Shemales Porn Stories
Page 56

A Night on the Town

This is my first post, hope you enjoy. May continue the story if I get positive feedback.
It was my 21st birthday, and my friends were taking me out for a night on the town. We had been going from bar to bar, getting d***k and trying to pick up women. Finding no luck with the woman at the bar we were at, we decided that it was time to move on again. We wandered down the street, looking for the next bar. We found one called the Dollhouse, and decided to go in. We found a table and immediately ordered our drinks. I had the need to go to the restroom, and excused myself from my friends.
On my ... Continue»
Posted by thomas1927 1 year ago  |  Categories: Shemales  |  Views: 1688  |  
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Just Another Sunday Funday

So I just got back from one of my favorite days: Sunday. Most people hate it because it's the day people go to church. But that's exactly why I like it. You see, every Sunday, one of my oldest and dearest lovers invites me to his home while his wife is at church. He also invites several of his friends…who invite their friends…and who invite their friends ;-) We call it "Sunday Funday".

While I usually travel very discretely, these men want me in full drag, in the sluttiest outfits and highest heels imaginable. This time, I was wearing a cowgirl outfit with a brown pair of boots, comp... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1324  |  
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My friends fantasy for me....

Hi Sweetie,

Well, I was with you in your bedroom and I was completely naked and you were sitting on the bed, just wearing your girdle and stockings (you were wearing 10den. FF copper Cuban heel Elegantis, from an 8 strap girdle), and I got on my knees and I started kissing your toes, with the red nails (Ohh...so Lovely)..., before moving sideways to your heels (so smooth), and then when I lifted your feet off the floor to put my nose (and lips and tongue and fingers) to your soles and catch that Sensationally Delicious scent only feet can produce (especially when nylon clad), you toppled ov... Continue»
Posted by Nylondlegs 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 640  |  
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a*****ed and Turned Out Ch. 1

a*****ed and Turned Out Ch. About four years ago, I decided to go out for the evening to a local club that tgurls hung out at. I was a regular there, and had been going there for some time with a regular circle of TG/CD girlfriends that I hang out with.

I was already excited when I started to prepare myself in the late afternoon. I picked out one of my favorite outfits, a short suede short skirt that came down just above mid thigh with a matching vest. I also picked out a tight long sleeve light pink stretch top and some calf high black suede boots with 2 inch heels. I am quite tall, and 3... Continue»
Posted by MacDaddy714 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1873  |  
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Weekend i will never forget(part 2)

Weekend i will never forget(Part 2)

I went back to the guest room and pulled the sheets back to turn in for the night. Mistress Cindy had put hot pink sheets on the bed. I suppose that is because I am not man enough to sl**p in a bed with any color other than pink sheets. As I laid down and pulled the sheets and comforter up over me, my head was swimming with the events of the day. My initial thoughts were about how sore my legs were from the heels and how sore my back was from carrying around these huge silicon breasts all day. Then as I thought about it, was all of this really happe... Continue»
Posted by wannabesubformt 1 year ago  |  Categories: BDSM, Shemales  |  Views: 582  |  
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Pounded to submission CH.2

CH. 2

Two days ago Joesph was checking out porn like he usually did at his favorite site xhamster. A couple of BBW vids here some interracial there, the usual. Then he saw a just viewed picture with a Brazilian She-male and couldn't stop looking. With his curiosity getting the better of him he clicked on it. She was gorgeous! Her face appeared to be as feminine as feminine could get, her tits were remarkable. And then he saw it, she had at least an eight inch cock that seemed to defy gravity itself. It was curved upward and pointing towards her belly button. He felt his cock twitch and real... Continue»
Posted by james_jones_03 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 891  |  
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Pounded to submission

Chapter 1

“Oh shit, fuck my black ass with that thick white cock you fucking tranny.” He moaned.

“Harder, **** my tight fucking ass baby.” He screamed

“Quit screaming like a bitch and take it like a man cock-whore.” She exclaimed.

He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that has never been experienced before. He felt as if he were about to cum but his hands were handcuffed to the bedpost and his female/male r****t was not touching his member.

“Stop! Something is not right, I feel like I'm about to ... Continue»
Posted by james_jones_03 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1439  |  
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Best Friend ? part 2

HI ti you all this carries on from part 1.
Linda was now being fucked by sam on a regular basis he was picking her up about once a week and she was enjoying the attention and it certainly helped our sex life as i now got to fuck her not only as a couple but as her sub, when sam was picking her up she would spend time getting ready, then when he came she would be out the door, linda would say i was out so it didnt raise suspicions as she hadnt told him that i knew.
when linda came home she would be all flushed with that just fucked glow i would be waiting upstairs dressed how she had told me ... Continue»
Posted by loopylinda 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 651  |  
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My Semale Girlfriend part 2

Andrea finished her smoke and too me by the hand and led me downsatirs to her "Fuck room" mirrors everywhere, big T.V. couch, chair, bed and a closet full of toys, everything a sexy shemale or bisexual guy could ever want. We stood in the middle of the room kissing and exploring each others bodies "sit on the couch, put your legs up....." She told me in a very commanding voice. I layed back sprad and lifted my legs, Andrea knelt down and stroked my cock licked sucked my balls. her tounge run up the lenght of my cock to the tip then bac down....I moaned and reached for her head, but she backe... Continue»
Posted by rockerroller 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1964  |  
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Once upon a time, I dated a Co-Worker...

It was summer and Dad had asked me to help him around his car insurance agency. Mainly I answered phones and typed in reports on the computer. Couple of nights a week, I would also vacuum, clean up and straighten the office a bit. Had the weekends left to go to the beach and hang out with my friends. Robert and Mayra still worked there, they had been with Dad for years. Both were appraisers, and were in and out of the office constantly. There was a new part-time clerk. Her name was Natalie, in her mid-twenties, a tall girl with long brown hair and hazel eyes. Chatty and friendly, I felt... Continue»
Posted by latinCharm 1 year ago  |  Categories: Anal, Shemales  |  Views: 3255  |  
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A Slut Is Born

There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried in my throat?

It had all started a few months ago. I was locked out of my house in the pouring rain, and I went over to our neighbor’s to see if I could hang out with him until my parents got home. He was a cool guy, single, mid 30’s, worked for a software company, and drove a nice car. Had bought me... Continue»
Posted by MacDaddy714 1 year ago  |  Categories: Anal, Shemales  |  Views: 4538  |  
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Sissy services her football player part 2

While my man was playing football, (never understood the fasination with kicking a ball about), I changed into my schoolgirl uniform. My 'Special' white satin panties with a lace frill. Why special? well they have a little lacy hole at the back for the pleasure of my man! Sheer satin hold up stockings, white knee socks with a heart pattern, sooooo cute! Black patent mary Janes and to finish off, a Japanese sailor top and blue pleated skirt.
Once dressed i would feel so good, prancing about in front of the mirror, waiting for my man to return. I would feel my sissy cock hardning against the sa... Continue»
Posted by igglepiggle 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 499  |  
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So you know women...

I was in another state in an extended stay motel for spring break. The girls were hot and the guys were hotter, I did not know which way I would go on this trip.

I had noticed two females that seemed to be daughter and mother, they would come in early morn and stay in their room. The young girl was close to my age and very light skinned, the one I thought was her mother was some what darker and had a heavier build.

One morning I was returning from an all night party and was just a little bit d***k. I saw them as they pulled in and the elder of the two ran from the car saying someth... Continue»
Posted by d4david 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1690  |  
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My shemale girlfriend

I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark red hair, nice green eyes, and full red lips.....our first date we met at her favorite resturant and she was dressed casual geans high heals and a tigh t-shirt, showing me her great ass, long legs and big round tits. we had a good date nothing happened but a small kiss out side her cab........Date number to we met a... Continue»
Posted by rockerroller 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1390  |  
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Amazing Birthday

Best birthday ever

Hello every one hopes all u doing great and enjoys my story

We all get d***k on our birthday and enjoy every second and get those feeling next day hangover or sore well I was sore from sex and not a big drinker but had few

Friends took me to movie I was wearing one piece shorts top jumpsuit in white no panties and lace bra in white high heel scandal we were group of tranny and black guys
Always fun. Anyway after movie we get to one of friend home we were drinking guys drinking beer few us girls drinking wine its was getting late 11pm I decided to get home few guy f... Continue»
Posted by shawn777 1 year ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1633  |  
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Best Birthday Evening


Hello every one hopes all u doing great and enjoys my story

We all get d***k on our birthday and enjoy every second and get those feeling next day hangover or sore well I was sore from sex and not a big drinker but had few

Friends took me to movie I was wearing one piece shorts top jumpsuit in white no panties and lace bra in white high heel scandal we were group of tranny and black guys
Always fun. Anyway after movie we get to one of friend home we were drinking guys drinking beer few us girls drinking wine its was getting late 11pm I decided to get home few guy friends (JJ & Marc
... Continue»
Posted by shawn777 1 year ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 685  |  
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My shemale boss part 3

I was woken by the vibrating noise of my mobile and looked over at the time, the bedside clock said 1am. The caller I'D on the phone simply showed Bitch, naimly my boss Miss Jones, would she never leave me alone.

I answered the phone and still being half asl**p simply said 'yes'.
'Don't answer me with that tone Rob' she said. 'Sorry, but its one in the morning' I replied.
'Be a darling Rob and pick me up from the club, text me when your outside'. Before I could say anything she hung up.

I pulled my arse out of bed, slipped on some tracky bottoms and a t-shirt, jumped in the car and dr... Continue»
Posted by big_rob49 1 year ago  |  Categories: Shemales  |  Views: 1520  |  
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One of my favourite experiences.

I don't know if anyone will read this or even enjoy it but I've not told it before and it gets me really... excited :P
This took place before I discovered my love for crossdressing and I suppose could also be the reason I started!

A few weeks after I turned 18 I got a girlfriend. She was bisexual but she didn't know that I was also bisexual. Her name was Lisa and she was also 18. After a few days of seeing each other we ended up having sex. It was your average, nothing exciting, foreplay followed by sex.
After a few weeks of our relationship we were getting on great... We'd learned so muc... Continue»
Posted by matttay 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2334  |  
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Clara Bow's Academy for W-B Ladies Part 4

Greville Hambleton tried hard not to think of the ginger sissy; he was married to a fiercely independent woman who was very much in charge in the bedroom, and who knew all too well of Greville’s weakness for effeminate transgendered she-males. As he was often cuckolded, Tara his wife being partial to sampling cock, she turned a blind eye to his discretions. Like a lot of otherwise heterosexual males who enjoy the assertive control by the superior sex, he had a keen dominant streak which revealed itself with a preference for younger ladies, and even more so for sweet effeminate sissies. His ... Continue»
Posted by midsummerman 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 312  |  
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My 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 b... Continue»
Posted by cute_girls_with_dick 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1936  |  
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