Shemales Porn Stories
Page 120

The best s****r ever part 5

Yes this is all true. please read from the first stories.

The next morning I woke up and we had all slept in our parents room and my cock was still in moms pussy while i had dads cock up me as well. Me and my s****r both went ownstairs and had a sandwich and another fuck before mom came downstairs to leave for work. When she came downstairs my s****r came in my mouth and I came in my moms mouth nd we swapped cum as she kissed me goodbye.

It is two years later now and we are all above age now so nobody could look down on us outside the f****y for having sex. I had taken a course in the lo... Continue»
Posted by horndogs 3 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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Going out as Leslie

A Short Story...

There was an unmistakable feeling of acute anticipation in my stomach leading out to my trembling hands. I knew where I was going tonight and the probable outcome.

Shaved, made-up sexy, dressed in a 3in heeled mini boot, fishnet stockings with a garter, black pleated short skirt, a white blouse with ¾ length arms exposing fishnet arm warmers to a stunning black straight haired wig, didn’t help the situation any.

Going dressed like this to a man’s lair and offering myself to him…I was quite apprehensive to say the least. Will he accept me? Will he go arm in arm with me... Continue»
Posted by LeslieStone 2 years ago  |  Categories: BDSM, First Time, Shemales  |  
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my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I believe this was no coincidence. Christy says to her "Hey sweety, why don't you join me?". I got a s... Continue»
Posted by germanface 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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old tom part 3

since I had been at old toms place and enjoyed the part of me that enjoys lingerie and stockings, I had a mixture of excitment and nervousness as to when I was going to return to toms or knock it on the head due to guilt!.

When my day off finaly hapened yes I had a few chores to do which gave me time also to think about what to do next, yes I did know its just the thing any one would do given the choice.

I phoned old tom regarding his invitation since my last visit a week ago and he replied to pop over as he was a loose end and he would leave the front door on the latch.

The front do... Continue»
Posted by natasha1975 2 years ago  |  Categories: Gay Male, Shemales  |  
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First time...part 1

We had met on an adult site and after a few messages and photos we decided to meet over the webcam. It seemed like an immediate attraction as we were both very aroused and enjoyed playing for each other over the webcam.

It was a year or so earlier I had stumbled across shemale porn on the internet and I was quite surprised. How could such a fine woman also have a cock? And how could I be so attracted to her? Hmmmmmmm how could this be? I was always attracted to and had slept with women but this was new and exciting...

After the webcam playing we decided it was time to meet. I invite... Continue»
Posted by tom69su 3 years ago  |  Categories: First Time, Shemales  |  
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When I first met Joanne

I was home in Melbourne looking over Craigslist seeing what was on for offer.

I enjoy pussy and cock so was looking at all the sections and then came across t4m.

So had a look and found a advert for a mid 30's tranny wanting a guy to come over for some fun.

Now I've enjoyed watching shemale porn and so sent a message.

It wasn't too long that I got a response from Joanne.

Anyway getting to the chase. I rang the doorbell and I was met by a very attractive woman.

She introduced herself as Joanne.

We sat on the sofa and got to know each other.

Her hand then began to ru... Continue»
Posted by petelovespussy 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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Tammy's Fantasy Field Trip

Tammy's Fantasy----a short story
A pretty cross dresser goes camping alone in the high country. Thinking he/she is all alone, she dons her favorite outfit which happens to be a lot like the one worn by Julie Andrews in the Sound of Music, only very much shorter and frillier. It is a perfect day as the sun is shining and there are some fat clouds drifting by to provide a short relief from the suns rays. She decides to walk out in the green meadow away from the trees where she is camped. As she nears a bubbling brook, she thinks she sees something move over by the bend in the creek that h... Continue»
Posted by cdtamara 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Walking Dead

My name is Ivy. That's not my real name, but that's another story. I'm 20 years old and this is my journal. There was an apocalypse and most of the civilization fell victim to this terrible disease. I was one of those who were punished by surviving. For a long time I though I'm the only survivor...

The Beginning
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War is hell, but this was worse even more as it happened on frigging Christmas. They were walking EVERYWHERE and I just couldn't leave my home. When I ran out of food the hunger drew me out. The city was in chaos and the only solution was to hop on my motorbike and r... Continue»
Posted by harloch 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Stop screaming whore you know you love it.

I made a horrible mistake.

I am usually so careful when meeting up with guys. I had been chatting online with a young guy in his early twenties for about a week and he seemed really nice. Like a lot of guys he was interested in meeting a Tgirl but I was bit hesitant as I prefer older guys. Mostly I meet up with guys at a neutral venue or at my place to have some control over the situation. Since he didn’t have a car I agreed to meet him at his place. Silly move on my behalf. I got dressed in my sexiest black skirt, black blouse , stockings, push up bra and black leather boots and went ou... Continue»
Posted by toniparr 4 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Gym Slut pt 2

So there I was sitting in the locker room with Jim’s cum on my face. What the hell just happened? How did I go in the gym just to work out and then end up sucking a massive cock and swallowing a load of hot semen? Did anyone see? Did this make me gay? Bi? Why is my cock so incredibly hard right now? Could I have really enjoyed it that much? What the hell do I do now? I can’t go back to this gym can I?
Several days passed as I tried to figure things out, but one thing was certain…I did suck Jim’s dick and I did enjoy it. Whether I was at work or home or anywhere I found myself contin... Continue»
Posted by sissybitch2013 3 months ago  |  Categories: Gay Male, Shemales  |  
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Brooke Comes to Visit

Today was a long and stressful day and I just couldn’t wait to get home to unwind. The entire drive home all I kept thinking about was what I am going to dress into when I got home. I guess it was typical thoughts a girl makes like what skirt to wear, with what top and which shoes. I really love the look of short denim skirts. I also love the way they feel on my legs with stockings. Plus, with the mary jane shoes. Maybe add the knee-high white socks. I was getting so overwhelmed with these thoughts running through my head that I started feeling a tightness in my panties.
I quickly went upsta... Continue»
Posted by ahsleymills 6 months ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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A Visit Back to the Doctor

I'll admit, this story came out to be MUCH longer than I had anticipated, but I just kept getting more and more ideas! I hope it makes you as horny as I was writing it :)

The next 2 weeks went by rather slowly. It hurt to sit down after the first couple days, but once that passed, I could not help but think about the immense pleasure that came from the doctor repeatedly thrusting that camera into my ass. After a while, I couldn't wait to go back and have it done again. I told my girl friend Ashley all about it, and she said it sounded like the doctor had just tricked me and fucked me instea... Continue»
Posted by Bangbangtrain 1 year ago  |  Categories: Lesbian Sex, Shemales  |  
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Deer Hunting with Daddy

Every year, a group of my f****y members, mostly uncles and male cousins, all pack up our gear and head into the mountains every fall for the yearly deer hunt. I had been going since I was 5. All the younger cousins slept inside an uncle's trailer, while the adult's and older cousins slept outside in a tent. This tent was huge and was intended to hold up to 10 people.

One year, when I was 8, I was having trouble sl**ping. I left the trailer and went to the "grownup" tent. As I got closer, I could hear strange noises...grunting and moaning noises ;-) I quietly unzipped the tent, but only en... Continue»
Posted by cdsexslut 3 years ago  |  Categories: Group Sex, Shemales, Taboo  |  
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Daddy's little boy

It was the summer before my senior year in high school and my 18th birthday. My father took me to the strip club down on Main Street. We were enjoying the evening watching all the women dancing when my father turned to me and stated that he was tired. It was one in the morning so I agreed and we started heading home.

Now my father is not that old. My mother and him had me at 16. He was 5'10 and in good shape with short dark brown hair and dark brown eyes. I had never looked at my father as sexy but all my friends would tell me how good looking he was. My mother left my father and I when I w... Continue»
Posted by sparkyking 11 months ago  |  Categories: Anal, Shemales, Taboo  |  
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My Young Sissy b*****r for Men's Cum, today.

sharlees****rboy
MY Young SISSY b*****r in Heat for Men's Cum, today!

You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big b*****rs arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock.

You know what I like to do to You, but, instead, I tie your wrists behind your girly back and fuck your throat so deep that you don't even taste My Cum! Well, I... Continue»
Posted by sharleesisterboy 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Caught by my wife

I was stuck, I couldn't move, literally in headlights... I dress up okay? you caught me, I guess your the master now... I used to control my wives life and for good reason I pleased her, and she pleased me the best she could... well now that's changed.. she came home from work early last Tuesday and came in the side door of the garage, I use the garage to film my escapades. And all this time I've never been caught, now I'm caught and can not go back... I am passable. I'm always dieting, I work out but I work out to slim and femme myself.. My wife has the most beautiful body ever, and thats why... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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Worshipping Carla's Cock

I am a closeted bisexual. I have been since I was an adolescent.

These days I have a secret regular lision with a south american transexual who is 20 years younger than I am.

When we date, she dresses in full feminine attire, a black minidress, silk stockings with a suspender belt, and heels. She is curvy and beautiful and easily passes for a girl until you speak to her, when her slightly husky voice seems to give the game away.

Those of us who know and love transgender people can often tell before a person who has not made love to these beautiful creatures. When I first met Carla, I... Continue»
Posted by Hangdog90 3 years ago  |  Categories: Gay Male, Shemales  |  
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my first 3some

at the time I was 21,I was able to get into the clubs,it was saturdaynight which was drag night,and I got all dressed up,wearing a red miniskirt,black top,with a black lace bra,matching garterbelt lace stocking,and panties,and a pair of black6inch high heels.I met this guy name john,who wanted to know my name,as I told him my name is ashley,by the way thats my real name.well john was very interested in taking me back to his place,I lets go.he was 6ft 200lbs,very good looking,with a 10inch cock.he had told me that he had a roomate,that my be there,and quite possble he might want to join in,I us... Continue»
Posted by blonde68 3 years ago  |  Categories: Shemales  |  
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HERMAPHRODITE BLACKMAIL

I remember it as though it were yesterday.
19 years old, jut dropped out of college over a sex scandal
with my History professor.
I managed to find a good job in a high end boutique
because I was beautiful, sexy and could pass myself off
as classy, even though I was a cheap whore.
My boss was a perverted dominatrix and immediately
made me her plaything as a condition for my employment.
As long as I obeyed her and serviced her clients.
I was making very good money as a prostitute for rich perverts.
I found a fairly nice apartment, no penthouse for sure
but far from a dump.
I del
... Continue»
Posted by Utubeslut 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Tropical Escort Pt. 1: Monday

So, this is a series of stories that are 100% true. I went through a separation from my ex a few years ago. This is when I really gave into my desires to dress and be with men. And as a gift to myself, I decided to go on vacation! To San Juan Puerto Rico at that. Needless to say, my shopping trips leading up to the vacation were rather fun and expensive, but who cares! This is a once in a lifetime chance, and I wasn’t going to let it pass me by. Besides the obvious thrill of being able to dress when I want, go out when I want…. I also wanted a man for my vacation. At least one. So, a few weeks... Continue»
Posted by elpaulito 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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