Shemales Porn Stories
Page 111

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: 801  |  
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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: 2638  |  
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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: 1414  |  
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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: 973  |  
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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: 2083  |  
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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: 1592  |  
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A Dogging tale

Last month I went dogging. I don’t often go out to dogging sites as there is always a chance of police being around and you sometimes meet the oddest of characters. But I was feeling very horny and there was nobody around to play with so I got dressed and drove off.
I wore some black sexy lace panties and a matching bra, a black half slip and a blue mini skirt and blue top. Also I had on black holdups with a nice lacy top, shiny black court shoes. I was fully made up with lots of pink lipstick and my hair was brushed into a short but femme style. I lube dup my arsehole in anticipation of find... Continue»
Posted by aln1174 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 2757  |  
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Venegeance is sweet

Sequel to „A dominate Goth“

All my stories are absolutely true

2010 August, 11
About 11:15 am

What a warm day. Really hot, perhaps even the camels fainted in the zoo because of the heat. The thermometer reached 35°C that day. At these temperatures people usually aren’t up to do anything. So did I, because I sat together with Claude in his front yard. We were both sitting on our beach chairs below a large sunshade. While I was browsing in a magazine Claude uninhibited showed no manners.
He had his boots, together with his socks, pulled off and wore light blue jeans. On his upper bod... Continue»
Posted by Bea69 3 years ago  |  Categories: Anal, Lesbian Sex, Shemales  |  Views: 1244  |  
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Sweet Charity

You may have heard of the phrase sweet charity, well in my case it was certainly sweet to me. I have built up a large part of my CD wardrobe through judicious visits to charity shops wherever I may be in the country. In one of my local charity shops there's an assistant called Wendy who I would judge is in her mid fifties but looking well on it. She's always well turned out in neat blouses, always a just above the knee skirt, never bare legs and 3 to 4 inch heels of various kinds. I must admit that my fairly frequent visits to this particular shop engender a feeling of hornyness on two counts.... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 1065  |  
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My first threesome.

My lover and I just finished sucking each off and were laying next to each just talking and he ask if I had any fantasy's and I said I like dressing in lingerie. He went to his closet and came out with a black bra and panty set along with a full black slip. He asked if I would put these on and I was up so fast I tripped and fell to the floor. I didn't think I made any noise and started to get dressed. He went into his bath while I was dressing and then his bedroom door open and in step his step mother. I didn't know what to do but stand there in the lingerie. She just smiled at me and wa... Continue»
Posted by billieearls 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 2541  |  
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Weekend visitor

Well...my recalling of an experience dressed in a swimsuit didnt seem too popular so perhaps you may prefare the story of a weekend visitor I once had. It was 1981 and I had just got my own place, a nice modern 1 bed flat.Apart from bedsits as a teen this was my first real place of my own.
In these pre internet days we had such mediums as contact mags, specialty mags and such and it was though one of these that I got in touch with Colin.....that wasnt his name but the rest of the story is true verbatim. He described himself as being athletic and in his 40s, I was 27 and he was hoping to meet ... Continue»
Posted by holaryhilary 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 434  |  
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first time with a Tranny

My first tranny I had was back after I graduated from high school. I was working with her/him at a Wal-Mart store. We got along pretty good then we started to date, I was living on my own so we usually go to my apartment. I had no clue she had a cock, she was a very beautiful woman with size B tits. We dated for about a month when talk her into just taking her shirt off, after a while without her shirt off she finally took her bra off. I would make out with her and suck on her tits, lick her nipples. One day we were together I decide to change it up so I took my pants off in the bedroom and ... Continue»
Posted by theho_1 3 years ago  |  Categories: Anal, Shemales  |  Views: 4432  |  
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Swimsuit summer 2010

This really happened and even now I got both excited and scared thinkig about it.
Near me there is a bay that's very quiet, even in the height of summer its rarely visited, and I took to driving there in my car and sunabathing in just my swimsuit and hairpiece...seeing as many females of my age ar'nt stunning beauties and rarely wear make up whilst sunbathing I knew I'd pass at a distance .
On the first occasion, a man came quite close and said 'hi' as he passed and I just raised my head and nodded as I lay on my tummy. A couple passing by also gave me a wave and I waved back , apart from th... Continue»
Posted by holaryhilary 3 years ago  |  Categories: Shemales  |  Views: 1420  |  
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SISSIES TRAINING PART 1

SissyIndy©

I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often moving the same piece of furniture to what seemed like the same place it was originally. Finally he decided he liked the new arrangement, which wasn't that drastically different than how it looked when we started. Obviously exhausted, I sat down on the couch. He asked me if I'd like a Ga... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3300  |  
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A Fulfilling Life

A Fulfilling Life

by Abrum Liquor (the first "r" is silent)
(aka Roblon)
07 / 99

Sophia Sappho, a beautiful society woman of 37 years, is having a few girlfriends over for cocktails one evening. Unbeknownst to her friends the hostess has a male washroom attendant available in the powder room.

The first guest retires to the powder room a little urgently. Frantically she lifts her skirt, pulls down her panties and with eyes shut, emptied her bladder. Her eyes open wide as she suddenly hears a man’s voice offering, “Do you require any assistance ma’am?”

Startled, the woman jumps ... Continue»
Posted by roblon 3 years ago  |  Categories: Fetish, Shemales  |  Views: 404  |  
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Summer Fun

*Crossdress Story*


Living with your parents is exceptionally annoying, especially when you're 26 and have a fetish for crossdressing. It kind of hampers your "need" for putting on slutty outfits and parade yourself in front of a webcam with a pink-glass buttplug up your ass and a giant rubber cock vibrating away as it burns down your last pair of batteries.
But alas, it's the position i'm in and somehow i've made it this far without too many suspicions.
There was the incident a few months back when my mum and dad were at work and I took the opportunity to clean all my sex toys; taking t... Continue»
Posted by KitsuneTV 3 years ago  |  Categories: Shemales  |  Views: 1399  |  
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Abused as a tranny at a sex party with my mum

This story is a follow up to "Caught wearing my mother's stockings"

I decided to go to the party and be the tranny slut they were looking for. After all, it's nice to be wanted and I really would do anything to keep those photos of me dressed in my mum's stockings, private from my friends.

I've never had anything up my ass before, in fact I've never even had sex at all. This was going to be my first sexual experience. Unless you include being wanked off by my mum or kissing and groping fat girl, Stacey Williams at the school Christmas party. So the idea of being the centre piece at a sex... Continue»
Posted by petearch 3 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 3777  |  
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