Shemales Porn Stories
Page 77

An afternoon at the Mall

If you read my story "Sandy Comes to Visit Me" you will know that I finally was able to meet my friend Sandy, who was in town for a business meeting. You will recall that I had just graduated from the University and happily living as a woman, even though I still have my boy parts. You will also recall that I’m tall and slender, with long legs and a tight little bottom. I have longish sandy blonde hair and smaller breasts as I have only been on hormones for just a couple of years. All in all I am considered to be an attractive young lady.

Sandy is an incredibly spunky girl about my age, a ... Continue»
Posted by Rickicd 2 years ago  |  Categories: Shemales  |  Views: 515  |  
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Duty Bound- part 3

Hannah and the girls sat between the suited males with whom they felt reasonably secure; they did not know just how ‘secure’ they were to become. Hannah’s tight skirt and flashy red shoes made her feel exquisitely effeminate; she studied the bulge in Scott’s crotch and imagined being on her knees to him, looking up submissively at his stiff cock. Her soft submissiveness was to help her in the days to come; her life was to change forever. As the girls drank more and more, they were unaware that the rounds bought by the men contained no alcohol in the three drinks for the males, fairly soon so... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 326  |  
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"Not MY Type?"

I’d known Kelly for most of my life. Growing up I spent most of my time at her mother’s house. It was a way to escape and avoid my parents constant arguing and fighting. It was a pretty well established fact that Kelly was lesbian early in Junior High School. Her mom and I became quite close as I was rapidly replacing the little girlie daughter she was losing to an ever increasing “butch-ness”.
By twelve years old I essentially become like a member of their f****y. Over the next few years they had the opportunity to watch me morph from a small frail Christopher into a pretty, petite and... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1334  |  
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#3 - Nikki in the Woods

About four days had past since my last fuck when I heard from the same guy again. I bumped into him at some local shops and we got talking and I could tell by the bulge growing in his jeans that my presence was having an effect on him. He hinted that he could go a quickie and luckily I had what I needed in my bag. I asked where we could go and he said he would drive me to a spot he knows is always quiet. I agreed and we went to his car and he drove me to the carpark at a local park. He said that if we walk a bit into the woods he has a spot he used to take an ex gf and its normally very quiet.... Continue»
Posted by Nikki_93 2 years ago  |  Categories: Anal, Shemales  |  Views: 1783  |  
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crossdressing with my moms friend

Mom opened my bedroom door. she stood there in the doorway and stared at me obviously repulsed. after 10 or so seconds she closed the door and walked away.
i was mortified. i was kneeling on my bed, with her clothing catalogue open at the lingerie section laying on the bed before me, hard cock in hand. But most embarrasing.....i was wearing my mom's black bra, suspender belt and black stockings....her black panties were thrown onto the bedroom floor, cast aside when the urge to cum had become too much.

for weeks after this incident, we barely spoke. as it was just the two of us since Dad h... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 3036  |  
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Step-Mom China...part one?

I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed only a few years older than he did but I never really asked him why he called her that.

I sat with China in the living room for quite a while talking and watching music videos when she asked me if I wanted to go downstairs and play video games on the big screen TV. I of course being a guy said sure, since I loved to play vi
... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Shemales  |  Views: 1249  |  
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My real story



I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.

It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willing to do anything."

Now what I had written was the following:
"Young 48 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going whenever we meet. I am a submissive who lo... Continue»
Posted by lookin02 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 2113  |  
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My real story



I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.

It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willing to do anything."

Now what I had written was the following:
"Young 48 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going whenever we meet. I am a submissive who lo... Continue»
Posted by lookin02 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 653  |  
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#2 - Nikki Gets Satisfied

It was about a week later and I had heard very little from the guy I had met up with. I thought he wasnt interested and was actually thinking about deleting him from my phone when he txt one morning to tell me he was going to be free during that day if I was free and that this time he had condoms. I took a while to think about it and told him he could come over to mine and we could have fun from where we left off last time. He seemed very pleased by this and requested what he wanted me to wear if I had it so I teased a little and told him that he will find out when he gets here to what im wear... Continue»
Posted by Nikki_93 2 years ago  |  Categories: Anal, Shemales  |  Views: 1173  |  
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Training Sissygirl- part 3

Sissygirl stood, shaking a little as the tall and well-built males crowded about her soft and vulnerable body, the scent of their glistening cocks making the poor t-girl delirious; she knew she had no choice but to strip. The men stroked their cocks as the pretty sissy meekly began to remove her clothes, her top off; they all ogled her soft white hairless arms and pretty neck. She blushed sweetly as her little bra came off, revealing her exquisite firm little round breasts, her little pink nipple stiff with excitement and anticipation. She trembled and her knees buckled slightly as the realis... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 828  |  
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Duty Bound- part 2

The red stilettos, though new, were surprisingly comfortable as Hannah stepped out into the warm evening air; her cock bulged with excitement under her tight leather pencil skirt, her black silk top with chiffon sleeves capturing her sweet feminine shape perfectly. She met Simone and Babs at a bar close to Transcendence; the other two equally sexily dressed. They had a few drinks and then walked the short distance to the new venue.

Inside, the girls were not disappointed with the new club; it was all tastefully appointed and the music and lighting were soft. It had the feel of a gentlem... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 414  |  
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Click, click, click....

Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will the skirt be, how long the legs and what manner of hosiery will adorn the object of my desire? Sometimes you can anticipate the leg length by the quickness of the steps, short light steps equal a petite form, slightly slower, paced steps announce a graceful flowing creature.
Click, click, click…today it was an ex... Continue»
Posted by MichelleFaye 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 977  |  
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Sandy comes to visit me

If you have read any of my prior stories, you know that while I was born as a boy, I more closely resembled my mother and my older s****rs. I was the only boy in our f****y, and from a young age realized that I was destined to live as a girl. It started early in life, with me sneaking into my s****r’s rooms and admiring their pretty things. Later on, I actually began “borrowing” things from each of my s****rs. I lived in secret, ashamed that I was different.

When I graduated from high school, I moved to the big city to attend the University. I was fortunate, as my grandmother loved me dearl... Continue»
Posted by Rickicd 2 years ago  |  Categories: Shemales  |  Views: 1736  |  
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Ladyboy Secrets

LADYBOY DIARY
by utubeslut

forgive the misspellings but inocent words get sensored
by the auto censeless

Diaries can be dangerous and have unexpected
consequences if they fall into the wrong hands.
Or the right hands ….


Early Spring and that meant a visit from my
Aunt Becky and my cousin Susie.
I loved Susie but she was kinda weird.
She had mood swings like she had permanent
PMS, very unpredictable.
Otherwise she was very sweet.
Crazy bitch.

The neighborhood girls were drawn to Susie
like a magnet. Crazy peop
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Lesbian Sex, Shemales, Voyeur  |  Views: 1208  |  
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my uncle

The other day I was dressing up in my s****rs tight little black dress, I know I'm passable bit I had no idea how much... Well anyway I always heard I would look like my s****r if I had a dress on and believe me I did. So on this day I had some free time, or so I thought... I spent the day procurring my s****rs things and a few of my mom's.. see my mom doesn't have hair these days in her old age, and she is some what of a wig addict... So she has a great collection, my slightly older s****r helps her buy all of them so they are "hip styles" in moms words.. but I did my hair and makeup the sam... Continue»
Posted by 612Goo612 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 3013  |  
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The Intimate Dinner Party

Susan and I were filled with anticipation as we arrived at Victoria’s house. We had been invited to what the written invite referred to as a “Sexy and Intimate Dinner Party”.

Victoria was renowned for her unusual, and always different, dinner and cocktail parties. She certainly did not like doing things the way other people did them. You never knew what to expect, but you always enjoyed them and could say that you’d had a new and exciting experience.

My wife, Susan, was looking incredible. She had a short black skirt that really set-off our beautiful long legs encased in sheer black sto... Continue»
Posted by didi_galtier 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 1808  |  
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Training Sissygirl- part 2

Jim Grinned like the devil; he paid the cabbie and pulled Sissygirl toward the bar. As they went through she felt like a slave on parade; the mainly gay clientele were dissected by many transvestites and the odd pretty t-girl like her. Her cock rose and her bottom tingled as she felt eyes all over her; the feeling of being owned and controlled by someone else appealed to her erotic submissive nature and this exposure was certainly a thrill she had not expected.
Jim led her to a group of males who all introduced themselves as being ‘bi’; they all smiled wickedly at her and eyed her up and do... Continue»
Posted by midsummerman 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 329  |  
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HERMAPHRODITE GANG BANG PARK

INTERSEX GANG BANG

THIS STORY IS 80% TRUE.
I DID NOT CHANGE VERY MUCH OF IT


I'm intersex. The medical term used to be “Hermaphrodite.”
They even distinguished a “True Hermaphrodite” from
“Pseudo Hermaphrodite.”
A “True Hermaphrodite has an “Ovatestes,” a gland that's not
a testicle or an ovary but both. Yet neither.
Hermaphrodite is a stupid old term.

When I was..um.. young I 5was gorgeous.
B cup tits, perfect girlish figure, hips, ass, pretty face,
drop dead legs, everything.

My older br0ther turned me into a prostitute and used his
connection with our f@mily doctor
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 2262  |  
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Training Sissygirl - Part One

As Sissygirl strolled past Olmos Park in the heat of the day, a tingle ran down her spine as she thought of what may be to come in a few short hours. Her new Boyfriend Jim would be arriving at San Antonio International at any moment; Sissygirl was a little in awe of him as he liked her to be ‘just so’ and had so far been very domineering with her. Though her submissive nature accepted this, as being controlled fuelled her imagination and her arousal, she was also a little scared of how far he might go, she had not known him that long, and though she craved being intimate with him, this wou... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 528  |  
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Duty Bound Part 1

Ever since c***dhood it had been that way; delicate in the extreme and a want of soft bright things. School had proved to be difficult; not being like the others. A fondness for the stricter teachers irked the boys; patently apparent differences alienated the girls. The developmental teenage years were no easier, though liberally minded parents allowed chosen apparel to be worn at weekends, making the desired route in life that little easier. The tortuous journey through to adulthood now accomplished, and independence achieved, indulgence in a preferred lifestyle beckoned.

Hannah glanced a... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 567  |  
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