Shemales Porn Stories
Page 73

Away From the Campfire, Part Deux

I never for a second believed he was actually going to show up next Saturday. But, it hardly mattered. That quick, trashy blowjob I'd given at the camp had awakened something in me: lust. I'd long repressed my bisexual tendencies, and buried my femme side. And now they were awake.

When I got back home from the cabin, Sunday, I dug out my old friend, Dildo Daggins, and went to work on my ass. I came three times that night.

It was hard to concentrate, and to sit, at work Monday, but I managed. That evening, I got my boxes of girly clothes and supplies out of storage, and went through... Continue»
Posted by TransContinental 8 months ago  |  Categories: Gay Male, Shemales  |  Views: 1355  |  
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An On-line Sissy Lives Her Dream

(Dedicated to a hot little sissy here on xhamster, Sluttish, whose looks and fantasies inspired this story. Her fantasy name is April. That’s where this story starts.)

It started innocuously enough with what seemed like a harmless exchange of private messages on a friends-based porn site. A person identifying as a male sent a note to a young sissy whose profile expressed some fantasies about being made into a full-time sissy, perhaps involving some f***ed feminization and even surgical “enhancements.” The young sissy, April, responded openly and eagerly, and the conversation developed into ... Continue»
Posted by scatpetsmaster 7 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1355  |  
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Chatroom trick

I couldn’t believe I was doing this, as I stood by her front door I struggle to find breath on a surprisingly clear day. It had started some months ago, and internet chatroom, boy those things can be dangerous. I had spoke to Mary almost every night, soon chats turned to sex then to fantasies. The difference was she only lived in the next town so when she asked to meet I jumped at the idea, she was so sexy in her pictures. Admittedly Mary was 41 and I was 26, but still. She stood at 5ft10, long straight red hair, a body most twenty one year old girls would be jealous of. Stunning was the word.... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1352  |  
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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: 1351  |  
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Plug fun in the video store.

I have been known to keep it in for multiple times also. I had put it in for a week moved up a size and kept that up for a month then went to bush river videos. I was just sucking some guys when a big cock plopped out from an aggressive guy. I could not fit all of him in my mouth and had had cum all over my face I wiggled up off my knees and stood up to him and put my hand on his cock lead him to the bathroom.he did not want to go but I leaned back to him and said I cannot fit you in my mouth but I can in my bubble butt, that is if you are up for it. He pulsed in my hand and got bigger. I flin... Continue»
Posted by deveon4u 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1351  |  
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Something in my drink, the captive part 3

read part 1&2 first



So Tara had just let me fuck her..and just as we had started to catch our breath Anna, stormed in yelling "WHAT THE FUCK?" And as I turn around I see Anna standing there with another Tranny..I never caught her name, she was like 6'4 and Mexican..I never heard her speak any english..Anna walks over and slaps me in the face and locks me back in chains, and drags Tara out of the room, I assumed to chew her out.While they were out of the room, this big latin tranny pulled out her cock, and smiled at me..I gulped..this thing was over 11 inches, she walks over and start... Continue»
Posted by smonkeys32 4 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1349  |  
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The Origin of Sgt. Steel Part 2: Iraq, Internet Po

For a long time I skated around the periphery with my attraction to shemales and fembois. After my initial exposure watching Jaye Davidson in "The Crying Game," I went back to living with my soon to be future ex-wife and my two stepdaughters.
I didn't really start considering shemales and fembois until my second deployment. In August 2007 I arrived in Iraq. Although I have been in the military for over thirty years, I’ve never been one of those gung ho types. To be honest I’m more of a cynic. Kind of like a character named the Comedian in a movie called Watchmen. He looked at all the serious... Continue»
Posted by sgtsteel 7 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1350  |  
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The unusual girl...and boy: part 3

Pt3:
Saturday night seemed to last for ever and I couldn't sle3p for hours since I had just found out what it felt like to play with my butt hole when I was in the shower. My loneliness continued Sunday morning until I finally called her in towards the afternoon. When Sam picked up the phone and I heard her voice say hello, the first words that came out of my mouth were, "I'm sorry for doubting you Sam! It's okay with me, now we can do things how ever you want but please don't be mad at me!" She said, "You mean...you're fine with doing it my way?" I quickly confirmed it saying, "Yes! It reall... Continue»
Posted by adblman 10 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1345  |  
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my last and favorite

it was 3 years ago .. id become close friends with a girl who had so many friends but she had trouble getting guy friends and when she did get boyfriends it never lasted long and i felt so bad for her. one night we were drinking and went to her house. i loved her and treated her like my s****r, but tonight she was sticking unusually close to me..soon we were kissing and later we started taking each others clothes off.. she soon saw that i was wearing my panties and saw that i was embarrassed in front of her.. she then showed me that she wasn't just a normal girl but a TV , but she never seemed... Continue»
Posted by drewcd 3 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 1343  |  
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"Not MY Type?"

I’d known Kelly for most of my life. Growing up I spent most of my time at her mother’s house. It was a way to escape and avoid my parents constant arguing and fighting. It was a pretty well established fact that Kelly was lesbian early in Junior High School. Her mom and I became quite close as I was rapidly replacing the little girlie daughter she was losing to an ever increasing “butch-ness”.
By twelve years old I essentially become like a member of their f****y. Over the next few years they had the opportunity to watch me morph from a small frail Christopher into a pretty, petite and... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1343  |  
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Ladyboy in a Whore House

I was born a “hermaphrodite” and I had B cup
tits when I was very young.
I was skinny so they looked BIG.

This story is from Pms I sent to SuperSatin
I was a prostitute when I was very1 3young for
a rich perverts' club.
So here's a collection of Pms that add up to
a story.


There was a client who liked me to suck him off
again and again.
he could cum 5 or 6 times. sometimes more.
I know he limped the next day!!

He fucked me too, rested then cummed
again and again.
Another client liked to cum on my face.
he'd feel up my naked body then play with himself
i'd kneel o
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 1343  |  
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Delilah and the Deep Blue Sea. (part four)



The skipper of my boat was a man of few words it seemed for he maintained a taciturn silence as we sailed away from the island. I didn’t mind the lack of communication. I huddled miserably in the stern of the fishing boat, lost in my own thoughts and hardly in a mood to talk. My tear blurred eyes were fixed upon the dwindling view of the island as we left it far astern. Soon it was nothing but a pinprick on the horizon and shortly afterwards I lost it in the afternoon haze. It felt as if something had been torn from my soul.
I blinked away my tears and glanced ahead. A sliver of land had ... Continue»
Posted by Mikebasil 3 years ago  |  Categories: Shemales  |  Views: 1343  |  
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First pair of nylons

When I was working at a machine shop I had to stand all day and my legs would ache at night.

My wife told me she was talking to a friend that was a nurse about it and she told her she should buy me some support hose.

So one day when I was getting out of the shower and getting ready for work my wife handed me a pair of womans panty hose. I asked what that was about, a little freaked out - wondering if one of my old school buddies may had said something about how we used to jack off together and this was a cruel joke.

My wife then told me about the advice she had been given and sh... Continue»
Posted by miguym4m 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1342  |  
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Part 1.. An Idea forms

My plan was pretty simple really… Find a fem-boi looking for a Sugar Daddy and change him to a her over a period of time… Simple in theory, Much harder then it would seem in reality. Being in my mid-40’s and rather well off from a few investments and a wealthy grand-mother I had plenty of time to indulge my more twisted desires. I got into Trans-Sexual porn a few years ago and I was hooked almost immediately. I do not think I am actually gay because the thought of ass fucking a man does nothing for me.. But on the other hand if that man had very feminine features, a small quiet voice, creamy ... Continue»
Posted by Azmodaz 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1342  |  
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The Day that Kelli Appeared.


One day when I was still at School (6th form), my Mum and Dad said they
we're going to my aunties for a long Weekend. Leaving on Thursday and
returning Sunday and I would be left at home.

Suddenly in a moment of brilliance an idea flashed through my head I
could spend the whole weekend Dressed (I had been cross-dressing as long
as I could remember)

Thursday couldn't come fast enough, I raced home from School in
anticipation. After having Dinner My parents asked if I was sure I would
be ok, I said yeah no problem as I have lots of home work.

After about 10 mins off they went, a... Continue»
Posted by kellianntv 4 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1341  |  
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Daddy's Popper Challenge

Since I've been enjoying the users’ stories here so much I thought I'd share one.
I'm a pretty good looking guy, love girls and pussy, but I am a closet tranny chasers. I love hooking up with crossdressers and transgender. I dressed a little in high school and college; I left behind the clothes but not the lust for the femme bois.

Last week when work was tough I needed a five minute distraction to clear my head so I called up Craigslist and browsed the Casual Encounters T4M. This was around 2:00 in the afternoon, a very hit and miss time. The ad that peaked my interest was "Mature Crossd... Continue»
Posted by gypsy61 2 years ago  |  Categories: Mature, Shemales  |  Views: 1342  |  
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Xdresser Housewife Roxys daily chores while wife i

Well the best fuck I've ever had and continue to have all started when we intalled a pool in our back yard .Once the pool was in the pool shop sent over a young guy to set up the pump and show us how to use it ,as it was a Saturday my wife was home and she was in a bikini looking very hot. Well in walks this 6"5 very toned very sexy black guy ,when I say sexy he is the sexiest guy I've laid my eyes on and the body his arms were huge ,not one ounce of fat ,man the thoughts going through my head were insane but the one thing I knew is I had to have him 100% I would do everything I could to get t... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1340  |  
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Guidelines For Other Hotwives

{About a year ago I posted "Guidelines for Happily Married Hotwives." Here is my advice for the rest of you.}

*

OK, many of you have heard about "hot wives," married white women who take lovers, generally hunky young black studs. It sounds sexy but a little scary, too. You have lots of questions and uncertainties and many of you have written to my b*****r, Homer Vargas for advice. Well, he has asked me to respond because this is something better handled between us girls. With three grown white daughters who so far have given me eight milk chocolate grandc***dren, three biracial c***dren ... Continue»
Posted by jonggu 1 year ago  |  Categories: Hardcore, Shemales  |  Views: 1340  |  
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An evening out.

I've been a particularly horny little girl for a few weeks now. When trying to just score a quick hook-up I have went all the ways of our wonderful age of civilization. Everything from dating sites, hook-up sites, and even craig's list. After a few weeks of just not being able to set anything up I decided to go hit up a club and see if i could find someone fun that might want to play.

I got dressed up in a sexy little outfit (fishnet thigh highs, black cheeky panties, black bra, fishnet shirt, little vinyl skirt and a pair of knee high boots) I did my make-up, fixed my hair nice, and jumpe... Continue»
Posted by bellaleroux 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1338  |  
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Chrissie's High School Reunion

Chrissie’s High School Reunion

When the announcement arrived in the mail notifying Kelly and I that our High School graduating class was organizing a ten year reunion we spent that entire evening discussing the pros and cons of attending. I was fairly certain that I wasn’t interesting in attending but Kelly insisting on listing all the reasons why she felt we should attend.
She was interested in going because she wanted to make passes at all the “stuck-up bitches” that pissed her off in high school. She said it would be fun to hit on these girls in front of their husbands or boyfriends. S... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 1336  |  
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