Shemales Porn Stories
Page 114

Jayne and Jeffrey 2

Part II

It took Jayne a few weeks to get used to the idea that Jeffrey had been watching porn with images of transvestites being dominated by pretty, strong women. She found that the more she got used to the idea the more it turned her on.

When Jeffrey was out, and she was in on her own, she frequently hacked his account on the porn site and watched all of his favourites over and over again. Being particularly interested in any new favourites he added. Afterwards she would masturbate with her favourite toys and imagine it was the two of them ... Continue»
Posted by slave_ariana 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 596  |  
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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 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1348  |  
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The fuck of his life.

This story was inspired by a message from cigardad4dad. I hope all who read this enjoy. And as always keep the comments and suggestions cumming.

Eddie is a small but well toned man in his mid-thirties. He never had any luck with the ladys however. So one nite he decided to go around town looking for a good time, when he came accross Veronica, a lady of the evening. Her long lushious legs, heart shaped ass, and breast that poured out of her shirt appealed to him.

She leaned over into the car window and in a sultry smooth voice says "So you ready for the fuck of your life?" "Got a place we... Continue»
Posted by sexforall 2 years ago  |  Categories: BDSM, Shemales  |  Views: 1077  |  
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my shemale GF

So my girlfriend ,who was originally my friend ,who I had no idea was a shamale, she hid it very well, she is white with brown hair and blue eyes, she is very pretty, has nice boobs very perky, great ass, and a beautiful voice, I asked her out, she was hesitant at first it took her awhile to say yes. We went out for about a month or two until last week we fucked, now this the part wanted to talk about, I had come to her house one day and she was just chilling watching TV, I joined her, I went for the old arm over the shoulder tit grab, which didn't work.....dammit, but she did start rubbing my... Continue»
Posted by germanface 2 years ago  |  Categories: Shemales  |  Views: 2046  |  
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my first cross dressing play time

i sucked my first cock the other day. i posted a ad on craigs saying i like to cross dress and would like to find somebody to dress up with and take turns being sluts to each other and then i posted a few pics of me from my xhamster profile and actually got alot of replies. it took a few weeks but i finaly found somebody that like to dress up and he came over during the day and we started watching porn and i pulled out all my slut clothes and we picked out things that we wanted the other person to wear. he wanted me to dress up just like the pics i sent him so i did, after we got dressed up we... Continue»
Posted by floyd1985 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1408  |  
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My first CD/TV experience

HI my name is Lilith, i am a crossdresser/transvestite. Well really i have no idea what i am considered but all my life i had grown up as a man. Secretly i used to fantasize about sucking cock as a k**, i dreamed of the day that i could. that day came when i was around 13 with a friend down the street, he was a year older than me. It started with wrestling, moved to dry humping and then soon i has rubbing his cock. We were so incredibly nervous the first time when i said " that looks good enough to eat." refering to his hard member in my hand. he told me to suck it if i want to, as ... Continue»
Posted by witdacandy09 3 years ago  |  Categories: First Time, Shemales  |  Views: 2050  |  
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Aidans training

* Post Date - 4/17/2011
* PDF Download -


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Story posted with author's permission
Read User Comments (2)

I started out with a pretty happy life, but I screwed things up. I was the king of my castle, but now I'm not even the queen. More like the maid. So I guess you could call it a riches to rags story. How did it all happen, well let me back up and tell you.

My name is Aidan, and I started life with a plus, because my f****y was pretty well off. When I turned 21, I got my sh... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1716  |  
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xdresser roxxi,s mistress is my wifes s****r

For a long time now i have wanted to see a mistress but as i am married its hard to get the money to pay for the services of a professional so i have not been able to fullfill my fantasy that was until last week. The adult store i go to to get all my sex toys has a billboard and people put up a picture and what they are into sexually .Its basically so like minded people can meet to explore there sexuallity . I went home took some sexy pics wrote out my add and my email so people can contact me .In my add i described what im into and ... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1379  |  
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My 2nd tranny date.

My second transexual Encounter was years later my First, I was sixteen At the time. And I was driving home from my girlfriends. I was living at my parents, my curfew was 2 am. That nite I had taken my moms fleetwood with me. I left her at her house and I had a hard on. On the way back I passed by 8st in miami a famous st for hookers. I drove around the parking lot of MikeyD's and saw her standing at the side of the building.I pickd the lady up she looked in her late 30 and we parked on a side street I gave her 40 bucks for some head. I started to play with her nipples as she got more and more ... Continue»
Posted by lucifer696 2 years ago  |  Categories: Shemales  |  Views: 960  |  
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another hot day

It was another one of those days when I knew my desires would take me over the top, it started when I met up with a nice young fella for some mutual fun, but to my suprise things were gonna be so hot I would almost lose my mind.
I met with him wearing a pair of my sweet pink panties with lace on the front but I had a suprise for him, I bought him a pair of burgandy thongs to put on and put a show on for me.
As he pranced around for me I felt my dick growning in my own panties and he noticed it, "sir, you like me in your panties" he asked me. "yea, you look like a hot bitch" I told him I noti... Continue»
Posted by frkinatl 2 years ago  |  Categories: Shemales  |  Views: 455  |  
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a naughty "girl" i was

Once again i had the house to myself, i got online and soon found myself an eager man ready to come plow me. I waited in my black tank and pladd mini skirt, running my hands up and down my thigh highs. Suddenly a knock at the door, i answered the door in a robe. After he came in i relized how big a boy he was. HE was easily 6'6" and round 250bls, i have to admit i was intimidated. I disrobed in front of him and a smile came aross his face. MY naughty little outfit had made a rather large buldge in his pants.
HE took his time with me, caressing my body and grinding ag... Continue»
Posted by witdacandy09 3 years ago  |  Categories: Shemales  |  Views: 1652  |  
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THE FIRST TIME PART1

THE FIRST TIME


Kate heard the bell ring from downstairs and dashed to the
mirror. The reflected image betrayed no flaws. The lipstick was
red and thickly applied, giving the pouting lips a playful glow.
The green eyes were right too-- the dark eyebrows thinly plucked,
the long lashes batting with plenty of body and dark promise, the
eyes themselves clear, bright and green as polished emeralds. No
eyeshadow though-- the Teacher thought that eyeshadow on Kate
gave a too-mature look and Kate was only sixteen. Cheeks were
smooth, with a complexion that was clear but for the inevi... Continue»
Posted by alexwd0 3 years ago  |  Categories: First Time, Shemales  |  Views: 1928  |  
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The Making of A Sissy-Part Three

Before the audience at Aunt Jane’s house, Bella cowered before the man, who gently put his hand behind her head and pressed against her soft hair as he coaxed the sweet pale complexion of her pretty face and pink lips toward his stiff and excited member. The man so wanted to slap Bella’s face and see the sissy cry as she were made to indulge him, but he knew he was under the watchful eye of Jane and did not want to spoil any future chance he would have of having his way completely with this delicious effeminate beauty; his cock had risen like never before when he viewed the sweet little botto... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 523  |  
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caught y my roomate

long time ago I helping a friend out,by leting him move in my house,which I owne.we had sex before,but that was before he new about my lifestyle.well he took off one weeknd,leaving me to have the house fore myself.so I decided to get all dressed up,and hook up a guy that night.I was sitting at the edge of my bed playing with myself thinking how good it felt to dress up,looking into the mirror seeing the sexy woman in front of me.not knowing that my roommate was standing there,rubbing his cock thru his pants,then he came in ask me what took me so long to come out,he said he new,but was not sure... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 595  |  
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THE Sissy a*****ion

You are walking along, you feel a presence, a person quickly comes up behind you and chlorophyll you. You pass out but you catch a glimpse of his green army officer hat.


You wake up several hours later chained to a rack naked. Two identical women come out with a cart filled with cosmetics. First they take this special soap that when it touches your skin it makes your skin very sensitive and a sensation of pleasure takes over at the slightest touch, then the two women grab nail polish and paint your toes and the your fingers. Then, they grab a special foundation that they apply to your wh... Continue»
Posted by thegoods699 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1709  |  
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Milking Time B2 Chapter 6 The Inquisition Part 2

Chapter 6: The Inquisition Part 2

After her ordeal with Ebony, Jordan staggered to the shower and cleaned herself off, enjoying the cleansing feeling of the water cascading down over her body. Emerging from the stall, she found a note from Tiffany left on her clothes.
Jordan: Congratulations on making it through your test with Ebony with flying colors. I can tell that now there'll be no stopping you from reaching your goal. Your next test will be with Clyda. Come and see me in my quarters again tomorrow morning at 9AM. You'll be briefed again by myself and Dee Dee on what to expect.
... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 156  |  
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I`ve been so horny lately

I found one of my first pair of heels I have ever bought and I also bought leggings recently and even sexy gloves. Those leggings match very nicely with those heels. Before gloves would make me cum after stroking my cock for 1 minute or less. Now I want to enjoy it and actually realized that stroking my cock in sexy gloves feels more like somebody else is fucking it. I`m talking my time now and enjoy stroking for a longer periods and then cum with even more intensity. Sometimes I like to cum watching shemale / tranny videos on the internet but sometimes this distract me and I just turn it off ... Continue»
Posted by marcrossy 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 450  |  
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was it lust or was is it hot sex CHAPTER 2

I woke up in my hotel smelling like sex real bad never smelld so much like straght sex before in my life. So i whent and took a show and washed my self. as i rubbed soap all over my body.
I still felt like they wure in me and in my mouth i looked over and seen a strapon dildo and a vibrater dildo silacone i couldnt figer out were they came frome then i read a letter it said.
from sandy and snow for giveing us such a good night we will meet u agein. i couldnt stop think about last night so i grabbed them and started sucking on them i dont know y i was doing this.
but it turned me on. i dont ... Continue»
Posted by gothicslave 1 year ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 607  |  
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Milking Time B2 Chapter 5 Ebony & Jordan Part

Chapter 5: Ebony & Jordan Part 4

The onslaught from Ebony continued throughout the afternoon. Jordan lost track of how many times her ass, her pussy and her throat had been violated by Ebony.
Sometimes Ebony would talk to and tease Jordan as she fucked her steadily and powerfully. Other times, Ebony was a raging b**st with no thought for anything but her own pleasure and release. The only thing that remained constant was the incredible and almost unceasing pounding that Ebony exerted on Jordan's body.
Jordan felt like a water balloon that had been filled up and emptied too many times... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 174  |  
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Milking Time B2 Chapter 10 Clyda & Jordan Part

Chapter 10: Clyda & Jordan Part 4

As Jordan and Clyda lay on the bed and basked in the warm afterglow following sex, Jordan reached over and pulled Clyda's head close to her and whispered, "Could I have more, please, mistress?"
Clyda's eyes widened in astonishment. "They told me that you were a horny little thing, but I had no idea, you'd want it again so soon."
"Now that I've felt how good it can be here, I can't seem to get enough of it," replied Jordan.
"All right then," said Clyda. "If you want cock, you've certainly come to the right place for it. But you're going to have to w... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 156  |  
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