Shemales Porn Stories
Page 121

Pounded to submission

Chapter 1

“Oh shit, fuck my black ass with that thick white cock you fucking tranny.” He moaned.

“Harder, **** my tight fucking ass baby.” He screamed

“Quit screaming like a bitch and take it like a man cock-whore.” She exclaimed.

He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that has never been experienced before. He felt as if he were about to cum but his hands were handcuffed to the bedpost and his female/male r****t was not touching his member.

“Stop! Something is not right, I feel like I'm about to ... Continue»
Posted by james_jones_03 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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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 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Charlie s****r-Boy seduced by Old Fisherman

Hi, Dee. We have similar turn-ons.

I was very young, when I opened up a dresser drawer and saw a small pair of white panties laying on top of everything!

My Dads work friend and His daughter had just stayed the night. She was My age. It was Her panties! Daddy, His friend and the girl slept in one bed and Sharlee and Me slept together, in another room. The Men tried to keep the girl quiet, but She was Young and Willing to be taught 'special' things when Her Daddy shared Her with each of His friends on the weekends. She liked to giggle, I know that!

Anyway, I looked up and down the hal... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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& i WAS thinking of you after all:)

hey!

warning: this is a longish message. i'm not expecting a response & i know you're busy, but i need someone to talk to.

so... i increased my workouts & my body rubbing & lotion-ing & i ate better & TRIED to get more sl**p & by the end of my week, i'd put a 1/4" on my tits, 3/4" on my ass & took another 1/2" off my waist to put me at a solid 38-29-38 (34 ribs/31 low waist... suck in the waist to 27&1/2... arch it all for dramatic effect...) as well, i lost 2.5 lbs to weigh my 5'11" in @ 147.5.

i knew there was no fukin' way i was going to see you but why not try to look good anyways... Continue»
Posted by roxxanna 1 year ago  |  Categories: Shemales  |  
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The Next Morning

I hadn't planned on getting d***k last night but what can I say? The mood was just right for it, me and Nicole are c***dhood friends and although we've branched out and built our own lives and become two very different people, we still find a way to make our friendship last throughout the years, you could say that she's my best friend, I've been there for her and she's been there for me and people like that seem rare to come-by these days so it's safe to say she means allot to me though clearly I meant much more to her because here was, waking up in her bed next to her the following morning.
... Continue»
Posted by RunandCummer 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Career Path

“Welcome, Jordan,” smiled the middle-aged white man. “We’re real excited to have you on the team here at Wyatt Motors.”
“Thank you, Mr. Phillips! I’m happy to be here too.”
“Please…Call me Jim,” the finance manager informed him.
“Alright, Jim!”
“Let me show you to your desk so you can put your things down and then I’ll introduce you to everyone.”

Jordan sat down and dug a four photo frames out of his messenger bag. He set them up to his liking. He was the new senior accounting clerk for the successful used-car dealership. He adjusted his Stafford brand charcoal and red gingham tie as he... Continue»
Posted by faggyboi 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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I knew from then.

hi. I want to write about what happened after that they I knew I'm different from the other boys.
Since that day I'm afraid to go in their house but I couldn't tell my f****y what's going on that's why I couldn't completely don't go there because my mom would find out something is wrong and I didn't want anyone else knows about me and them. One weekend my parents wanted to go to a party and I needed to stay at home I didn't know they are told Jacob( X,s b*****r) to come check if I needed anything. When I heard door bell and open door. I saw him standing and smiling I scared of him but he aft... Continue»
Posted by Echoes90 6 months ago  |  Categories: First Time, Shemales, Taboo  |  
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unexpected

Well my mom knowing I was a crossdresser and hell all about me and more.I have only talked to her on the phone since her s****r Mary came for visit two weeks ago.Well aunt Mary didn't know that i was dressing as woman and living as one plus she didn't know at all about me and my mom being together.
I just got home from getting my nails filled and some shopping for sexy shoes and dress I wanted when the phone rang.I looked at the caller id and seen it was my mom.I answered it and said hello. To my surprise it was my aunt.
She said how are you? Good and you? She said well I been here to wee... Continue»
Posted by cdpaula 3 years ago  |  Categories: Mature, Shemales, Taboo  |  
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one night in the bathroom...

HAPPY HOLIDAYS!
Smy story begins quite differently than most...

I had just recently moved into my own place and was getting warmed up to my palace.. I say palace because I never deserved such a beautiful posh lifestyle.. I'm so proud of my working skills, so I guess I deserved it.. I used my mouth you might say... I began my "job" when I first began frequenting bars, I would go into the men's room and I guess flirt with the fellow patrons... I never thought I was gay the first time I actual did anything was with a studly older man and his younger lady friend... I found out she wasn't as m... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Shemales  |  
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The Bondage Whore, Chapter 9

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.



Chapter 9 - First Anniversary on the Job

It was July 15th, a quieter than usual Wednesday night, and Rachel was daydreaming. As tonight was her first anniversary as a bondage whore, Rachel was in a reflective, and somber mood. She thought back on the year just past, the many indignities, and was trying to sort out how exactly she wound up like this, and what was worst about it.

She remembered back to that fateful night when she happened across the "Bondage Whore" want-ad in the window of Jimmy's whorehouse, and how nai... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Thai delight

A few years ago I was sent out to Thailand for a week by my boss to do some checks on our operations at Laem Chabang in Thailand, about 10km north of Pattaya. Our expat manager, Dave, lived locally and instead of having to stay in a hotel he offered me a bed in his bungalow.

He lived on a small gated development of about 10 homes, all occupied by expat Brits. The second night was Saturday, Sunday was a rest day so the guys decided to hold a dinner party, and Dave's place was the venue. In the late afternoon a very pretty Thai girl appeared, Dave introduced her to me as his girl friend Aum. ... Continue»
Posted by spankbuoy 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  
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My Frist time with a tranny

My Frist time it was back when AOL frist came out. I was in a miami chatroom and I met a tranylicous. We Started to chat. I remember going to the profile on the side of the message window and I found out throu pics what a tranny was. I must of been 13 at the time or so. She gave me her address. it was not to far from Downtown so I head over to meet her as I smoked a joint. She had a nice apt, pretty empty She had just moved from Ny. After a little chat we had that helped me relax She came closer to me and we started to Kiss. I felt my bl**d rush threw my body I could feel my ear tingle. She w... Continue»
Posted by lucifer696 3 years ago  |  Categories: First Time, Shemales  |  
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Shemale secretary fucking

Ms Boss had said that I was to see her secretary concerning "letting of some steam". She and I had been at each others throats lately and Ms Boss didn´t like her two slaves to argue.
So we were left alone in the break room after most people had gone home. And we were not to leave until we could get along!
We started aruing about everything, from work stuff to personal tastes to sex. Culminating with both of us claiming to be Ms Boss´s favorite.
The competition was clear. Fuck each other so good the other one yealed.
We nearly tore our clothes of and started kissing and touching each oth... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  
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First time

first time

This is the story of my first careful steps outside as a girl. I was at time 23 years-old, living in a house
with 16 other students and had been trying on girls underwear for some time, but always in private.
This time I would try out somewhere else.
I found an erotic shop in town, which had a cinema in the back. Or actually 3 different cinema rooms,
all playing different videos. I went there dressed in my normal guy�s clothes but underneath I was
wearing my favorite lingerie: a black lacy thong with matching garter belt and bra and a pair of black
stockings. It was my firs... Continue»
Posted by vince01 2 years ago  |  Categories: Gay Male, Shemales  |  
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"Game" Over???

I had not had any Barb time since returning from Kansas City. School was to start up in a week ending summer break and I needed to dress. The folks were at work and I was going to play.

I put on the open bottom girdle dad had bought me, tan nylons, a white lacy bra and my breast froms, and 4" black pumps. I went into the folks bedroom turned on the stereo and sat down at mom's vanity to do my makeup.

I then went to mom's closet and started looking through her closes to see what I could wear. I felt something brush my hard cock and looked down to see a manicured hand gently holding it!! ... Continue»
Posted by Barb51 7 months ago  |  Categories: Mature, Shemales, Taboo  |  
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Gang banged in bondage by shemale co-workers

I had just gotten back home after work when my phone called.
-That´s strange.
When I answered the phone I heard that it was my boss that called.
- Can you come over here please?
She said in a rather seducing tone.
I guessed that I didn´t have much of a choice so I said yes and drove to her house.
Just like the last time her secretary opened and asked me to come in.
-Ms Boss is waiting for you in the living room.
She also said that this might take some time.
Whe I entered the living room I realised that I was gonna get tied upp again. There was bondage stuff al around the room! Dildos,... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Shemales  |  
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Ladyboys: Moving to Thailand and my first Ladyboy


After living in the Netherlands for 33 years I was ready for a big change. I had been toying with
the idea of moving to another country to get away from the stress of it all for a while.
I had girlfriends in the Netherlands. Wives.
I had one nighters and 2 nighters. I wasn't doing bad for myself.
But, there was something missing on the girl side. I love variety. I think I've been with
every kind of girl I COULD be with in the Netherlands. I started thinking about other countries.
Other girls. Other types of girls...
I had seen shemales in Amsterdam. Emphasis on the boy part. And they ... Continue»
Posted by casinocock 1 year ago  |  Categories: First Time, Shemales  |  
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Sissy Gets A Black Master

Sissy Gets A Black Master


I got up wearily from my long and exhausting night being fucked and
punished by my new Black Master. As I awoke, I could scarcely believe that
all those depraved things had happened to me. One minute I had been merely
exchanging emails with a man, who could have been anywhere and the next
minute, that very man was at my door, in my home, and then inside my
body. Black Master, a man whose name I didn't even know, a man who looked
to be about ten years my junior, had taken me to a place I hadn't realized
existed, hadn't even realized I wanted to go, ... Continue»
Posted by sissirandi 6 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Cow Girl`s got something hard in her jeans

Last Friday night me and the guys from work stopped to have a couple of beers. which of course turned out to be a whole lot more. boy was i going to be in trouble when i got home. but when i got home it was all quite, too quite. then i saw the note. "You son of a bitch you knew we had that dinner at my mother`s!" i knew i was in big trouble now. being a little d***k i thought hell with it i am going to have a good time any ways. so i put on my boots and grabbed my cowboy hat and headed to the bar to do a little country dancing. as i looked around i noticed a nasty looking blond on the other ... Continue»
Posted by manard 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Playtime Stories Ch 7 - Whored out to BBC

7.

I saw Darren again about a week later and he fucked me and came on my tongue again. I wanted to start a regular thing with him, but he was rarely available. He wanted to get together, but we never seemed to be free at the same time. Later he told me he was married and didn’t want any compromising ties. I understood. I finally talked him into a farewell fuck in which he came in my mouth.

Levonne was a different matter. I have seen Levonne several other times. When I met him with Darren I liked his cock and the sex. Unfortunately for him I was comparing him to Darren who w... Continue»
Posted by 6988slutty_rbckyy 4 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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