Shemales Porn Stories
Page 119

Getting caught on purpose ( true )

I had gotting tired of my mother showing up at my house everyday with out notice.She always came in and whated to move stuff around and say something about a dish in sink or what I had cooked for dinner last nite.I love her but since her boyfriend past away she was driven me crazy.
So I woke this morning early and asked her if she wanted to go shopping with me.She said yes I bought some heels bras painties and we went got our nails done.She asked do you own any male clothes I told here no.Well I dropped her off at her house and left and 20 minutes later she showed up I tried to tell her cal... Continue»
Posted by cdpaula 3 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Jeffrey and Jayne

Jeffrey and Jayne

Jayne lay there awake again. She had Just looked at the clock and it was 2am, she had to be up for work in 4 hours! However much she tried to nod off she just couldn’t, she was far too frustrated.
It started when Jeffrey got home from work, as it always did.
She called “Hello sexy, I’ve run you a bath!” As he walked through the door, then “Tea will be 20 Minutes!”
All she got in reply was “I’m hungry and tired!”
He had a bath and then ate his tea in silence. After he had eaten she tried to snuggle up with him on the couch, then he put the football on and told ... Continue»
Posted by slave_ariana 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  
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Learning how to deep throat pt2

Looking up at me from her kneeling position she said 'you aren't to let me choke my self on your cock, but you get the idea.' She stood up, I knelt down, she reminded 'make a fist with your thumb inside and squeeze tight, you will be able to take my cock in you mouth and possible your throat.

I followed her example and was able to get the entire length of her cock into my mouth and she was right, her penis glans was at the entrance of my throat and I was not gagging on it at all.

Chandra lovingly cupped my head in her hands and gently fucked her stiff cock into my oral orifice. Her... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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A Certain Perception (c) 2004 by Cherysse St. Clai

A Certain Perception
(c) 2004 by Cherysse St. Claire

Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in corporate offices or retail stores. C'mon, be honest; what guy hasn't fantasized about being with a woman like that? The room was filled with the usual posers and wannabes. Every girl was a drop-dead-gorgeous slut who would bang a guy on the hood of ... Continue»
Posted by slim_krak 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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the man i used to be

It wasn't what she said; it was the way she said it that got him to do everything she commanded. It wasn't that he couldn't overpower her...after all, he was a man of six feet, and she was a woman half a foot shorter and 100 pounds lighter.

It was like a teenaged son having a confrontation with his mother. He could overpower her, but he wouldn't because, well, because she was his mother. Neil could overpower this woman, but he wouldn't because, well, because she was his lover.

She had measured him very carefully about six weeks ago now, chest, waist, hips, not just the circumference meas... Continue»
Posted by pcarter 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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diffrent, part 2

rosa was hearing things now. she was in the cell her new owner had put her in, a dark, damp, dungeon, and could see almost nothing. tied to the wall, a 10 inch dildo stuffed into her anus, a 9 inch in her mouth, and a chastity device on her newly aquired penis, nipple clamp on her tits, and every once in a while, water dripping on her head, she wanted nothing more than to die. she felt younger, though. like she was in someone elses' skin. scary, yes, but invigorating, it was. she listened for the sounds of her new owner. what had the man said about a "procedure"? it didnt matter. suddenly, foo... Continue»
Posted by mj2397 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Learning how to deep throat...

I was working the drive through window at the burger late one Friday night, this somewhat diminutive husky voice placed an order. My cock instantly begin to twitch as I heard the voice. I took the order and instructed the customer to pull up to the first window. As the car approached I observed that the driver was a shemale in full dress with a split up her right thigh to the waist.

I was so absorbed by the sight of that yellow thigh and leg that I fumbled through the rest of the proceeding. The driver looked up at me and whispered 'you'd do better if you looked at my face instead of my... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Triple X cocktail - Wife Shares Shemale With H

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up.

The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known Tara since 6 months now since she busted me from one of the restrooms of her restaurants. Well wh... Continue»
Posted by Copious 3 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
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Deep sexual fantasy part 2

I Know it been since last year since wrote about my bring up, and in that time space I have done a lot more.

So remember i was saying that in part 2 I would talk about my fantasy....well to my luck it came through :).

On a cold winter Sunday, coming from a business meeting i made my way onto the Tram from Roosevelt island to Manhattan, trying to find my way to the A Train to get to 181st in Washington heights. Being new to New York i had a difficult time finding the A/C Train which i eventually found, which is at Columbus Circle.

Reaching to my friends house, lets call her Nancy (whic... Continue»
Posted by Caribbean_Freak20 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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SheMale Encounter -Hot Story -Please Comment

“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me.

“I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besides I’ve never been the type to just fall in love,” I said.

She held on a little longer before she finally let me go. We kissed one last time and then I was off. As I walked down the runway I waved good-bye. She waved back animatedly. One look at her and I regretted letting her get on my nerves. Quickly I ran back into the waiting area ... Continue»
Posted by bmckzi 3 years ago  |  Categories: First Time, Shemales  |  
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Darlene, Jack and I: Part One

I was driving home from a local peep theater when my car broke down luckily I knew a couple from work that lived nearby. I called my road service company who told me they were unable to help me before Monday since it was a three day holiday weekend. Luckily, when I arrived at their home someone was there or I would have been in big trouble having traveled nearly 60 miles to get to the theater in the first place.

Darlene answered the door in a tight black teddy with three inch heels on which of course I thought was odd but she always was a snappy dresser at work. I saw she had a bit of
... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Group Sex, Shemales  |  
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My step mom turned me into a sissy slut for dad

When I was in High school I would spend the summers with my dad and step mom. She was so hot and always dressed sexy, They were always very playful about sex, not like my mom and step dad. I loved the atmosphere.
During the week they would work all day and I would have the place to myself. I would always go into their room and see what I could get into. I found some picture of the 2 of them nude. Well after that I was always in their room jacking off to the pictures of my step mother naked. Little by little I would find other thing to help with my fantasies. I got into her dressed and wou... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales, Taboo  |  
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she trained me

I was sent to Aunt Fergie when my parents were killed. She is about 5'7"
and 200 lbs she was your stereotypical aunt with some fat and wide hips and
big breast. She picked me up at the bus station in her car.

She said," My household is different and special I have girls who you
will find are very unique. I too am unique and I will show you what I mean
when we go home."

We rode for a half-hour and we arrived to her big old which I would find
was an old Victorian with a widow's roost on top of the roof.

She e****ted me to the bedroom that would be mine and told me," Put your
... Continue»
Posted by pcarter 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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A Sissy's Long Night Pt.1

We were to meet at a hotel, the seedy kind where nobody respectable would go. I was to meet him in his room, just down the hall from mine. I was very nervous. This was my first time meeting someone like this. Usually, I knew the person before hand, and always met at private parties where other people were around in case something went weird.

No, this time, we met online, chatted, exchanged pictures and then arranged to meet. I changed out of my jeans and workshirt. My clothes laid out on the bed, my make up already set up, wig on its holder. I took my time with the make up, I keep it... Continue»
Posted by sissystephanie2008 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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A Sissy's Long Night Pt.1

We were to meet at a hotel, the seedy kind where nobody respectable would go. I was to meet him in his room, just down the hall from mine. I was very nervous. This was my first time meeting someone like this. Usually, I knew the person before hand, and always met at private parties where other people were around in case something went weird.

No, this time, we met online, chatted, exchanged pictures and then arranged to meet. I changed out of my jeans and workshirt. My clothes laid out on the bed, my make up already set up, wig on its holder. I took my time with the make up, I keep it... Continue»
Posted by sissystephanie2008 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Back Seat Backdoor part 2

After our back seat get together, I was hoping that I would get chance to play with my big black stud in a more comfortable roomy spot. We chatted off and on flirting and teasing each other for a couple of weeks, and everytime I talked to him, my ass would quiver just thinking about how good that huge cock felt. One Saturday afternoon I got a message from him telling me to meet him that he was at a friends apartment and if I wanted to come over and play, he would love to. "have" me. I couldnt turn him down, and I got in the shower, shaved everywhere and made sure I was clean as a whistle. I sl... Continue»
Posted by LRock4fun 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Straight man enjoys chubby fem guy

So I met the straight guy online he said he was looking for full figured woman nice tits nice pussy. I messaged him and asked him have you ever been with a somewhat chubby fem guy he said know. I explained to him I had breates like a female and a bottom like a pussy just tighter. He would make love to me same as he would a girl. He was gamed to give it a try. Oh and did we enjoy each others company. We got together at his house I came in we started talking a bit he had some porn on. We had a couple drinks so I grabed his hands and he leaned into me and kissed me as he would a woman tounge and ... Continue»
Posted by pussyboy76 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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THE FIRST TIME (FIRST STORY MY NOT BE THAT GOOD)

ONE STORMY NIGHT A MAN WHEN IN TO THIS CLUB TO GET OUT OF THE RAIN. WENT TO BAR TO GET A DRINK AS HE WAS WAITING HE SAW A BEAUTY AT THE END OF BAR. AS HE LOOKED HER WAY SHE SMILED AT HIM.AND SHE WAS WALKING OVER. AS SHE WAS HE SAW THE MOST SEXY LEGS HE EVER SAW. THE BLONDE WOMAN SAT NEXT TO HIM AND HI. HE WAS SHITING HIM SELF AND FINALLY SAID HI BACK. SHE SAYS SO U R U.THEN THEY A GOOD CHAT.SHE THEN SAYS OK LETS GET OUT OF HERE HE THOUGHT HIS LUCK HAD CHANGED. SO THEY GOT TO HER PLACE. SHE PUSHED HIM THE BED AND TURNED AROUND AND SLOWLY UNDOING HER DRESS AS THIS WAS HAPPING HIS COCK WAS GET HA... Continue»
Posted by LORDLONE 3 years ago  |  Categories: First Time, Shemales  |  
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My Feminization of the day

Ever love the feeling of a woman cummin on you? Well I felt that this evening after I picked up a random woman off the street who asked to be drive home. When we reached the house she asked me to come in. I did and she actually blindfolded me into here bedroom where she tied me up on her bed. I didn't need that but I just played along with it begging to be let go. Of course she didn't let me go. Then she started to tear off my clothing and found me wearing a bra and panty. Then she said,"Well aren't you dressed up nice?" she pulled on my panties and let go juggling my balls around. She laughed... Continue»
Posted by SissySlut9084 3 years ago  |  Categories: BDSM, Shemales  |  
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My New Mistress

Ever love the feeling of a woman cummin on you? Well I felt that this evening after I picked up a random woman off the street who asked to be drive home. When we reached the house she asked me to come in. I did and she actually blindfolded me into here bedroom where she tied me up on her bed. I didn't need that but I just played along with it begging to be let go. Of course she didn't let me go. Then she started to tear off my clothing and found me wearing a bra and panty. Then she said,"Well aren't you dressed up nice?" she pulled on my panties and let go juggling my balls around. She laughed... Continue»
Posted by SissySlut9084 3 years ago  |  Categories: BDSM, Shemales  |  
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