Shemales Porn Stories
Page 9

my first time exploring a Tgirl

long time ago as a straight men i was at a big Mall looking for a new pair of pants. There was this lovely young woman named Sherry working there, who was very solicitous, helping me find my size and select a pair of pants that weren't too out of style. I hate to shop, you see, so I usually wear a pair of jeans or shorts. These sort of clothes don't require trying on and are really never out of style. But this time, I wanted to take my time and get a nice pair of pants that fit well.

She was a redhead, about five and a half feet tall, with a very attractive, thin build. I prefer natural rou... Continue»
Posted by mandy_66_night 2 months ago  |  Categories: First Time, Masturbation, Shemales  |  
  |  10

My Transgender BFF

One of my best friends Sarah is a transgender. When we first met I had no idea, no one did. She has always looked very feminine, I sometimes think that she looks better than me. She had some classes with me so we started to talk and we became friends quickly and started hanging almost every afternoon. Eventually she stayed the night at my place.
Things were normal until it got late and we were both in my room laying down. She was going to sl**p on the ground but instead she was laying in bed with me because we were chatting. We were both facing each other and my bed was small so we were v... Continue»
Posted by sweetiepi99 2 months ago  |  Categories: First Time, Shemales, Taboo  |  
  |  27

Ashley's first time pt. 1?

It all started on a sunny monday afternoon. I was 19 bored and laying in my room which was cluttered with my girlfriend at the
times clothes, she was so sexy, blonde hair which flowed down her soft 18 year old shoulders didnt weight but 110lbs standing 5 foot 4
inches off the ground. She also had great taste in style but hardly ever wanted to have sex leaving me constantly horny. She had made me mad that day and we got in a fight which led to her leaving me alone in the house for the entire day. i first went over to my laptop and started browsing through a few tube sites try... Continue»
Posted by ashleysrecret 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  5

arcade sisy


Dwayne started hanging out with us when I was 18. He was older than us - 28 - but he came across as someone our age. Because he was older a lot of us guys sort of hero- worshipped him - me included. So naturally I was flattered when he began to spend a lot of attention on me in particular.

The guys I hung out with were a little wary of Dwayne, because he was black and had been in jail. But Dwayne told me that those guys were hating on him because he was black. He called them "playa haters". "That's why I like you," he said. "You keep it real, b*o."

A lot of guys w... Continue»
Posted by keripinkpanty 2 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
  |  5

Little Panties for a Little Cock

Little Panties for a Little Cock

It was Saturday morning and I decided to get my laundry done before going out for lunch. I took my stuff down stairs to the basement laundry room, loaded a washer and started the cycle. I was about to go back up to my place when I noticed a basket of laundry on the table. I went over and found a mix of girls and guys stuff, I guessed they belonged to the young couple in the apartment opposite mine.

I glanced around and since I was alone I could not resist reaching out and touching a skimpy pair of pink bikini panties, I love pink and thes... Continue»
Posted by keripinkpanty 2 months ago  |  Categories: Group Sex, Masturbation, Shemales  |  
  |  4

Cockatoo Part 6

Cockatoo Part 6

Alex grabbed my hands, ‘Please, James, it's the only way we could think
of to get you over there as quickly as possible without Jandaeng being
aware. You could be back here in two days and then fly to Bangkok as
Jandaeng expects you to next week. Please?’

Areeya came up behind me and put her hands on my shoulders. ‘James, I am
so worried about my father. I would be very, very grateful if you could
do this for me.’ Areeya squeezed my shoulders, and my imagination went
into overdrive thinking about what that gratitude would be like.

‘There must be another way, su... Continue»
Posted by nikkiesilk 2 months ago  |  Categories: Lesbian Sex, Shemales  |  
  |  3

The Weekly Shop

It’s a chore, but one that has to be done.

In the winter months, I always try and make it more interesting for me - and the other customers - by wearing skin-tight leggings and boots. Of course, I need to make sure I’ve got a really good tuck when I’m wearing them. If I’m careful, I can get quite a convincing camel-toe, and of course as I’m always wearing a thong, the fabric not only clings to my butt but disappears neatly between my cheeks.

So yesterday I was heading off to my local superstore, wearing wet-look black leggings, leather boots and leather jacket. Catching a glimpse of my r... Continue»
Posted by mica_d 2 months ago  |  Categories: Masturbation, Shemales  |  
  |  15

From Femboi to faggot Madison

From Boy to faggot sissy Madison

I meet Maddi Ng one night as I was heading back to my hotel form a sales meeting. I noticed this young lady walking down a dark street while being followed and heckled by 4 thug looking guys. I pulled over and asked her if she needed a ride or to use my cell phone, she jumped in so fast I thought she was going to rip the door off my suv. As I drove away I looked over and noticed that she was actually a very feminine boy. I asked “what was going on” and she whispered “I promised to meet those guys for some fun but chickened out”, I asked “why would you want ... Continue»
Posted by BigDaddyJSubStable 2 months ago  |  Categories: Fetish, First Time, Shemales  |  
  |  4

Teen Transvestite in Public Loos (1970s) TRUE STOR

A small northern town, on the outskirts of Manchester, this small smokey place was quite unassuming. It’s people went about their daily lives in the normal busy body way. The town had about 50 shops, and the High Street was always quite busy and not like it is today. The small town even boasted a tiny Woolworths store, something that would just not happen these days, but mid 70’s it was commonplace.

On the back of the High Street was a very small and very dated public ‘swimming baths’, and next to this old building was a set of similarly aged public toilets.
The location was super. The sw... Continue»
Posted by SexyTinaTV 2 months ago  |  Categories: First Time, Shemales, Taboo  |  
  |  3

Cumming Home

My name is Joe but I am called Joanne. I am a preop transgender/transvestite but being in the Military I had to be careful not to be caught. Though it is easier now it wasn’t many years ago. I have been taking hormones for 15 years now and have a respectable 38C/D pair of breasts with nice large dark brown nipples which I adore having stroked. I love my wife Sally very much and she has been very supportive. I also have a boyfriend called Bobby – he lives with us now. All 3 of us sl**p in the same huge bed and lovemaking alternates between the three of us.

Ahead of my return from a tour in I... Continue»
Posted by Sally5050 2 months ago  |  Categories: Shemales, Taboo  |  
  |  1

on the road part 1

all disclaimers apply if you are under 18 please leave immediately.

I was really excited about being away from home at the dorm for university but quickly became discouraged about having a room mate and not being able to dress up or have any “alone” time. Sharing a bathroom shower also put a stop to all my masturbation and self fucking with my dildos. I began to think of ideas of how to get alone time; I would often go the the student library which had a large handicap toilet but it was always freezing in there and carrying all my stuff back and forth made me uncomfortable. My mom l... Continue»
Posted by kellyblue66abc 2 months ago  |  Categories: Gay Male, Shemales, Voyeur  |  
  |  3

My Ultimate Fantasy: M/TS/M/SSBBW Four-way

Originally, my plan was to feature only true stories from my own sexual history, here. However, at the advice of one of my Xhamster friends, I am going to publish what is, for me, the greatest unattained fantasy I have. Obviously, this is not a true story - although, I wish it were. The other individuals in this story are invented, with some aspects inspired by people I have known or have seen in videos. I hope you enjoy; I realize this is an extremely specific fantasy, and not for everyone.

My girl, Stacie, and I have a very hot and active sex life. I should let you know a bit abou... Continue»
Posted by A_Carter 2 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
  |  2

There Are No Limits, Part 3

"I'm not doing it." Sheridan said. "A thousand times, no!"

The five of us-Me, Sheridan, Bonds, Woodard, and Maurice-were all sitting at a round wooden booth at Kent's Restaurant-not a good idea if you're six cops in good physical condition-discussing Martinez's offer. I rolled my eyes. "Eric, you're being an idiot. Since when do you turn down free sex?" Sheridan's big fist crashed onto the table, but when people looked over at him, he smirked and said "sorry. Roaches." One old woman blanched and turned away, and we turned back inward. Sheridan looked at all of us and said "Look. There's n... Continue»
Posted by asphalt3 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
  |  1

Happy Birthday Mike

All characters are 18+

Happy Birthday Mike

Mike cringed as he stood at the cutting board on the kitchen's island counter, his eyes narrowed at his parents, who were standing in the living room, putting on their coats as he chopped carrots.

"Chloe, honey!" Mike's stepmom called out from the living room.

Mike was practically scowling when his older step-s****r Chloe skipped down the stairs and into the room. She was wearing an outfit so typical for her, it was practically her trademark. A simple, pleated maroon skirt hung down to her knees, meeting the white, knitted stockings that w... Continue»
Posted by LordWesley 2 months ago  |  Categories: Anal, Shemales, Taboo  |  
  |  2

My First Submissive Experience

I was a dominate most of my life or so I thought. After a great BDSM time with what became my wife we both moved on to different lives. After a couple of tough years I finally met someone who said she shared the same interests that I did. I finally figured out that she was not into the fetish at all but she said she would try the dominant role and see if she enjoyed that. I started to train her on how to be a dominate and at the same time I was collecting some women’s clothes such as a bra and garter belt and fishnet stocking as well as spike heel and a wig. I proceeded to make our bedroom a ... Continue»
Posted by stokes52 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  


By Karen Flynn

It was approaching Halloween. My girlfriend and I were trying to
figure out some good costumes. Halloween was the only time of the year that
I was allowed to venture out of the house crossdressed so I always tried to
make the best of it. We were sitting at home watching TV when I saw my
costume. I got a smile out of Debbie when I said "That's it I am going to
be XENA." Much to my surprise Debbie said "Ok, I will be Gabriel."
Let me give you a little background on myself. My name is Andy I am
thirty-two years old. I have been a cross dresser since ... Continue»
Posted by btmbjb 2 months ago  |  Categories: Gay Male, Shemales, Fetish  |  
  |  7

I Knew I Was A Sissy (part VII)

The months to follow were divine.
It was the period of summer holidays. I was living with Morten. I was a full time crossdresser (even if it was at home exclusively). He was treating me like a girl. What else could I ask?
Morten bought me a bunch of clothes, underwear, accessories and make up kits. I had to move my “men” clothes to another room since my closet was full of my new sexy outfits. I was staying home every day and I was enjoying it since I was dressed all the time.
Every morning I was waking him up with a nice blow. His cum was my breakfast! Then, after a shower we would spend ... Continue»
Posted by georgette32hk 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  1

an akward encounter

once I made a guy cum like 8 times in one evening/night. he was the dad of my best friend. he was married with 2 k**s, both were in my school it was middle and highschool they were 14 and 18 at the time i was 18 too. i didnt know it was him untill the most akward time possible. he opened the door to the room I was in, there was music going I was about 8 feet from the door, face down with makeup and whiskers and cat nose painted on, furry paws(gloves boots), ass up in the air oiled up, hands spreading it, lights pointed at it, banana barely sticking out all while wearing my skirt and stockings ... Continue»
Posted by carefreeguy 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
  |  3

My lovely Miss Elecdtra

I have this dream ,forming in my mind ,I see a beautiful transsexual living in Germany wearing a sexy dark skirt and a tight top matching she has lovely flowing hair and a wonderful smile that seems to light up very brightly when I am talking to her ,I am her friend a tall well endowed ultra busty Cross dresser ,Elecdtra makes Angel's panties get very full & tight with excitement when I think of holding her in my arms ,I stand in front of my floor to ceiling mirror daydreaming of her I look at my self in the mirror wearing my biggest bra a huge NNN cup custom made to hold my custom extra super... Continue»
Posted by brabuster_cd 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  

Sissy Slave

Joanne, my wife, has for many years insisted that I wear lingerie and girly things under my male clothes when at work as part of my sissy training. At home I am a sissy slave.
“Sally” she said “Today we are going to make you feel more aware of the pretty things you wear”. After years of taking hormones my breasts are a nice 38C with dark brown shades round my nipples and Joanne had arranged for me have my balls and sac removed when we went to Thailand one year. Despite this and though my cock is now very small it can still shoot lots of cum which I am often given on my cereal for breakfast. ... Continue»
Posted by Sally5050 3 months ago  |  Categories: Fetish, Shemales  |  
  |  2