Shemales Porn Stories
Page 119

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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My Life as a Shemale Part11


The weeks went on and I had recuperate from my weekend at Suzi's. I have to say that it was very exhausting but I am glad I had done it. It wasn't the same as the sex I had before, it was different and thrilling. I did like being exposed and abused.

My body had changed, I was by any standards becoming a beautiful young woman, as my 14th birthday approached my breasts became nicely shaped, no more than a handful but Sam had been right, perfect. My skin was a silky white, perfect and soft. I was maybe a little too skinny and my legs still had this coltish look. My blonde hair had grown out ... Continue»
Posted by gigi750 10 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
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June 3rd 2011, Dream Come True!

Friday June 3rd, 2011, I went out to a local bar. Not crossdressed, just the man in me. I am normal on the outside, beer drinker, hell raiser, party kinda of guy. So anyways, im sittin at the bar with my buddy sam, drinking coors light and shots of cuervo. well sam had to cut out early cause his wife was getting bitchy, so he left and i stayed and got d***k. at the other end of the bar i was eyeing this gorgous red head, id say, 5'3, slim body nice tits, drinkin beer, which is a turn on for me when women drink beer!! And she noticed i was lookin at her. So i got up with my beer and went outsid... Continue»
Posted by sissypantyhoseboy90 4 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Danni loves Tommy...

Tommy was sitting in the bar for at least an hour when she finally arrived, she sat down next to him kissed his cheek, patted his leg and offered him her hand. He looked away as if someone had offended him and he was trying to avoid hitting them his veins popping out of his neck. She nuzzled up against him, rubbing his forearm with her fingertips gently, she leaned in to whisper in his ear three simple words he always loved to hear, “I want cock.”

“Danni don’t tease me you know I hate when you act like that.” He said without even looking back at her. His heart wasn’t in it when he kne
... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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My first meeting with Henry - Story 1

Background: Me - Closet bi-crossdresser (Katie) - 48 yo 5'11" 185 fit; smooth all over; office manager. Quite passable except voice, sexy, attractive, submissive and horny. Only wear dresses, no jeans or skirts. Try to be a girly girl. Black lace thigh highs, red and black lace teddy, black lace panties, long auburn wig, black open toe heels, bright pink nails. Him (Henry) - 43yo construction worker 6'1" 195 toned 8 1/2" uncut muscular fat veiny cock groomed naked.

I met Henry while drinking in a local bar after work in late August. (I was dressed in normal work clothes since I on... Continue»
Posted by hotcdsub 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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mom's sissy

You know those words that just have so much impact on you they just shut you up and keep you thinking for the rest of the day? There have been other instances in my life that have done this to me, all of them done by my mother. The first time when I was a c***d she asked me if I had tried on her pantyhose in the bathroom. This was true because after I had my fun with them I placed them in the hamper. That was one of the very first times I had ever worn female clothing. Naturally being a little k** I didn't know how to react to the situation so I got angry and basically over reacted saying thin... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: BDSM, Mature, Shemales  |  
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chase the pool boy (fictional)

after the thunderstorm and hurricane wreaked havoc on our town, and we had a lot of damage, my house was repaired but my pool was full of crap from the hurricane, no one could come out and help, everything was pretty much shut down, food was being dropped in by helicopter.
well finally, everything began to fall in place, but my pool still needed work, so my neighbor lisa(the shemale) came over and and said her friend was staying with her due to the death of his father, and knew a lot about pool cleaning and we worked out a price for the next day. i awoke about 6am and went into the kitchen ... Continue»
Posted by rollpayer1105 1 year ago  |  Categories: Gay Male, Shemales  |  
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Mon nom est Angie [1]

J'ai 18 ans et j'habite dans une petite ville du Vaucluse. Comme tous les adolescents de mon âge je me branlais devant des pornos après les cours ou lorsque mes parents n'étaient pas là. De nature curieux, j'ai voulu savoir ce que ça faisait d’être une femme. Pourquoi? Je pensais que c'était mieux que d’être un homme. Depuis que je me suis mis cette question en tête, j'ai essayer de trouver un moyen de se sentir femme au moins une journée. Le seul moyen que j'ai trouvé était de me travestir, alors je me suis mis en quête de féminité.

Je me suis préparé pour aller a une soirée chez des amis ... Continue»
Posted by AngieTv 5 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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The dark elavator

I was working on a inportent computer tech.
when this women send me a pc to pc message with a picture of a women say want to tast me baby.
i look up and she says well how about it and winks i goto get lunch so i goto the elevator but it full.
i dont want to take the red elevator its lights fliker and people say strange things happen in there.
BUT LIKE I SAID THE ELEVATER WAS FULL SO I HAD TO. SOME GIRL SECTARIES HAD TO STEP IN WITH ME THEY WURE SO HOT.
WAN HAD WHITE LONG HAIR NICE BLACK SKIN AND A REAL TIGHT DRESS SKIRT AND WORK SUIT AND TIE AND GLASES.
The other one had pantie hoes on ... Continue»
Posted by gothicslave 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Five year plan

Five year plan

After many years you find yourself falling into a routine five years had passed and out of those 1826 days I had spent only 2 ½ Days out of chastity less than 1 hour a month when you are locked up for so long frustration takes on a whole new meaning simple tasks become a nightmare because you can’t stop thinking about tits cocks ass and pussy so Mistress Isabella gave me a task that took me a long time to perfect my task was to have a full orgasm in chastity and this is how it started.
My normal routine would start in the morning get washed dressed put my face on go down on... Continue»
Posted by Sissy_Kara 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Good News, Bad News

Good News, Bad News


"Honey, I have wonderful news. I've decided I'm finally ready to have a
baby."

I perked up. "That's wonderful!" I said. My wife, Laney, had dragged her
feet on for years ever since we had married eight years earlier. "What
made you decide to do it now?"

"I'm 32, and while my biological clock isn't becoming a big issue yet, I
don't want to get into a situation where it is. So I'm thinking maybe
tonight would be a good time to ... uh ... work on that. How do you feel
about that?" She gave me a sly smile and winked.

"Sounds fantastic. I'll be lookin... Continue»
Posted by klammer 2 months ago  |  Categories: Fetish, First Time, Shemales  |  
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The Bondage Whore, Chapter 8

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 8 - The Regulars

One of Rachel's most sadistic regular customers was a man she nicknamed "Saddam". Saddam was, Rachel estimated, an arab man in his forties that without a doubt, got off on making Rachel suffer. Saddam tended to visit on slow nights, when Jimmy and Joe would allow him maximum time with Rachel, which meant he was a Sunday night regular.

On this particularly slow Sunday night, locked in position, anticipating another unwanted visit from Saddam, Rachel remembered back to his very first visit: on that ... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Chrissie Learns A Harsh Lesson Part 3

Chrissie Learns A Harsh Lesson Part 3


On Sunday morning, the day after I'd received the surprise gift of a classic copy of the De Sade book I awoke
around 8:30 in the morning with the best of intentions to pack my clothes and be ready to board the dreaded plane
that would take me back across the country.
When I picked up the book in preparation to packing it away with the rest of my belongs i was overcome with the
desire to phone the bookstore. Perhaps they were open on Sunday, after all what isn't open on Sundays these days.
Since he'd never even told me his name and chose not ... Continue»
Posted by chrissieCD 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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From a shy virgin college boy, to makeup and heels

So I'd been away at college for about a month, didn't have many friends, or any confidence to speak of. Not long after starting classes I started dating this older girl, she was cute, but a real bitch, she wouldn't fuck me, she'd treat me terrible, and make me wear her panties while I ate her pussy, and after she came, she would watch me cum on my stomach, and then run her fingers through it, and stuff them in my mouth. While this would turn me on to a point, I knew this girl had to go, after a few weeks I finally managed to get away from this abusive girl.

So a little time goes by after th... Continue»
Posted by smonkeys32 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Tedra the Hermaphrodite

I stood under the hot shower and let the needle like spray soothe my tired muscles! "What a day," I sighed while cupping my full breasts and stepping onto the bath mat to dry off! While toweling off I admired my trimmer form in the full length mirror, smiling to myself when thinking about last night when Ted had taken her hard and fast bent over the back of the couch, bringing on a series of orgasms that had left her limp as an old wash cloth!!! my eyes moved from my full heavy chest and worked their way down to my crotch, where incredibly, my penis was now growing thick and hard just above he... Continue»
Posted by tedra 3 years ago  |  Categories: Shemales  |  
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A Quickie For Jemima

I checked my make-up and adjusted my brunette, bob cut, wig in the bathroom mirror. Pleased with the results I then ensured that my clothing was right. I was a vision of darkness: black G-string under black thin denier tights, 3 inch heels, black satin vest top and black mini skirt. I was sure Simon would approve.

I walked slowly yet purposefully to the bedroom. Simon was sitting on the edge of my bed naked stroking his cock looking at me “mmmmmmmm,” he said seeming to approve “ Why don’t you cum and join me the doors open?”

Out of habit I shut the door as I enter in case we made a lot ... Continue»
Posted by JemC 3 years ago  |  Categories: Gay Male, Shemales  |  
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Chrissie Learns A Harsh Lesson PT 1

Chrissie's Gets A Harsh Lesson Part 1

This is a story I've been wanting to write for a while but I only recently got the gentleman involved to tell me it
would be okay to write about our encounter. Normally it wouldn't bother me to write about any experience I've had but
this gentleman is a special friend and I didn't feel right about relating the story without his knowledge. As you probably
guessed, with exception of Kelly, I generally change the names, dates, and locations mentioned in my stories. Even though
I won't be using his name or telling you any personal ... Continue»
Posted by chrissieCD 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Best Friend ? part 5

Sam came round on friday after checking i was dressed as i should be he took linda out, she told me to be ready for her when she got back as sam was telling her all about what was planed for me,
about three hours later they came back linda looked a mess and went straight upstairs telling me to follow, sam looked at me and said see you tomorrow sweetie and gave me that evil grin as he put a bag in the hallway, i went up to linda who was in just her underwear kneeling on the bed, get under here i have two lots in here for you to clean, i got between her legs and looked up at her swollen pussy a... Continue»
Posted by loopylinda 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Steph ~n~ bigthighlover

THIS STORY BY bigthighlover:

I had been talking with this very beautiful sexy tranny from the southern part of the state for weeks and she told me she was going to drive up to Morgantown and check out the gay lesbian club Vice Versa on Saturday night so I decided to surprise her and be there I got there around 8 pm and got a table next to back wall in front of stage I could see from there desk the hostess set out and I watched for Steph to come in it was all most 9 pm and there she was walking up to the desk she had on a white blouse and short jean skirt with black shoes damn her legs looke... Continue»
Posted by StephanieSixx66 10 months ago  |  Categories: First Time, Shemales  |  
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What might have been

This is a work of fiction based on a fantasy envisioned after seeing someone at a gas station...

I pulled into the gas station on my way home from the gym. As I pulled in I happened to notice a somewhat petite man who was in the process of pumping gas into his VW Jetta. What had caught my eye was his pants. It looked like he was wearing gray suit pants, but they were of a feminine cut and showed off an attractive bubble butt and what appeared to be quite shapely legs underneath.

Having never been attracted to men, I found my sudden interest and obvious attraction to be disconcerting t... Continue»
Posted by kevinj631 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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