Shemales Porn Stories
Page 69

SUBMISSIVE PANTYHOSE FEMME... DADDY'S SLUT

DEAR DRUCE

THIS IS YOUR DADDY

I AM WRITING TO TELL YOU THAT I AM VERY ANGRY

WITH YOU

I KNOW YOU WALKED IN AS WENDY AND I

WERE HAVING SEX

AND I KNOW THAT YOU ENJOYED

THE WAY WE MADE YOU EAT MY CUMM

FROM HER PUSSY

WHAT I DON'T UNDERSTAND IS WHY

YOU HAVE STOPPED TALKING TO ME

I AM YOUR DADDY

YOU KNOW I LEFT YOU AND YOUR MOTHER

BUT I NEVER TOLD YOU WHY

I WANT YOU TO KNOW

THAT IT HAD NOTHING TO DO WITH YOU

I HAD SEX WITH YOUR WIFE

BECAUSE I FOUND OUT

THAT MOST OF YOUR FRIENDS WERE

sl**pING WITH HER

WHEN YOU WE... Continue»
Posted by blkice2u 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone noticing but too many people in the airport to hide from as I only attracted more attention.

When... Continue»
Posted by moeclitty 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  
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White BBW getting some young Black dick

During my senior year in high school our football team
Enjoyed one of the best seasons in school history.
The coaches had it set up to the point where
Most players did not have to take tough courses
So no star player grades would be affected. My trigonometry teacher
Mrs. Blake hated football with a passion. She told the coaches
That I had to adhere to all the guidelines that non-athlete students
Had to follow by. I will admit that math was my worst subject. I was busting
My butt studying and I still could not pass those grueling examines.

Around the mid-season I was on the brink of... Continue»
Posted by kinghut 1 year ago  |  Categories: Hardcore, Shemales  |  
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Am i Bisexual?

Lately i have been somewhat confused and hornier than ever for the past couple years. I have sex with my gf almost daily now, so its not an issue of not being laid. But lately i begain a penis attraction and i will explain.....

I enjoy looking at guys cocks and sometimes fantasize about fucking them in the ass or them fucking me. However, i dont really feel attracted to a man himself....just his cock and ass.

I love shemales, i have since i was a teen. The idea of a chick with a dick turns me on more than anything.

I love anal sex and my gf somtimes uses a strap on dildo on me during... Continue»
Posted by firm7monster 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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womanly experience 4 - first fully naked punishmen

In high school I wore schoolgirl and similar skirts every single day. On my legs I always had either tights, knee- or thigh-high socks, or nothing (when it was hot). I almost never were thongs to school because I couldn't risk for someone to find out that I'm on hormone therapy.

My father was buying me all the clothes so I had to be careful with them because he needed the slightest excuse to punish me. The boys were going crazy for me but I never allowed them to touch me. On the last year of high school I did allow some breast touching but that was all. One day one of the buys couldn't bear... Continue»
Posted by p1llow 4 years ago  |  Categories: BDSM, Masturbation, Shemales  |  
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Cum drenched afternoon

I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spray and applied my make up and fixed my hair. Next I picked out my outfit, tonight would be my catholic school girl uniform. It starts with my white satin crochless panties with rows of little pink ruffles on the back. Marla always likes it when we have our love sessions in panties, and the cro... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Emo twink get 20 yrs hard time

So, here it is. The next 20 years of my life in California Institution for Men Correctional Facility, aka Chino State Pen. I had no idea what was to come, never the faintest idea. Personally I thought I would get killed within a week's time.

You see, I'm not really inmate material. I eventually did become one but not as you would think like into one big bulky muscled tattooed thug. Instead, when I first walked into prison I was a 19 year old, 5' 1", 130 lbs, fair skinned curly red haired Emo twink.

Now, what is a nice cute androgynous lace and fishnet wearing bi-sexual white boy Emo twin... Continue»
Posted by pat4tights 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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my night with my Black Master

I posted on this site i would like to be a blackmans sissy,i did get a response from a guy who said he was looking for a white sissy to use i told him i was 55 and never done this before but i would love to be his sissy for a night,we arranged to meet at a holiday inn on the M6, we meet in the bar he was 6 foot 6 and very big build i am only 5 foot 6 and small build i felt a bit scared, once we were alone i would have no chance of stopping him from doing as he wanted to me i said that to him but he just looked at me, he told me to go to the room get dressed in what he had told me to bring an... Continue»
Posted by rory1945 4 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts... Continue»
Posted by shetrannylover 3 years ago  |  Categories: Gay Male, Shemales  |  
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SHEMALE SEX IS THE BEST

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur

I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I was a dream come true for me, I found a beautiful girl to have some really hot sex with.

For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw a beautiful girl standing at road side. I found myself alone at the road surrounded by a bevy of... Continue»
Posted by fukkerguy 1 year ago  |  Categories: Shemales  |  
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Vicky's Pink Diary 04

My head is spinning now, and as my uncle slowly pulls my panties down, I close my eyes dreading my fate!

I watch as he pulls my case out from under the bed. He takes a key out of his trouser pocket and unlocks the padlock.

"My god, how long have you had a key?!"

"Vicky, surely you remember losing a key a little while ago. It fell out of your jeans when your stepmother pulled them out of the washing machine. She didn't notice, but I did. Now I don't want to bring the other you up, but I did wonder why you would have a key in your jeans."

I knew I'd lost one of the keys, but I ne... Continue»
Posted by sparkyking 1 month ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Natalie strikes again!

I was out running some errands on this sunny Southern California Saturday afternoon when Natalie called me. It was great to hear from her since I hadn’t seen her in a few weeks. She asked if I was busy this weekend and even though I had plans, I told her that I was free. I’d basically drop anything I was doing if it meant spending time with her.

If you haven’t read an of my other stories, Natalie was my carpool buddy, then my lover, and now we’re just in kind of a friends with benefits situation. I still say she’s my perfect lover but there’s no way it was going to become a fu... Continue»
Posted by ocmike 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Cheri

My name is Cheri, I live my life in lace and satin. I have always loved the way those materials feel against my soft skin. I have shoulder length red hair and bright green eyes. My friends used to call me Charles but about 12 years ago i had this epiphany that i felt out of place as a man and one night while I was out at a club with some friends, I realized that being a woman felt... I don't know, right,
to me I guess. It's been a long road but I'm so much happier now.

The first time anyone ever found out I had a dick after that was about 10 years ago. I went to a new doctor for some ant... Continue»
Posted by LadyShi 4 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Shemale fun

Recently I've been chatting with a very feminine and beautiful shemale named Lisa.

We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to concoct and excuse as to why I had to go to (city name withheld) and my wife didn't see any reason not to bnelieve me. My wife knows that I love porn, but I've never expressed to her that cock also turns me on - especially shemale cock. Somethings are better left secret.

I arrived at the hotel th... Continue»
Posted by seizetheday 3 years ago  |  Categories: First Time, Shemales  |  
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Gloryhole Gurl Part 1

Making of a Gloryhole Gurl! Part 1
By Kristy

Just Like in any marriage after fifteen years ours was getting pretty routine. Every three months I could have sex, in the missionary position, with her wearing flannel Pj’s. Even in the summer she would wear long pants type pajamas and when I would buy her something sexy she would just say it’s not my type and never even try it on! It was only six months after our marriage that she told me she doesn’t like to have oral sex!
Well like any red-bl**ded male I started hitting to gentleman’s clubs around town. The sight of t... Continue»
Posted by kristygurl 4 years ago  |  Categories: Shemales  |  
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xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was short tight barely covered my boobs and i wore a killa pair of platform heels .Boy did i look like a ... Continue»
Posted by foxxiroxxi 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Fresh Pussy and a Shemale cock!

We all meet people who turn us on, and make our cocks hard or pussies wet, and i was lucky enough to meet a hot straight girl at a party awhile ago. we really hit it off, and i asked her if she wanted sex, and she said yes, but only a hard cock... I had to tell her that i was a shemale with a 7 inch thick cock and would love to fuck her and eat her sweet pussy. She did not seem shocked, but said show me, so we went upstairs to the host's bedroom, and i pulled out my cock and bam, she did not waste any time, getting on her knees and began to suck my cock. I quickly got naked as did she, she had... Continue»
Posted by cumsquirter 4 years ago  |  Categories: Shemales  |  
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My first and only..

I contacted her on a chat line, we arranged to meet she was working as a nurse in london and was from the Philipines. I met her at her flat rang the bell she opened the door wearing a red dressing gown, I could see the cuves of her body and her beautiful cleavage was showing. She had long black hair brown eyes and was stunning, she invited me in and asked me if i thought she was pretty, I said i think you are beautiful she drooped her dressing gown to the floor and was just wearing stockings. Her lovely tgirl cock hard as anything was staring at me, my dreams had come true. She whent to the ki... Continue»
Posted by yesyesyesplease 2 years ago  |  Categories: Shemales  |  
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3 Sissies at Lake House have Fun

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 1 year ago  |  Categories: Hardcore, Shemales  |  
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Old Black Carl (part 4)

Old Black Carl (Part 4)

There was no getting around it, now. Carl had total control over me with those photos, and I knew it. So many things could go wrong. Carl told me to clean the house before the football game started. He sat in his recliner and watched as I performed chores. It was hard to concentrate because, not only was I scared about the pictures, but Carl’s enormous cum load kept dribbling down my leg. It felt like there must have been a quart in there. After I had finished, Carl told me to shower, and to work on my makeup. He said it was going to be VERY important that I did it w... Continue»
Posted by cocksucker4bbc 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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