Shemales Porn Stories
Page 120

Tranny whore Samara Rosetti at a Trucker's jo

Last night I got a call from a client. He told me to meet him at a small bar close to Olga Street in Stuttgart.
He ordered me to dress as follows: Short black leather mini skirt slit up the side, button down red silk blouse unbuttoned 3 buttons, 16cm spiked heels boots, fishnet body stocking, no bra, and absolutely no panties. I dressed as he demanded with one exception. I wore red lace panties, thinking that if he got far enough to see them, he wouldn't care that I wore them. I'm an idiot.
I met him outside the bar. I was standing there he pulled up in a tuck. He stopped and told me to foll... Continue»
Posted by Sexysamara 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 607  |  
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Summers of Love (Part 2)


The weekend following that memorable Ann Summers party saw part two of my sissy humiliation although to be honest, unbeknown to my wife, it was yet another dream coming true.

I was in my workshop grinding a cylinder block down when I became conscious of the distant sound of the front door bell ringing. It seemed to ring for ages and I was just about to wipe the excess oil off my hands and go and answer it myself when the constant droning stopped to be replaced by the excited chatter of female voices. I decided another coffee morning was in the offing so headed back to my workshop.

15 m... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 931  |  
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Woke up in a fuck

This is a small story so dont get pissed off k?

Wednesday 2:00 AM
I woke up not realizing where I am and looked around.
I saw panties,boxers,bras,and about 5 guys fucking sl**ping girls (3 girls) i saw that my shirt and bra was off but my skirt remained untouched.
somehow i was atracted to them fucking so i watched and jacked off. About 5 minutes later i came over a guys sl**ping face. then i thought,"Why not try it out?" So i slipped on a rubber and got some lube and carefully slipped in and fucked him. It wasnt long b4 he woke up as soon as i took my rubber off and came on his face ag... Continue»
Posted by FuckmyhornyAss 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1376  |  
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First Real Cock i got

I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes.
I had picked up a mini dress, fishnet and a small top that was letting my belly free. I got a blonde wig (not the best quality) and tried to make up as good as i could. The result was not the best but for me it was huge.
I went down on the streets to walk without fear as everybody was dressed up, ended up with a friend of mine in a bar. He was dressed as an old granny!!!
After half ... Continue»
Posted by crazysissy 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1611  |  
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Summers of Love (Part 1)



A couple of weeks ago my wife hosted an Ann Summers party. I had hoped to sneak away for the evening as, though I would have been more than interested in the lingerie on display, I didn't fancy listening to the constant cackling common to "women only" parties and also the inevitable anti-partner jibes such as: "I ask are you in yet and he says I'm finished", "he picks his nose and farts afterwards" and "you'd think he was rodding a drain the way he goes about it" etc. The wife had other ideas however and I was drafted in to prepare the nibbles, pour the drinks and answer the door, the latt... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 974  |  
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The Mechanic

My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a couple of times a year for a car service so you get to know some of them quite well.

I hadn’t had that much in the way of action for a long time. I had split with my wife a few years before and now I always seemed to be working. Anyway it’s not the most attractive of looks when you hands are covered ... Continue»
Posted by domestique01 3 years ago  |  Categories: Shemales  |  Views: 1502  |  
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16 ladyboys jerked off in front of me! live!

Just got back from Thailand and had a very special birthday present. A big party had been arranged for me at my favorite ladyboy bar and a “competition” had been secretly arranged for me.

Had a nice party with balloons, food, drinks etc then a midnight I was told that it was now time for my birthday present. The door to the bar was closed a chair was bought out and put against the closed door and I was told to go sit on it. Then I was blindfolded and a bib put on me. I could hear all the ladyboys giggling and moving about.

The blindfold was removed and I was greeted with the site of ... Continue»
Posted by toniparr 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1511  |  
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Seven Minutes in Heaven

This is purely a work of fiction about two 18/19 year olds...


It is the summer before our first year of college and we are home alone at his house. My mom works from home, but his place will be empty until his s****r gets home from her summer internship. We have been playing truth or dare since we got up this morning. However, as close c***dhood friends there are few questions to ask when we keep no secrets. Our game has purely consisted of dares.

Early on, I was dared to put on women's lingerie. Most of the day I have been dressed up in a black fishnet body stocking with a matching b... Continue»
Posted by pantiedslave 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1313  |  
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f***ed feminisation


It all started as just a game. i logged into a f***ed feminization chat room and portrayed myself as a slave being punished by my Mistress. Saying She had instructed me to enter this room for 5 minutes and obey any command given to me. It seemed harmless and exciting. How stupid could i have been. Instantly i began getting messages for me to strip and show my ass and my face in various poses. There was one in particular who led the show. He f***ed me to put on lots of makeup and lingerie and pose myself as a sissy slut begging for cocks to serve. Everything was done on cam. i was naked sprea... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3028  |  
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SISSIES TRAINING PART 2

SissyIndy©

I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by the sight of this brunette in a pink corset and black stockings leading down to her pink high heels being pounded by this horrid machine from both sides. Knowing that the slut in the video was me, a man f***ed to wear these whorish clothes and caked on makeup with a brunette wig bounci... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1729  |  
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His sexy flies catches my eye

Another routine day was passing as I carried my shopping bags back home. Turning up a side street the late afternoon sun shining I suddenly encountered the most sexy guy I had ever seen. He was so cool that I hadn't even seen guys on TV as cool and good looking as that.
He was an Asian guy in his mid 20s tall and with a really muscular and well toned body. He had a confident air about him maybe with a touch of manly arrogance too born of an awareness he had that he was a big guy. He was with two other Asian guys and together they maybe looked the sort of guys who knew they were big and used ... Continue»
Posted by emma66 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 519  |  
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tranvestite in trouble part 2

How could i have been so stupid?

Here i was, trapped by a guy twice my size and weight, dressed as a sexy secretary, just as he'd asked me, kneeling on this filthy floor, with his solid 8" cock buried deep in my mouth, gagging me.

Andrew was clearly loving acting out his scenario, with his submissive tranny slut, his eyes were bulging from his head. his hips were pumping, back and forth, litterally fucking my mouth, fucking my face.

i could taste the pre cum oozing from him, so much, i'd had to swallow loads, but i could feel it running down my chin, onto my chest. Still.....he couldn... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 771  |  
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Be careful what you dream about

Author’s note: This is purely a work of bad science-fiction. In no way does the author claim that the following events took place on this plane of consciousness. However, dreams are but the reflections of reality….

Copyright 2011 prairieFreak13

Gene woke up that morning as he had for the past three months, with a rock-hard raging hard-on brought on by the dim memories of phantom dreams. He went to the kitchen and poured himself a cup of strong black coffee and by the time he swallowed the first acrid sip, the dreams were gone but the hard-on remained.
After he relieved ... Continue»
Posted by prairieFreak13 3 years ago  |  Categories: Shemales  |  Views: 803  |  
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Real event, OMG shemale and another surprise

This is a true event, a lil back history, for about 3 yrs ive become fascinated by shemales, no porn will do without a shemale cock, i dont see myself as gay but i do wonder that if i like penis there must be some gay in me, but i do not like men at all. Now regular porn just does not do it for me and i alway fantasize about a shemale cock, a big juicy shemale cock and what i would do if i had the chance, i envy every man i see in the videos that get to suck and get fucked by shemales.

cut the story short, here i was in a womans house, waiting for her to give me back my phone which id given... Continue»
Posted by dirtyboynas 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 2660  |  
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transvestite in trouble

i pulled up on the pub's carpark. I was nervous, i'd been speaking with Andrew for about 2 months online and for 2 weeks on the phone, we'd always end up jerking off when we spoke. it was during these chats that i'd told him of my fantasy. The one where i'm overpowered and f***ed.

I was dressed as instructed, black lingerie, suspenders and black stockings, tight high wasted skirt, just above the knee, white blouse and black jacket, i had on 4" heels, Andrew liked the secretary look. there were only 3 cars on the carpark, Andrew had said this pub would be quiet at this time on a Thursday, it... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1422  |  
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Sex with Jan (and friend!) part 2

Jan and I then gave each other a smoky blowjob each. Slowly, and seductively blowing smoke over each others throbbing monsters, in between sucking and licking each other gently, tasting each other lustfully, but not enough to tip one another too far. Jans beautiful shiny black mac rustled gently as she pushed me away from her purple glans. 'Redo your makeup up and then I want you to fuck me.' she whispered. So we both applied so much gloss and lipstick, our lips shone like our plastic macs. 'I'm gonna put my cfm heels on.' she said, peeling off her white boots, and retrieving a pair of black p... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 430  |  
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Tgirls

Shemale, tranny or as some like calling them t-girls, I like them. Im not talking cross dressers, I'm talking about the ones with titties, curves and sound like a woman. Being a bi male, to me its the best of both worlds. I like watching porn of them and honestly I prefer the ones of them doing a strip tease, ending with them stroking their cock and cumming all over themselves. 
I met one, unknowingly, once while playing around on a chat site. I was cruising thru the members "online" when I came across her profile where she had a good  picture of herself.  I sent her an Instant message and af... Continue»
Posted by rogue-1966 3 years ago  |  Categories: Fetish, Mature, Shemales  |  Views: 1321  |  
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When She became He

A Good Friends Advice




"You need a good massage"


You know how it is, when everything is going so well, the only way to go................, is down. Let me explain. It started when I just knew I had to dump my boyfriend, even that was a loose term. The first part was true, in two ways, he had a cock, therefore a boy and he was a boy, not a man and, He, was no longer my friend. He had to go. Then, I had been thinking about how to dump him when I walked into my boss. And knocked him over.........., I was in a hurry. Staying late to get told off made me miss my bus and train connectio... Continue»
Posted by chchboy 3 years ago  |  Categories: Mature, Sex Humor, Shemales  |  Views: 978  |  
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The Fuck that would never end

This is a short story k?
I went to Italy to visit my cousin Lance and he showed me around and some of the guys hit on me but when the day was over i layed on the couch and fell asl**p...
about 3 hours later...
I woke up on a stool tied up and saw my cousin nude infront of me with a HUGE COCK! and he said,"Well well....the fuck slave finally woke up..." I tried to speak but i realized that a gag was in my mouth i looked aroun i could only see Lance,the lightbulb,and darkness around me.
All at once 3 white guys about 7 inch each (not counting lance) all slapped their dicks in my face.
after... Continue»
Posted by FuckmyhornyAss 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2087  |  
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My First threesome Part 2

After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear black seamed stocking to make me look like a real slut. She then told me that she had to get ready for Ray's father Bob to get home and that I was to go down to Ray's room and sit with him until then.
When I got to Ray's room he was already dresses similar to me except his lingerie was white, and bo... Continue»
Posted by billieearls 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1591  |  
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