Shemales Porn Stories
Page 68

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 1 year ago  |  Categories: Voyeur, Hardcore, Shemales  |  Views: 1360  |  
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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: 1356  |  
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Sissy Emma is Turned Chapter 5

After that they let me go home.

Everything had been removed other than the cage which they said should remain on throughout the week to ensure my mind was attuned to being a sissy. Once home I showered myself completely and fell into a deep exhausted sl**p.

The following day I went to work and tried to act as normal as I could despite the fact that I was wearing stockings and panties underneath as instructed, not to mention having a butt plug stuffed up me and my 'sissy clitty' in a cage. All day the sensations reminded me they were there, the silkiness of the stockings against my hairle... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  Views: 1357  |  
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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: 1353  |  
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my night with my Black Master

I posted on this site i would like to be a blackmans sissy,i did get a response from a guy who said he was looking for a white sissy to use i told him i was 55 and never done this before but i would love to be his sissy for a night,we arranged to meet at a holiday inn on the M6, we meet in the bar he was 6 foot 6 and very big build i am only 5 foot 6 and small build i felt a bit scared, once we were alone i would have no chance of stopping him from doing as he wanted to me i said that to him but he just looked at me, he told me to go to the room get dressed in what he had told me to bring an... Continue»
Posted by rory1945 3 years ago  |  Categories: First Time, Interracial Sex, 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: 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 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1348  |  
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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 5 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1347  |  
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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: 1346  |  
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Trapped and Trained Sissy Ch. 18

Trapped and Trained Ch. 18
I don't remember much to how I got here from the previous night, mostly just flashes. I remember the limo pulling into the parking garage and seeing the redness behind my eyelids as we passed under the various lights before it crept to a stop in front of the elevator. Mitch climbed out, then Vivian stirred me awake and led me out, still wearing just my red latex leggings, gloves and black heels, dried cum sticking to my legs and pulling at my skin as I walked. Mitch quickly slung me over his shoulder and strode to the elevator, his hand resting on my ass as he walke... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1345  |  
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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 6 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: 1343  |  
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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: 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: 1339  |  
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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: 1339  |  
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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: 1338  |  
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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 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1338  |  
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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: 1341  |  
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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: 1337  |  
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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: 1336  |  
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