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My first time with a shemale

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself.Her name was misty, she thanked me for helping her and asked if I need a ride...

My Shemale Girlfriend 8 My Mistresses

Sorry i haven't been writing stories, I've been a full time slave of multiple mistresses the past year. if you read any of my other stories, you'd know my beautiful girlfriend/mistress Christy, who is my main mistress, Brittany, her friend from Denmark, is my secondary mistress and has moved in with us. My third mistress is Jennifer. Jennifer is usually only my mistress when one them are gone, but still often there. Often, all three of my mistresses are present to use me as they please. They...

SHEMALE SURPRISE 2

as niki and i sat on the sofa fondling each other niki whispered,"you know jay that last time in the treehouse when we gave eachother hand jobs i wanted so much to have your hard-on in my mouthand have you cum in my mouth, and i still do. am i sexy enough foryou that you'll let me suck on your cock?" i gasped in reply, "ohyeah niki you are very sexy and i want you to do whatever you wantwith me. but first i'd like to fulfill a fantasy of mine first.""you have a fantasy concerning me jay?" niki...

SHEMALE SURPRISE 2

as niki and i sat on the sofa fondling each other niki whispered,"you know jay that last time in the treehouse when we gave eachother hand jobs i wanted so much to have your hard-on in my mouthand have you cum in my mouth, and i still do. am i sexy enough foryou that you'll let me suck on your cock?" i gasped in reply, "ohyeah niki you are very sexy and i want you to do whatever you wantwith me. but first i'd like to fulfill a fantasy of mine first.""you have a fantasy concerning me jay?" niki...

SHEMALE SURPRISE

while in our early teens my cousin nicolas andi used to look at porno mags and videos up in mytree-house which was quite a ways from any otherstructure. during these sessions nic and i wouldwhip out our young hard-ons and whack off to theimages of naked women and men of all ages. we gottogether to do this about once a week and discussthe sexual escapades we may or may not have hadwith girls we went out with during the week. a week after nic had graduated (i was still a junior) he came over to ...

My First Experience With A Shemale

It was a Saturday night and I had just arrived in Coimbatore by bus. I got down and didn’t get any taxi or auto. So I decided to walk to my home which was 3 kilometers from the bus stand. It was pretty dark and I was walking through this deserted street. All I could see was parked vehicles and some stray dogs playing. I saw a bright light from behind and quickly noticed that it was a scooty approaching. I signaled for a lift and the scooty stopped. It was a lady in dark blue saree and black...

Sexy shemale 69

I was out at a casino in Reno after work. It was about 10pm and I was unwinding having a beer playing some video poker and watching ESPN. I saw a beautiful dark hair lady at the end of the bar so I decied to move closer. Once I got down there we chat a bit. Her name was Kim. She had some nice B-cups that she liked to show off and fantastic legs. Im not a "leg guy", but if there were some legs that could make me a leg guy she had them. We got to know each other a little bit. We chatted while I...

My one and only experience with a tranny shemale

One Friday night I decided to take a ride to Hollywood to check out adult theaters as i had always gotten my cock sucked at different adult movie theaters. As I parked my car on a side street i walked to this one particular movie theater I found myself at entrance and paid the 5 bucks to enter. as you all know, when you go into any movie house, its always dark and you wait for a few minutes for your eyes to adjust to the surroundings. i was standing near the entrance and looked around to...

My shemale girlfriend part 3

we both layed there for a minute or two without saying a word, both of us savoring the feeling of extasy, my tongue coated with my cum and my ass filled with hers.....Andrea rolls ontop of me kissing my lips softly, her big round tits and semi hard cock pressed aginst me she softly says "mmmmmm gonna have to suck you hard huh....." she slowly slides down my body kissing her way to my cock. Kissing all around then sucking all my cock in her hot mouth she looks up at me and lets me grow in her...

Losing my Virgin Ass to a shemale

I’m not a person with a lot of friends; the few friends I do have don’t share much of my interests or places to go out to. Also didn’t date much. Which never bothered me, I was always happy going to a random bar on my own, and sometimes getting to know people and just have a few drinks and laughs for one night, a social butterfly if you will. But I can’t deny I felt my penis becoming fully erect in an instant when a cute girl with a fine ass walked by. I don’t have a preference towards a type...

Simple shemale story

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself. Her name was misty, she thanked me for helping her and asked if I need a...

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....

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 asleep 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...

My shemale boss part 1

I knocked at my bosses door and on her reply went in. She was standing with her back to me looking out of the window and talking on the phone.She failed to agknowledge me so I just sat down in one of the leather chairs opposite her desk. I looked at her as she stood by the window and perved over her black stiletto leather knee high boots and tight black leather skirt which covered her ass beautifully.After about five minutes she turned to me, her black hair to her shoulders and her black shirt...

Mom the shemale bitch

Hi I have always had this fantasy The fantasy starts out in high school a number of years ago, when I started having dreams of the kinkier kind, but not really understanding why. The dreams were about women that had big breasts and large hips as well as being tall and big boned.The dreams always started out the usual way with a date, dinner, kissing, and petting, but as soon as I got the breasts out and satisfied that part, the girls were pulling down their pants for me, but not complaining I...

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