Shemales Porn Stories
Page 12

Sissy Jenny abused in the woods

Submissive Sissy Jennifer - taken in the Woods part 1

I stared at my screen - "Be at the entrance to Dutch Common at 12.30. Don't be late, and wear your sexiest sissy gear". 12.30! That was only 30 minutes! I could do it, just. But did I want to? Was it wise? I had never met my correspondent, a local bisexual man, but we had corresponded for some time. Meetings had been discussed, but they had never materialised. This would be the start of a very slippery slope, I knew.

My cock made the decision for me. I rushed upstairs, and slipped into me sexiest outfit. Truth to tell, I didn't ha... Continue»
Posted by sissy_jenny 10 months ago  |  Categories: BDSM, First Time, Shemales  |  
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A Welcome Surprise

I had just broken up with my girlfriend of 6 years. Okay, she broke up with me, after cheating on me with her ex. I was heartbroken. This girl was amazing. Beautiful, funny, easy-going. It hurts now even writing about how awesome she was. Even after I’d found out she cheated, I still wanted to stay with her, because how could I ever find anything better? Well I don’t know if what I found is better, but it’s certainly different. And I think different is what I truly needed. I needed to have my eyes opened to what was out there, and what kind of unique experiences I could truly have. This is tha... Continue»
Posted by FearlessAddict 11 days ago  |  Categories: Fetish, First Time, Shemales  |  
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My Neighbor and I first time!

Recently I had a college student move into the apartment next to mine. He was small, shaggy blonde hair, without any facial hair, looks like ever. Skinny with little muscle tone. We started talking while he was taking a break. I told him the normal neighborly bs. Then I went on about my day. Seen him and talked to him every now and then. I found out he just turned 18 and was on his own for the first time. We both enjoy sports beer and junk food.

One day I was walking by his window, I just happened to look in and saw a skinny ass in panties. Pink boy shorts, my first thought was good for hi... Continue»
Posted by thetodd83 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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The neighborhood sex slaves Part 2

Jack and the girls had gone home about an hour ago and I was in the gym working out when I heard the front door open. Kelly came bounding in calling out my name.

I told her I was in the gym working out.

Kelly sauntered into the gym wearing my favorite little black skirt and red tube top with a "cheshire cat" grin on her face. My cock stiffened a little when I saw her. She came over to the bench where I was now sitting up, straddling my legs and sat down. She looked at me in my eyes and said "I've missed you honey", "Did you miss me?"

Wrapping my arms around her waist, smiling, I said ... Continue»
Posted by Bigrodtaz 1 year ago  |  Categories: Anal, Shemales  |  
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Fantasy cums true

I was on a business trip staying in a nice Hotel. After a business meeting in my room I called down for room service. The maid came up a few minutes later and I let her in. She was stunning, 5' tall with black hair and the bluest eyes I have ever seen. Under her uniform you could tell she was very well endowed at least a 34 DD. She came in and took care of the room. Thru small talk I found out her name was Terri, she was 28 and single. I thanked her and gave her a tip when she was done. As she left I had to watch her walk down the hallway, her little heart shaped ass swaying back and forth.

... Continue»
Posted by tittie-baby 3 years ago  |  Categories: Shemales  |  
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The Room Mate

The Room Mate
My wife and I have been happily married for about nine years now. We had never slept with anyone else during our relationship. I have greatly enjoyed my time with her. However a few weeks ago a coworker of my wife’s moved in with us. Her name was Denise and she had just lost her job, car, and about everything she owned in about three days. We were glad to help her out in any way we could. We set up a second bedroom in our modest apartment.
At first things were normal, at least for having another person living with us. Then something happened, something I did not expect. I need... Continue»
Posted by raastible 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Gangbang party at Ricks part 1

This weekend, Rick my b/f had a poker party, more like a poke her gangbang 6 of his horn dog buds had a female hooker she had a nice 200 cash out there, well she chickend out at the last min. she heard about the cock yes 8" to 12" and she diddnt want the money , said to rick no way, and who she was, OMG she was young n hot and we knew her. found out it was later.6pm no one there yet, everyone knows he is BI his buds did to. So he called me and said His party was a bust he needed a sissy slut like me. we did not have Cell phones 8 pm time to party. well my fantacy he told me be ready just... Continue»
Posted by mrheat22 5 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Bela



1_Revelation

”I like cock” she said in that strange nasal tone of voice. I looked at her askance.
”What?”
”Cock. I love it.”
”Thats what I thought you said” I said. Why was she telling me this?
Irena had asked if I could take Bela up to the hills and I’d agreed readily enough. Who wouldn’t want the company of a pretty young girl on a hike in the Upper Vidalen National Park? The sheer beauty of Norway laid out before our eyes.
I reached back and grabbed the thermos. I needed a moment to gather my thoughts.
”Tea... Continue»
Posted by Ijhel 1 year ago  |  Categories: First Time, Shemales  |  
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Mom Transforms Son into a Transsexual.


I'm a very sensitive white teenage boy who's always been close to my Mother,but my Dad looked upon me with disgust calling me fairy,sissy,faggot, and other choice words, Father was a Marine he is six feet seven inches tall, black hair, Blue eyes, and a Alcoholic. My Mommy is six feet three inches tall, 42DD 28 44 inch frame, long red tresses that flowed over her Boobies and she like to show them off. My parents divorced two years ago he drifted off into alcoholism some place, I was watching porn on Moms computer checking out Shemale and Cross dressing web sites when all of a sudden I heard... Continue»
Posted by sissytimmy 2 years ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
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Doing Time

Keno Reese finished his lunch of a chicken patty, one slice of white bread, baked beans, apple sauce, and two-percent milk surrounded by the other three hundred plus inmates at the prison. He walked his tray up to the front and hurried to his cell to sneak a quick call on his contraband cell phone. The former d**g dealer asked his mom to put a few dollars on his books via Green Dot. She agreed to send him fifty right then. He waited on the phone as she completed the purchase online. Then, the five-foot-ten-inch, slim light-skinned biracial brotha walked out of his cell and onto the yard.

Ke... Continue»
Posted by faggyboi 9 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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SUBMISSIVE HUSBAND CD



SUBMISSIVE HUSBAND

Chapter 1

Aas is usually the case, three years of marriage our love making had grown
a little stale. I decided that we needed something to spice it up and I
broached the subject of adult videos to my wife to see if she would like to
try something different. She was initially hesitant about anything
"pornographic" but I told her it was just "soft porn" and thought we ought
to try it just once. My wife is very strong minded and was raised very
strict so I knew it would be a big job to sell her on it but I kept after
her. She finally agreed and I stopped ... Continue»
Posted by aimen72 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My son got seriously hot

Well, life sucked after divorcing my little sheboy, he was everything to me, but I had to let him go see the world, he went to college, after leaving his job as a freelance babysitter to find himself, he was very good at his job, he worked as a babysitter for a filthy rich f****y, he used to make over £400 in 6 hours spread over a whole week, sometimes he takes overtime, however this overtime was more like parentsitting than else.

He would stay for a further hour to take care of the parents by getting into naughty games together, the couple were rather young, the man was just midway through... Continue»
Posted by starlight8998 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Swimming with a larg man.

More of my diaries.

Sorry it takes long time for this one to come. I was very busy.
I was in 13 and I nearly grown up my body was like a girl big boot and breast. My father was sl**ping with me nearly every night. I had a lots of sexy clothes my father bought for me .
In school I still was a boy and I needed to wear very big school wear to other guys don't see my boobs.
Last few years I changed my school few times because when some one realised about me, my father very quickly change my school to avoid trouble.
I get to use to have a double life. I kind of like it.
I was going to ... Continue»
Posted by Echoes90 7 months ago  |  Categories: Anal, Shemales, Taboo  |  
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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 a... Continue»
Posted by palitro1 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Camping and a Spit Roast

I went on a camping holiday with a small group of friends and it was awful, it was raining, muddy, and there was nothing to do but go to a pub that was nearby. So one night everyone's passed out d***k, and I'm wide awake so I go back out to the pub, and I stay there with my thoughts for a little while, everyone's leaving and it's all feeling very glum, then two girls walk into the pub. The one girl is fairly tall with a very curvaceous body and a noticeably large behind, while the other was relatively short with a much skinnier physique.

I don't really pay much attention, but then they stan... Continue»
Posted by wherethewhitewomenat 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
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A Reluctant Gang Bang

byTonyaTV69©

This story was stolen and posted here by a LIAR claiming it was theirs but I am the real author and they were just a cheap barely literate FAKE!!!

Hi all! I have been cross dressing and playing with men for many years now. One of My first experiences was being gang fucked by about 9 guys at an adult arcade. I was 18 at the time and it kind of traumatized me as it was pretty much a gang **** at an adult arcade. I was dressed up in a white flowered sundress panty hose and white strap on high heeled sandals all borrowed from my older s****r. I had my make up done up just ri... Continue»
Posted by Tonyatv69 7 months ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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How I became gay pt 1

When I was in my teens I was only interested in girls and thought that being involved in a gay experience was completely disgusting. I never would have even thought of it if it wasn't for what happened when I turned 17.

On my birthday me and a few friends got fake I.D.'s and went to a bar in town. We all started drinking and getting as shitfaced as we possibly could. There was 4 of us and my three friends had all spoted the girls they wanted to fuck that night so I was left alone at the bar.

Within a few minutes this girl sits next to me and I immediately started checking her out. Sh... Continue»
Posted by Gayluva67 5 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Completely Fooled

I could not have expected the encounter I had the other night. Having recently separated from my wife a buddy and I went out to a local pub for a few beers. While we were sitting at the bar deciding what beer to try next a very hot redhead comes over and sits next to me. We exchange hellos introduce ourselves. Soon begin to talk about the different complexities of the beers we are tasting. She is so sexy with small b cups and a perfect mouth. After a few beers my buddy decides to take off leaving Veronica and I to get ourselves. She is just a darling; her smile, her laugh, her sensual demeanor... Continue»
Posted by IndieMe 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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My Aunt Gave Me A New Life




My Aunt Gave Me A New Life

As i already wrote, my Mistress has threated to turn me into a gay
shemale slut -- and i'm terrified. Last night i began thinking about how
this whole thing began.

We've lived next door to one another for years, and i've always admired
Her from a distance. She is beautiful! She has a small frame, 5'2",
dark hair, beautiful eyes, a dynamite little body with good size breasts,
beautiful legs. i guess You can say that She was my fantasy. A number
of years ago, when they first moved in next door, She came over with her
daughter to introduce... Continue»
Posted by klammer 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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StepMommy's Boy, StepDaddy's Girl


"Damn, Milos was right; these baked onion rings are great. Hell if I'll let him know that, though." Ben took another pull on his craft beer. As crazy as Milos was, this gay sports bar was making them both a lot of money, perhaps as much because of the irony.

The waiter, with fashionable facial hair, dressed in a football jersey with a cheerleader's skirt came up, asking if he would like another beer.

"Sure, but make it a good German beer this time. Can I ask about the outfit? Why the cheerl... Continue»
Posted by Batman_112 12 days ago  |  Categories: Anal, Taboo, Shemales  |  
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