Shemales Porn Stories
Page 71

Delilah and the Deep Blue Sea. (part four)



The skipper of my boat was a man of few words it seemed for he maintained a taciturn silence as we sailed away from the island. I didn’t mind the lack of communication. I huddled miserably in the stern of the fishing boat, lost in my own thoughts and hardly in a mood to talk. My tear blurred eyes were fixed upon the dwindling view of the island as we left it far astern. Soon it was nothing but a pinprick on the horizon and shortly afterwards I lost it in the afternoon haze. It felt as if something had been torn from my soul.
I blinked away my tears and glanced ahead. A sliver of land had ... Continue»
Posted by Mikebasil 2 years ago  |  Categories: Shemales  |  Views: 1271  |  
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Leila's Secret

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most.

It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before.

I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back home before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 when I first saw her. And boy, was she a vision. It had been raining all morning and the woman who stood there beside the road w... Continue»
Posted by nova169 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1380  |  
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She was a he

Few years back I was in a bar in London getting a round in for the lads before we hit Fabric.
I will be the first to say I'm not the fittest of guys and rely a lot on my charm. I took the drinks back to the table and returned to the bar to grab mine when a stunning Asian girl caught my eye and smiled at me. She glided when she walked, a smile that made your heart melt and a body to die for, why was she heading over to me....?

We chatted for a while and I agreed to meet my friends in the club a little later so I could get to know this amazing angel. We chatted, flirted and laughed until th... Continue»
Posted by dirtydisco99 3 months ago  |  Categories: First Time, Shemales  |  Views: 4835  |  
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Two trannys dominate me

I never thought of a day that I would be involved in a threesome. Especially a threesome with two trannies. It was lonely bar night for me, nothing special. I sat drinking all of my problems away. The rum and cokes were strong that night. I sat thinking about my life and wondering if life could actually be enjoyed. See, I was always that person who thought living a mild manner, do goody, life was the correct choice. But then why was I here drinking my life away? Something was missing. I was lonely at the time, no one to drink with, no one to call, no one to talk too. The bartender saw... Continue»
Posted by bigwangcum 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2476  |  
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Gang banged in bondage by shemale co-workers

I had just gotten back home after work when my phone called.
-That´s strange.
When I answered the phone I heard that it was my boss that called.
- Can you come over here please?
She said in a rather seducing tone.
I guessed that I didn´t have much of a choice so I said yes and drove to her house.
Just like the last time her secretary opened and asked me to come in.
-Ms Boss is waiting for you in the living room.
She also said that this might take some time.
Whe I entered the living room I realised that I was gonna get tied upp again. There was bondage stuff al around the room! Dildos,... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 734  |  
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I am such a slut..........6

I am such a slut..........6


(Please take a look at my other blogs to bring you up to date. thank you for your comments :)

What was I doing? What had I become? What was happening to me? Sucking men's cocks, how many now..twelve. No f******n. No actually s*******n when I think about it. And even worse, letting men use my asspussy, filling me with their meat.......and their cum. Men who I didn't know. Men who I hadn't even seen. In the darkness just making myself available, dropping to my knees to serve them. Bending over and offering my manpussy to them. Sitting on their erect cocks.... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1447  |  
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Str8 Guy Seduced By A Tranny (ch2)

For a str8 friend here at xHamster... who is a fan of my writing and when I told him I would write a story with him in it... I'm not sure he knew what he was getting into..

Chapter 2


~~~~~~~~~~~~~~~~~~~~~~~~~


We entered my room, it is mid-afternoon, so it is warm; the sun is bright and there is a warm sweet scented breeze wafting in the open window... I always splurge and get the "nice view" rooms, and so, I was on the top floor of the hotel (only five floors) and had a balcony that overlooked the ocean, and yet, it was private enough that no one could look in.

He walked... Continue»
Posted by TomStone90045 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2451  |  
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Online Hookup

Jamie Harris typed in the user name and password of his account with his favorite online amateur porn hosting site. He was alerted to a new message. He clicked the envelope icon and viewed the correspondence from screen name ‘DLdriller’.

Damn fembunnybttm!!! I wanna get in that ass. Where are you located? I think we stay close.

Jamie fired off a reply with his location along with his email address and the number to his spare prepaid phone. He logged off the computer and hopped in the shower before heading to work at the clinic where he was the administrator. Later that day, Jamie retu... Continue»
Posted by faggyboi 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1791  |  
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olderman and mature crossdresser part 1

It was just a normal friday day so I went to the store to buy some food for the week.I wore a jean mini skirt and pink t-shirt and tan pantyhose with my 3"heels and make up and all.
As I made my way down thru the ailse I notice a older tall gray haired slim man following me.Well I gave him a couple bending over shots and eye contact.I made my way to the check out an seen him in other line.I finshed checking out when I got outside to load my bags in my car he was parked next to me.He spoke to me and said that he was sorry for following me around that he was not some kind of crazy killer but ... Continue»
Posted by cdpaula 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 894  |  
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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 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4575  |  
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First Date

My urges to be with a man had been growing every day, so I decided to start an online dating account, to see if any guys were interested in me. In a matter of hours, I received hundreds of messages from interested men. One in particular stood out to me. He was 6'5" and muscular and a former marine. He sent me flirty e-mails and I flirted back and sent him a few pictures. After about the 10th email he told me that he had re-read my profile and he didn't realize that I was transgender. He told me he had never been with a t-girl but that I was so sexy that he didn't even care, he needed to take m... Continue»
Posted by xjessica88x 1 month ago  |  Categories: First Time, Shemales  |  Views: 3780  |  
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Joanna Tranny Prostitute

Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stopped asking for business and after she’d explained the she was a cross dresser and he had readily agreed to anal sex .He was young, quite handsome and had treated her with kindness and respect. They’d driven to a local builder’s yard that Joanna often used and after exchangeing the money and some small talk had ... Continue»
Posted by joannacd1 3 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 757  |  
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SISSY DANI PART 1



I was not aware that my girlfriend had begun studying hypnosis,
nor that she harbored ambitions of petticoating me. But I soon
discovered that the combination of the two was dangerous to my
masculinity. One afternoon I was sitting in my living room,
listening to the stereo through a pair of headphones. It was a
warm, sultry day, and after a while I drifted off to sl**p. (Much
of what follows my girlfriend--now my mistress-- explained to me
later.

Seeing that I had dozed off, Jennifer saw her chance. She
replaced my music tape with one she had prepared in advance.
Through my dr... Continue»
Posted by alexwd0 3 years ago  |  Categories: Fetish, Shemales  |  Views: 560  |  
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The night I stayed in Nashville ( as a sissy )

I was traveling to Florida from Missouri to see my k**s. I new always stay the night in Nashville, and sense I would be alone in the hotel I thought I would pack a few of my sissy things. The thought had me hot the whole trip so I had to pull over early and slip into a rest room in a truck stop to put on some things for the drive. I put on some pink panties and stay up stockings, also a little camisole under my shirt. Wearing these under my cloths had me excited the whole trip. By the time I got to Nashville I was fit to be tied. ( literally )I checked into my hotel and started to get dressed ... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales  |  Views: 1302  |  
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Teenage crossdresser

Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.

There is no cross dressing in the story but this is how I began my transformation from
regular boy into cock suckking teenage crossdresser.

We were having a really hot heat wave. i meat with my older b*****r (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going to the movies by myself but I really did want to see that inception movie. I looked up whe... Continue»
Posted by srlvictoria 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 3005  |  
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The Making of A Sissy-Part Four

After an exhausting evening Bella was made to wait at the door and humbly kiss the guests as they left; some of the males groping her pretty arse as they departed. She was glad of the alcohol she had been treated to as this masked from her the ugliness of some of the brutes she had been f***ed to entertain, though she remained reasonably coherent. Bella eyed the vase in which the phone was hidden, which was tantalisingly close. Jane ushered her into the embrace of one of the leaving males, who was also a little worse for wear; he cupped the sissy’s sweet little balls in one hand as he pulle... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 792  |  
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My Ladyboy- LittleLi- Part 2

After LittleLi had finished swallowing my cum, she fell back and i noticed she still had on her frilly ankle socks and MJ,s. Now that I knew LittleLi was a ladyboy i could tell her about my collection of stockings, panties, shoes and dresses that i liked to get dresssed in. LittleLi loved the the fact and took off the rest of my man clothes. I got up off the bed in front of her naked and went to my cabinet with all my fave clothes in it. I lay out satin frilly panties, stockings of all different colours and school uniforms with knee socks from Japan to England. LittleLi immediately ordered me ... Continue»
Posted by igglepiggle 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1274  |  
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The Domestic Bliss continued ……

After my s****r told my Mother that I was wearing her clothes, Mother was just brilliant. Mother was tall, almost 5’10”, dark auburn hair, very light/white skin, freckles, very small breasts but fantastic figure and legs. When she made me her second daughter, I was more or less her build so I could wear her clothes and shoes easily.

She told me that I wasn’t in trouble but that she would have to think about the new girl in the house a little more. I was given permission to wear her clothes but only those that she had worn (she changed her underwear every day but that didn’t stop those li... Continue»
Posted by antoniaf 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 909  |  
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Dad uses me for his wife

After a long and unstable marrage of 20 years, the divorce papers finally came. My wife and I only had one c***d, William, and he is very gay. My wife was too much of a homophobic bitch to support him. Even when he was younger we knew he would turn out gay. Always wanting to wear girl's clothing, dress differently, speak differently, even walk differently. I always supported him as a dad and as his friend. I never understood and I still don't understand my wife and how she could just leave her only c***d and I. I remember it was his 18th birthday, about five months ago. She came home from work... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 3940  |  
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Finding a Great Roomate

I had just moved to the Great NorthWest and was lucky enough to land a job as a convenience store clerk working a shift from 8pm to 4am. Money was tight so I went to the classified to look for an apartment to share. I found one that was fairly cheap and close to my job. It was a two bedroom apt. and I would share the kitchen and common area with my roommate. I gave the guy a call and set up an appointment to see the apartment and be interviewed by him. I went to the address and rang the bell. The door was opened and there stood huge guy, well over 6' tall and I would say around 260lbs. H... Continue»
Posted by rikki50 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 4146  |  
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