lad who everyone looked up to and would think was the textbook "normal man".
I held a professional job, steady girlfriend and a good standard of living, to the outside world, the perfect existence.
Behind closed doors i had harboured a strong, submissive streak which i could simply never satisfy and a desire to be controlled and humiliated that just grew day by day.
I love to serve Dominant women and adore total degradation, shame ... Continue»
Posted by kinkyandfun 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2187  |  
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I slept with Joanne, who had a dark secret

What is the weirdest sex I have had, I thought about is for all of thirty seconds, the night Joanne slipped inside me, on a f***ed stopover.
Now before you cry Lesbian or Bi-Sexual, you would be wrong, because Joanne was neither, she was a transsexual, something I did not know at the time, nor was she, him about to admit to, especially since I had offered to share my hotel room and not leave her stranded without.
We both worked for the same airline, which I shall not mention, due to legal obligations, but I knew Joanne from our first meeting her on a photo shoot, which was an advertisement a... Continue»
Posted by MarieL 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2182  |  
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