Shemales Porn Stories
Page 65

OHGirl & Velvet: Expecting Sex Addicts

OHGirl:

Warm spunk filled my mouth in large blasts as I swallowed down each sticky gulp quickly, making room for more, while I kept my lips tightly wrapped around my current sex partner’s throbbing shaft. I was rubbing his balls with one hand as I stroked his long, brown cock with the other and milked him for more warm nectar. I had no idea who he was, but he had been staring at me while I shopped for croissants that morning and I led him to an alley where I offered my services. He had paid me 80 Argentine pesos, which was equivalent to $12 US. That was all he had after purchasing his coff... Continue»
Posted by ohgirl1 11 months ago  |  Categories: Voyeur, Hardcore, Shemales  |  Views: 1357  |  
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Tania

Tania was different! She looked and smelt so feminine. I'd been with other tgirls in the past but she was just different.

We'd been emailing and swapping sexy pics for some months now but now the day had finally arrived when we were at last going to meet. We'd arranged to meet in a lay-by just of the A46 just past a little village called Upton Crosby. I'd spent the last couple of days in a state of constant turmoil! What to wear? What would we talk about? What would we do? Would she like me? There were so many questions going through my mind. I so much wanted it all to be just right.

The... Continue»
Posted by joannacd1 4 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 1358  |  
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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 3 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1354  |  
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Soft and Sensual Release...

The Night Out

As I checked into the hotel I was tired but feeling very successful, the day had gone well, so a little celebration was in order tonight. Being away from home was painful but there was scope for a little chance to let my hair down and the locals had invited me for a drink and perhaps dinner later.

I walked into the room, it was comfortable, I knew this hotel well, I had stayed here before. I put my overnight bag down and then proceeded to check the room. I took off my coat and hung it up in the cupboard. Unpacked my clothes and hung them. As it was getting dark outsid... Continue»
Posted by paddy57 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1351  |  
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First time dressed in a club Pt # 1

I had been wanting to go out to a club dressed for sometime but was having a hard time deciding to do it, up to this point I had been only dressing in my apartment and for my friend Bill who live upstair from me mostly when he would come down and we would have sex together. I had told him several times of my need to do this and I asked him if he would go with me but it seemed he was into only seeing me dressed here and having sex with me.
I decided that I needed to do this for me just once to actually see if I could be around people dressed as a girl so one night I got a hotel room away fro... Continue»
Posted by MonicaBond 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1353  |  
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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: 1350  |  
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Deep sexual fantasy part 2

I Know it been since last year since wrote about my bring up, and in that time space I have done a lot more.

So remember i was saying that in part 2 I would talk about my fantasy....well to my luck it came through :).

On a cold winter Sunday, coming from a business meeting i made my way onto the Tram from Roosevelt island to Manhattan, trying to find my way to the A Train to get to 181st in Washington heights. Being new to New York i had a difficult time finding the A/C Train which i eventually found, which is at Columbus Circle.

Reaching to my friends house, lets call her Nancy (whic... Continue»
Posted by Caribbean_Freak20 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1349  |  
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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: 1347  |  
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Trapped and Trained Sissy Ch. 03

Trapped and Trained Ch. 03
The next few days felt like a lifetime for me. I couldn't sl**p at night - every time I closed my eyes, all I could see were replays of myself, dressed like a whore, being strapped to a padded sawhorse while it fucked me from both sides. Everything I ate and drank had a horrid aftertaste of that bastard's cum - it was as if that taste was permanently embedded in my ataste buds now. The back of my throat was sore so it hurt to speak and my pussy... no, my ass, as I had reverted back to calling it... was sore from the repeated violations it suffered.

I went through... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1347  |  
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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 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1354  |  
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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: 1348  |  
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The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1346  |  
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sissy wants to be black man's slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.

One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one person per booth - violaters will be ejected...legal prosecution, etc. So that's why Terilyn lik... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1346  |  
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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 4 months ago  |  Categories: Gay Male, Shemales  |  Views: 1343  |  
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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: 1342  |  
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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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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: 1339  |  
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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 6 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1338  |  
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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 11 months ago  |  Categories: Hardcore, Shemales  |  Views: 1339  |  
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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 1 year ago  |  Categories: Mature, Shemales  |  Views: 1336  |  
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