Shemales Porn Stories
Page 119

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 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1413  |  
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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
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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: 1718  |  
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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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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: 456  |  
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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: 1923  |  
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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: 527  |  
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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: 1708  |  
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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 2 years 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 2 years 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 2 years 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 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 156  |  
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Milking Time B3 Chapter 4 Barocca Gets Her Way

Chapter 4: Barocca’s Recruiting – Barocca Gets Her Way

The next few days were busy ones for Barocca. In addition to her regular duties on the Island, Barocca made the rounds of the Island. Barocca had a very precise list of things she needed to do, and others that she needed to ensure happened, in order for her plan to succeed.
Barocca racked her brain, and recalled one girl she had met several years ago, who just might be game enough to see things her way, and want to come to the Island. If she could convince her to want to come here, Barocca would have what she thought would be her p... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 210  |  
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B6 Chapter 13 Summer Transformed - Summer Is Gifte

Chapter 13: Summer Transformed - Summer Is Gifted

Both Vantha and Rayleena had left their respective quarters, and were now roaming the
hallways of the Island, eagerly in search of new partners to satisfy their seemingly endless
sexual lust and excitement. Because of the relative closeness of Tiffany and Ebony's quarters on the one side of the Island, and the layout of the corridors, it was only a few moments before Vantha and Rayleena met each other in the hallway. Both girls instantly knew that there could only be one reason for meeting the other in the hallway in the night like th... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 160  |  
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B6 Chapter 15 Summer Transformed - Summer's R

Chapter 15: Summer Transformed - Summer's Release

Summer showed no tenderness or compunction in what she did next. The now much larger girl stood up, her assets shuddering delightfully before Rayleena's awestruck eyes, as the huge shaft of her new cock jerked to slap heavily between her breasts repeatedly. Summer turned to Vantha lying upon the bed, her massive cock stretching out over Vantha like a tree limb from her new body. Summer's powerful new form quivered and rippled in anticipation and
driven lust, sending her huge attributes dancing as she stood gazing down at Vantha on the ... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 74  |  
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Impossible Virgins Chapter 9 The Avalanche - The P

Chapter 9: The Avalanche - The Prelude

Toppsy and Lulu awoke in their quarters the next morning. After she observed them awaken through the closed-circuit monitors, Tami and two of the newer girls went there and e****ted them to the cafeteria. There, Toppsy and Lulu both ate a large breakfast, as they prepared themselves for another day of non-stop sex, which they knew was surely coming.
Tami used her cellular phone and called Tiffany, as she watched the two blonde dancers eat from a distance. "Your plan's working, Tiffany. Toppsy and Lulu are putting away food like there's no tomo... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 105  |  
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My Neighbours surprise

It had been too long, far too long since I last dressed up. I am a cross dresser with Sub and Dom tendencies but unfortunately my partner does not like me being a Gurl and so I have to when I can sneak in a dressing up session to fulfil my needs.
I hadn't dressed up for over a year and was itching to feel the touch of my nylons next to my skin. My partner was going out to meet up with a friend which was to be an overnight visit which meant I was to be on my own.... "What should I do" I thought to myself, "watch a film, play on my Xbox?"
No I thought "I'm going to pamper myself and get doll... Continue»
Posted by maria2904 9 months ago  |  Categories: Anal, Shemales  |  Views: 3044  |  
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crossdresser ashley[this my story]

hi my name is ashley,I'm 48,and have been crossdrssing since I was 14.its about the time I discover masturbation.when ever I would take a bath or a shower I would take out of the hamper my s****r panties and bra sit the and stroke my cock thru the material.often I'd find a pair of pantyhose,and would slip them on.felt so hot wearing them,I even wore them to school.lot times if no one was home I would sneek down to our shop that we had out back where you could not see it.inside I would strech out on the table and rub my cock getting it nice and hard sticking a finger in my ass,it felt strange,b... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 960  |  
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