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Her first shemale

It was no secret to me that my girl was bi; we had talked about it and I encouraged her to express and explore her bi side. When I managed to get us a date with a hot girl, I decided to keep it a secret. I took my girl to a nice dinner, and while being seated our date for the night showed up and introduced herself- her name was Ann. We had a nice dinner, and on our way back I asked the girls to sit on the back seat. Ann was not shy, and neither was my girl, so before I knew it Ann had her hand...

When A Straight Falls For Trans Shemale

Hiya guys.This is Aaxer with a new plot and a new story.This story will be different and actually is from the last story.I entered a real different experience this time.It feels shy and embarrassed to express it but I won’t keep you from experiencing it once you have read this story.Let’s jump to the story. Alright, here I’m in a bus moving out to my room as I’m a student in a good reputed college in Pune.I used to catch the bus from PMC depot.I always spotted a girl every time on the ride...

My New Girlfriend Turns Out to Be a Shemale

Where do I start?How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I dress nicely and have a good job. My friends Don and Lisa were feeling sorry for me they knew how ugly my divorce was and how lonely I was so they invited me to their pool party last weekend. They...

First time with a shemale

I must have been 16 back in the day, but I always looked older so it didn't really affect anyone's judgement in the sex world that I had loved since I can remember jerking off for the first time.I was walking the streets of Amsterdam that day, the Red light Disctrict looked like paradise on earth, all those hot hot girls smiling and telling you to come in...I don't even know how much they wanted, I didn't care, just walking in those tiny streets and seeing those creatures was more than...

Selene and the Shemale

I had been friends with Selene for six years - we had met in our first year at university - at a film society party. I was a science major specialsing in partying. She was a music student. She had a sultry, sexy singing voice that was perfect for jazz and blues and even back then, she was earning a little money singing at parties. That was why we were both at the party that night, and why we ended up being friends with benefits during our college career, though never more than that. We stayed...

You ve Got Shemale

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little...

Truckstop Shemale

True Story. Coming home from a late-nite clubbing excursion at around 3am I realized I was passing one of those big truckstops and instantly remembered that I'd always wanted to get picked up by a trucker, suck and swallow in the cab and be on my way.....just a kinky little fantasy of mine. Well, I was feeling a little too frisky to deny myself a chance to pull this off, so I pulled off the freeway and into the truckstop property to have a look around. What I discovered is that the trucks all...

Different Pleasure Fucked a Shemale

Hi ISS readers, I think all you know me. For the new readers, at first I introduce myself. I am Moni, late 40 and 5’-7”. I was born in a middle class Bangladeshi Muslim family and serving in a public organization. My whole life is lustful indeed. As I gained some practical experience about sex at my childhood, I became a sex-maniac and whenever I got chance I tried to fuck any aged girls or women with many tricks without applying force or at least to peep the uncovered boobs and pussies from...

Sex With Beauty Shemale

Hi everybody.mera naam Imran Hai.main 35 yrs ka hoon aur kolkata mein rahta hoon.Aaj main aap ko apni ek aur real storie batane ja raha hun.Ye kahani aaj se almost 6 yrs pehle ki hai.Main dikhne mein average honaur bi seual hoon.Ladkiyon ke sath bhi sex enjoy karta hoon aur ladkon ke sath bhi.ladkon ke sath main pure top hoon.yun to mujhe chodna aur chuswana pasand hai lekin chuswana mujhe zyada pasand hai. Aur bhi zyada maza aata hai jab mera partner elder ho.Ab main start karta hoon meri...

Passionate Sex with a Beautiful Shemale

Will led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock. “Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in goosebumps. She turned to face him, wrapping her arms around his...

Untold Love 8211 21 My Wife With A Shemale

On the weekend night, my wife had told me that she would wake up a little early next morning and will have a massage from the girl that would be sent by the neighboring Bhabhi. Next morning, I too woke up at 10 AM and found my wife missing from the bed. I knew she might be in the guest room having a body massage. I went to kitchen, had breakfast and after going through the news papers, thought of going down and peeping in to the guest room to watch the massage and the girl. When I reached close...

Teacher me and her sister shemale

Hi I am sunny from India. I am 6’2” tall and slim guy. When I was in 12, I was just like an ordinary guy. I was very frank with my biology teacher (Seema). She was very good friend of mine. Once she was wearing salwar suit and looking very cute and sexy. I was dreaming of fucking her. Soon my dick got harder and she noticed that. But she didn’t said anything thing and after few days she invited me to her home saying that there is and urgent work for me. I thought that its the best time and I...

I find my love1 Shemale

100% fiction! Kiran and myself have been in relationship for the past 4 years. we make love almost everyday. I don't know if I have to use male pronoun, just love the feel she's fem-with-a-dick. Its awesome when she penetrates me. She's older than me by 7 years. She has two daughters with her wife Anjelica. I thnk by now you must have understood she's a hermaphrodite. The first time our bodies met was by accident but with lot of waiting and curiosity. I just can't forget any detail of it. My...

Chattel Females

It was the first of July 2006. The paper's headline sent a thrill through my cock. "FEMALE CHATTEL LAW EFFECTIVE TODAY". I had been looking forward to it eagerly. New rules governing females took effect today. In essence they were: Women were chattel and had few rights. A woman belonged to her father, or if married to her FIRST husband. A woman was required to serve her owner in any way he demanded. A father was required to sell his daughter at public auction within two weeks of her...

Space Female

The Space Female It was dark, quiet until an object fell out of the sky, it looked like something from outer space, but it was quite small, in fact, it had no one in it, well, it used to have someone in it, someone small. In the morning, there was a crowd of people gathered round the strange piece of spacecraft, but soon, everyone was told to clear the area, as the spaceship was taken into the nearby lab for analysis. The person leading the analysis, was Nick Treias, he had to get it...

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