Shemales Porn Stories
Page 73

Sissy Mailee's first black cock - part1

As long as I could remember I have always had a craving for black cocks. My first time was a few years ago after partying with a friend of a friend.

I had called up one of my CD friends, Suzy, to attend a Halloween party at a local warehouse. We had agreed that we’re both going to the party as slutty school girls. We met up at her place to get dress together. When I arrived at her place she told me she can’t go because she was coming down with the flu. There was no way I was going out in public for the first time by myself. I was super disappointed but she told me that her friend Brad woul... Continue»
Posted by aznfemboi 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Party Surprise - First sex as a Crossdresser.

This is a work of Fantasy. I hope you enjoy.

Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.

I didn’t consider myself bisexual, certainly bi curious at least. I liked watching guys stroke on cam and enjoyed the odd bit of cybers... Continue»
Posted by SatincdAus 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 3 years ago  |  Categories: First Time, Shemales, Taboo  |  
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CD at truck stop with three men

Went to a truck stop last night after a party around midnight in my sexy short dress, got out and bent over looking at my tires for assistance. Gave a nice view to whoever was watching of my smooth white ass and sexy black panties with pink trim with half of both cheeks exposed. A nice older (63 yo) black guy (Ted) asked me from his truck if I needed help. We talked and then thanked him and asked if I could help him for helping me.

We walked over to his truck and got in his sl**ping quarters. Gave him some more intimate show of my nice ass, turned around, unzipped his pants and began ... Continue»
Posted by hotcdsub 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Slave Life: Part 1

Prologue: My thick thighs quivered and shook as the man standing behind me, my Master, fucked my tight cunt into the bathroom wall. My loud moans filled the room as I shot a huge load all over my thighs and the floor. I had never been fucked like this before! I didn't care who heard my loud moans as they echoed across the tile filled bathroom, and I didn't care who heard the sound of my Master penetrating my ass with his enormous cock. Just then my Master moaned and shot his load deep into my tight, warm, and heavily fucked ass. When he had finished pumping his load into my ass, the warm and s... Continue»
Posted by Slave_Alice1389 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Sissy Emma is Turned Chapter 7

Steve unlocked me from the cage and handed me over to Master. I went to wipe Steve's cum from off my face but was told to leave it.
'So Sissy that's 3 serious demerits you've earned for that little escape attempt. I warned you not to mess with me but you just couldn't help yourself could you?
'No Master' I said sheepishly.
'Right well get yourself home and learn to follow orders' he said. 'I want you to have an early night and watch the videos I have given you on your ipad. And don't forget to take your pill first. Finally, Steve here has agreed to keep an eye on you at work and ensure you ... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  
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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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wish cum true

A wish cum true

My wife and I have had a strong and open relationship from the start. We have accepted each other and all our wild passions, and we have always been open about our sexual desires. Having said this I will try to express what happened the other night with the same intensity I experienced.

I came home from work and saw Tara's car in the drive. Strange; she gets in after me most days. Never the less, it was a nice surprise. As I walked into the house she met me at the door dressed to the nines: short mini, fishnets, low cut top and those pumps that I love. Tara is 5'4" and 10... Continue»
Posted by tara-cd 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 3 years ago  |  Categories: Anal, Shemales  |  
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Stacy

I had known Stacy for about three years, but I had never known about her little secret. That day when it was revealed changed everything for me, and for Stacy too. We were the greatest of friends, spending almost all our time together. We had come as close to each other as lovers but as two women, neither one of us ever made a move.

My tale begins during the heart of beach season. It was a beautiful sunny day. I had suggested to Stacy that we take a trip to the beach and enjoy some sun and sea. But Stacy told me she didn’t own a bathing suit. The perfect excuse for shopping. I could have k... Continue»
Posted by LadyShi 4 years ago  |  Categories: Shemales, Taboo  |  
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The Perversion of Bev - Part 1: The Beginning

“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the k**s. The first setback was a phone call from Phil to say he’d been delayed at work but she should still go to the hotel as planned and he’d meet her there. Now, with the Friday rush hour traffic clogging the A1, he reckoned he wouldn’t be getting there for at least another couple of hours. “Just wait till he gets here” thought Be... Continue»
Posted by Suveran 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Day that Kelli Appeared.


One day when I was still at School (6th form), my Mum and Dad said they
we're going to my aunties for a long Weekend. Leaving on Thursday and
returning Sunday and I would be left at home.

Suddenly in a moment of brilliance an idea flashed through my head I
could spend the whole weekend Dressed (I had been cross-dressing as long
as I could remember)

Thursday couldn't come fast enough, I raced home from School in
anticipation. After having Dinner My parents asked if I was sure I would
be ok, I said yeah no problem as I have lots of home work.

After about 10 mins off they went, a... Continue»
Posted by kellianntv 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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SISSIES TRAINING PART 2

SissyIndy©

I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by the sight of this brunette in a pink corset and black stockings leading down to her pink high heels being pounded by this horrid machine from both sides. Knowing that the slut in the video was me, a man f***ed to wear these whorish clothes and caked on makeup with a brunette wig bounci... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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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 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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First time out, first time fucked.

I was looking good even if I do say so myself. Six inch black platform heels, black hold ups, the obligatory little black dress, long red wig and my fave faux fur jacket. I felt sexy, I felt like a slut and I wanted the world to see me.

I hadn’t been out before but I had been building myself up for this moment for months. I had it all planned. Wait until dark, slip on my sweatshirt, tracksuit bottoms and trainers over my stockings and dress, stick my wig, shoes and jacket in my rucksack. I’d have to risk it in case anyone saw the make up but I figured it would be dark enough for no one ... Continue»
Posted by Shimmerts 2 years ago  |  Categories: Shemales  |  
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My first time with a shemale

This is a true story, probably the wildest thing that ever happened to me. It happened when I was about 19 years old and lived in Hamburg, Germany. At the time I was one of those willowy, thin guys, little body hair and a healthy appetite for sex but not much experience yet. At a young age I discovered how exciting it is when I fondled and fingered my ass while masturbating and I developed a real fascination with anal sex.

At the time I used to visit a club ("disco" in those days) somewhere off the Reeperbahn, the famous red light district in Hamburg. One such Saturday I left the club in ... Continue»
Posted by HOLY-SMOKE 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Summer Woods CD

School was just out. My mother and father worked and my s****r was older than me and slept most of the summer it seemed. She would get up late and i spent many summer days dressing in her panties and bras, experimenting with her makeup and acting the slut. I was settling into the summertime vacation routine.

This summer though i started riding my bike to the state park that was a few miles away. I stashed a box in a secret place deep in the woods by the river bank. Well away from all the trails that people sometimes wandered. Initially when i discovered these woods, i would simply wander na... Continue»
Posted by cherylfabrizio 3 years ago  |  Categories: Shemales, Taboo  |  
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Sissy Training

This is a true story, looking back it is hard to believe it actually happened, but it did.

I was working for the government in DC and living in Maryland and my fiancé was up near Cape Cod. Just about every weekend she’d fly down or I’d fly up to spend the weekend together. We’d been doing this for about a year since I took the job in DC. Our sex life was fantastic. We’d role play, put each other in light bondage… all sorts of fun things. I knew she was bi and we occasionally would invite another woman to join us. She also knew I liked to dress up. We’d often go to the local thrift sto... Continue»
Posted by MichelleSEmass 3 years ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Tedra the Hermaphrodite

I stood under the hot shower and let the needle like spray soothe my tired muscles! "What a day," I sighed while cupping my full breasts and stepping onto the bath mat to dry off! While toweling off I admired my trimmer form in the full length mirror, smiling to myself when thinking about last night when Ted had taken her hard and fast bent over the back of the couch, bringing on a series of orgasms that had left her limp as an old wash cloth!!! my eyes moved from my full heavy chest and worked their way down to my crotch, where incredibly, my penis was now growing thick and hard just above he... Continue»
Posted by tedra 3 years ago  |  Categories: Shemales  |  
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My First Tranny

I met Charkara (her real name) through an adult dating site. You can find her pictures on my xhamster page titled,

"My First Tranny". We corresponded through the dating site quite regularly before we decided to take it to next

level and exchange phone numbers and email addresses. We talked on the phone getting to know each other, what we

liked to do sexually, etc. She came off as a total freak willing to do most anything which was an extreme turn-on

for me. We then begun having phone sex with her telling me how she wanted to suck my dick and drink my cum and how

she wa... Continue»
Posted by ghostdawgg62 3 years ago  |  Categories: First Time, Shemales  |  
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