Shemales Porn Stories
Page 114

The Bottles

Fred shivered in the cold winter air. With his head down and feeling very self-conscious, he trotted out of Birmingham New-Street station in the strappy high-heels and headed down the road as he had been instructed. He couldn’t believe he was doing this. It wasn’t that it was the first time he’d stepped outside his door dressed as a girl, or even that he had arranged to meet a complete stranger without a photograph or even a name, it was the manner of the meeting. He felt his cock strain and bulge slightly at the thought, imperceptibly lifting his short dress. He pulled his coat tighter around... Continue»
Posted by laceonlegs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 970  |  
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Taken Care of My Lovers Cousin pt2

It was about ten Saturday morning when I woke from my slumber, Joliet was still lodged in my anus her/his penis soften but gripped by my anal sphincter muscle. I looked around and could not see James, I began to feel my aching butt hole. Even with Joliet's cock stuck in my butt, I could still feel the ghostly memory of James' massive fuck tool ravaging my butt.

Joliet began to stir as I moved and pulled me closer to her/him, 'David,' Joliet whispered into my ear, 'did you enjoy your little romp with my cousin James.' I thought to myself [how could you let him tke advantage of me knowing... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 491  |  
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Sissy Mailee's first black cock - part1

As long as I could remember I have always had a craving for black cocks. My first time was a few years ago after partying with a friend of a friend.

I had called up one of my CD friends, Suzy, to attend a Halloween party at a local warehouse. We had agreed that we’re both going to the party as slutty school girls. We met up at her place to get dress together. When I arrived at her place she told me she can’t go because she was coming down with the flu. There was no way I was going out in public for the first time by myself. I was super disappointed but she told me that her friend Brad woul... Continue»
Posted by aznfemboi 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2034  |  
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POP GOES THE CHERRY

POP GOES THE CHERRY

I recently read a delightful account of a young gurl loosing her virginity to a f****y friend. Got me thinking about loosing my own virginity.

First, you should know, my mother made me a sissy. She took great delight in dressing me as a little girl, thinking back I can not remember when she did not. We lived in the country and most of the time growing up I played outside with my dolls in dresses. The only time I wore little boy’s clothing was when f****y visited or I went to school.

Everyone in town knew I was a very sissy acting little boy. I was bullied a ... Continue»
Posted by littleoralvee 3 years ago  |  Categories: Shemales  |  Views: 1218  |  
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Dressed in holiday style I

Dressed in holiday style I

I watched the speed limit, which is unusual for me, as I pointed the car west towards the Evil City. It was about 1:30 a.m. and dark on the interstate that stretches across the prairie, so I was wearing a black mini-skirt, fish-net garter stockings and my four inch stilettos as I drove through the night. Beneath my soft cashmere sweater, I was wearing a black silk chemise and I kept the cabin of the car cool so that my nipples were erect through the silk fabric.

I usually don’t dress and drive, but it was a special occasion. I was about to lose my virginity ... Continue»
Posted by prairieFreak13 3 years ago  |  Categories: Shemales  |  Views: 569  |  
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first time with both

I was young and I had a girlfriend who I confided a dark secret with, which I had never felt comfortable to tell anyone. She asked what I wanted to tell her and the suspense in the air as I told her was quite thick.
"I've always felt like a woman trapped in my body." I casually said.
"Why did you never tell me?"
"you are the first person I have trusted to tell."
She looked at me for a while, but then told me it was cool, and that I really had the body to pull it off. I was so relieved. She brought me sexy lingerie to try on and it fit, except for in the bust. I didn't care though I even s... Continue»
Posted by Lauren_lee 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 2713  |  
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First fuck for Freda

I'm such a slut. It's not easy to know where to start. I suppose my routine - that's what got me into this, I guess.

Each morning, after my mother went to work, I had three or four hours before my shift at the factory started. I would get the box from under my bed and dress myself. The stockings, the suspender belt, the bra, the patent heels.

I would brush down my long hair and apply my make up, slip into a short mini-dress and admire myself in the mirror. I loved turning from Fred to Freda in the mornings. I'd always put my panties on last, for some reason; I just liked it that way. My ... Continue»
Posted by laceonlegs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1346  |  
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You've Got Shemale - Part 2

"Coming?" I heard her voice call to me from the restroom. I had wiped myself up a bit with a tissue while she was doing something with the faucet running in the restroom.

"On my way!" I quickly walked in and closed the door behind me. I looked at the beautiful woman in front of me, pale skin, black hair, and with those sexy breasts exposed. If I didn't already know what she fought so hard to keep a secret, I'd never guess there was an tool beneath her skit that most women didn't have. I was already naked but she was still in her black skirt with the tip of a hot pink undergarment peeping ab... Continue»
Posted by MysticDude 3 years ago  |  Categories: First Time, Shemales  |  Views: 1123  |  
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Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the car. The journey was uneventful apart from me feeling very lightheaded from being in a constant stat... Continue»
Posted by claracduk 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1706  |  
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Trip to The Nashville Gloryholes

When I lived in Nashville, I never did totally “trannie” up, but I would just go"gay boy" with some white short shorts, maybe hot pink panties that show thru, some mascara, a little base and blush, flip flops with hot pink toe nails. I would visit every glory hole (when they were still there ). My shaved legs were tanned from the summer, the girls and guys were checking my ass out. Got a grin from the token sales lady and headed back. (the first one was the 5th Ave Bookstore everyone has a hard time finding). Saw a hot black guy in a booth, peeked in and pretended to not know how to operate th... Continue»
Posted by CuteGuy2Use 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1363  |  
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him again :)

Since my roommate has moved out Ive taken it upon myself to begin exploring my Transgender tendencies. I shaved my legs, cock, chest everything. As I walked through work the first day, just feeling my jeans against my smooth shaven skin was a huge turn on, I felt my little sissy clit getting harder and harder as the day went on, tugging my panties tighter and tighter against my little bitty pussy ass, as they get stretched out. Its so erotic knowing that I am such a slut, that underneath my dirty grungy work clothes is a sexy soft girly sissy begging to be abused by cocks. mmmm. Spending all d... Continue»
Posted by Chubby_Decatur_Sissy 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1128  |  
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The woman I found

I found the woman who I loved the most and understood me better than any one I had met before...tha woman is me....what a relief to be the person I was meant to be and not have to cry myself to sl**p and wonder why I loved silk, satin, velvet, high heels, make up and men who were attracted to me when I had the need to show off my inner Allison....the women with red hair and green eyes and the stuffed bra and the tucked cock....I hated body hair and having to shave,,,,and wanted Allison 24/7 no Roger to see in the mirror.
I worked on my voice and my smile and then a great friend who was a cla... Continue»
Posted by allison_d 3 years ago  |  Categories: Fetish, Shemales  |  Views: 723  |  
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You've Got Shemale.

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.



I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.

I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little selection and those that were in that range were surprisingly stuc... Continue»
Posted by MysticDude 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1431  |  
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something more to her, part 2: the fun begins

as they entered carloses room, none of the 5, except carlos, of course, could believe how nice the room was next to the rest of the apartment. a queen sized bed with red lace blankets, a flat screen TV with at least 250 channels, hundred year old antiques, gold, and, the thing that stuck out the most: the bags of marijuana sitting in the corner. D'Andre bitch slapped him as soon as he saw them. "WHY YOU HOLDIN OUT ON ME, CARLOS?! i oughta beat yo ass right here, but i wont if you give me some of dat. deal?" D'Andre didnt wait for an answer and grabbed 2 pounds of the best lookin stuff he could... Continue»
Posted by mj2397 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 412  |  
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Something more to her, part 1

Something more to her, part 1


jasmine had just left the local club and was walking to her favorit street corner. jasmine had an IV league education, was extremely beautifull, having dark tanned skin, having 34 DD breasts, a perfect figure, and perfectly done honey blonde hair. she was smart, sexy, and she was one of the most charming people she knew. so why was she selling herself on a street corner? the reason was simply becuase it pleased her as much as it pleased her customers. she may have convinced herself it was becuase she couldnt find a man that would except her 10 inch "secret" t... Continue»
Posted by mj2397 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 789  |  
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Daddy's lil bitch

As a young boy growing up I always had a fetish for dressing up like a girl. When I was 20yo I had my first experience with an older man, Tony a man in his 70s. I met him through a phone chat line and we seemed to hit it off right away. He told me that he would buy me some clothes and lingerie to wear for him when we met. So after a couple weeks of phone chat I mustarded up enough courage to meet him face to face.

When I arrived at Tony’s house he greeted me with a warm hug and kiss. Tony was a very handsome man, stood about 6’ tall and clearly looked like he took good care of his body. He ... Continue»
Posted by aznfemboi 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 3062  |  
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Taken to be a Shemale Lover

I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the k**s that go to school and can get a permit flock to the fast food places. At least you get some training in how to be on time and understand job responsibility.

As I was working towards the park a coral blue car passed by, it pulled into the lot across the street and came speeding back. The driver was a familiar face, Joliet, one of the she-males that enjoyed my restraine... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Shemales  |  Views: 1575  |  
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something more to her, part 1


jasmine had just left the local club and was walking to her favorit street corner. jasmine had an IV league education, was extremely beautifull, having dark tanned skin, having 34 DD breasts, a perfect figure, and perfectly done honey blonde hair. she was smart, sexy, and she was one of the most charming people she knew. so why was she selling herself on a street corner? the reason was simply becuase it pleased her as much as it pleased her customers. she may have convinced herself it was becuase she couldnt find a man that would except her 10 inch "secret" that she hid under her tight mini ... Continue»
Posted by mj2397 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 538  |  
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MEL-SEXY OLDERMAN

MEL IS 66 YEARS OLD AND IS IN MY MUSICAL ORCHESTRA. HE IS HANDSOME WITH A GREAT PERSONALITY. HE IS MARRIED BUT HIS WIFE IS AILING ,SO I DONT THINK HE GETS MUCH ACTION!HE IS A HORN PLAYER AN I IN THE PERCUSSION SECTION.MEL AN I JOKE A WELOT AN HE SOMETIMES JOKINGLY SAYS I HAVE A NICE ASS! HE HAS BECOME MY FANTASY DURING MY MASTURBATION SESSIONS!WE HAD A PERFORMANCE IN SIMCOE AN WE HAD TO GET CHANGED AFTER PRACTICE INTO OUR UNIFORMS.THE MEMBERS WERE PROVIDED CLASSROOMS TO CHANGE INTO.WHEN I GOT THERE I LOOKED AROUND TO SEE WHERE MEL WAS CHANGING! THERE WERE ABOUT 10 OF US CHANGING SO I JUST COUL... Continue»
Posted by bashunia 3 years ago  |  Categories: Shemales  |  Views: 666  |  
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A Night to Remember

About six years ago just before Christmas I went to a transvestite bar in the centre Manchester after I had finished my act at a private party on the outskirts of the city. I was dressed in my sexiest outfit mini dress, suspenders, sheer stockings and 4-inch Fuck me hard stilettos, and my favourite long brown wig. I was fully made up with long false eyelashes and blue shadow, red painted finger nails, and dark red lipstick, pearl necklace and large chunky earrings. I looked quite stunning . I have a very good figure and long shapely legs. I need to, in my line of work, as a part-time tranny... Continue»
Posted by TgirlViki 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1212  |  
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