Shemales Porn Stories
Page 81

my new flat (part 2)

After putting the phone down i started to panic a little , i had just accepted a date from a guy who i had just met a couple of hours before, and whats more he did not know i was not a real girl, what the hell was i going to do, could i bluff my way through this.
Mark was his name he was a nice looking guy i would say he was about 30 at the most quite tall with dark hair and we did seem to get on well when we chatted so i decided i would keep the date i had made with him for that night , my plan was also to tell him i was not a real girl and hope for the best.
Mark was due to pick me up at 8... Continue»
Posted by julieanneff 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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My wife wanted a BBC

My name is Frank and my wife's Susan. I am now forty-
seven soon to be forty-eight. In November of 2007 my
wife and I began practicing Oral Sex, after twenty long
years of straight missionary sex. This and a variety of
sex toys, and the sharing of some of each other's
fantasies gave a much needed boost to our sex life and
restored much of the waning desire we'd been
experiencing.

I had read Playboy magazines for several years prior
to this, and had always desired to see Susan fuck or
suck another man's cock. Of course I never actually
thought she would do such a thing. Bu... Continue»
Posted by kinghut 2 years ago  |  Categories: Sex Humor, Hardcore, Shemales  |  
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Am i Bisexual?

Lately i have been somewhat confused and hornier than ever for the past couple years. I have sex with my gf almost daily now, so its not an issue of not being laid. But lately i begain a penis attraction and i will explain.....

I enjoy looking at guys cocks and sometimes fantasize about fucking them in the ass or them fucking me. However, i dont really feel attracted to a man himself....just his cock and ass.

I love shemales, i have since i was a teen. The idea of a chick with a dick turns me on more than anything.

I love anal sex and my gf somtimes uses a strap on dildo on me during... Continue»
Posted by firm7monster 5 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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teach me to love cock

I woke up from my soft bed and started watching tv then the door bell rang and it was the mail women she was black and she had big lips big huge tits a big nice round ass and a thin body she want to welcome me to the naberhood she also had sexy long green and red hairshe gave me her number and said i was cute and would like to hang out some time i said ok mybe we can play some video games at my house later when she got of work she said that would be niceso it got late and then i was dark out then the door bell rang and i whent to it and there she was she was wereing tripp pants and a hot tight... Continue»
Posted by gothicrockersexslave 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Sissy gets creamed in Chicago

I spent last weekend with Marla in Chicago so she could catch up with some old friends. When we got there Friday night and Michael opened the door to his apartment, I could feel my cock start to get thick and harden up just looking at his handsom face and tall slender body. Once inside he offered to fix us some drinks while we made ourselfs at home. Marla and Michael were getting caught up since the last time they were together and every now and then I caught Michael trying to sneak a peek up my skirt, so I'd flash him a little peek now and then, which got my cock real hard and leaking out ... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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The first night

We finally meet in a bar after exchanging messages. Admittedly I’ve been turned on by the thought of where the night could lead but you can tell I’m slightly nervous. As we enjoy our first drinks together we chat about nothing in particular but I notice a cute smile you have as we talk.

You can see that I’m becoming more comfortable and open with you so you decide to ask

‘hunni, what do think will happen tonight?’

I lean in close and whisper

‘I want you to be my first’ before kissing you softly on your lips.

We start to kiss passionately and then decide to leave the bar.

As ... Continue»
Posted by kinkymister 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Submissive Sissy Jenny's First Cock

Submissive sissy Jennifer's first cock

There is a shy knock on your door. You open it, wondering who it can be. A stranger hands you the end of a dog chain, you can see that it leads to a red strap round his neck.
"I'm Jennifer, Sir" he whispers, softly & huskily. It becomes clear now - you remember the conversation on the web a few days ago. Not saying a word, you pull the stranger into your room with the lead, shutting & locking the door behind him. You slip the end of the dog chain over a coat hook behind the door. "STRIP" you command.

Jennifer slips off her coat - it was a co... Continue»
Posted by sissy_jenny 5 months ago  |  Categories: BDSM, First Time, Shemales  |  
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New beginng

Here was I, Nick Beaumont skulking around like some common thief, but
needs must I thought. I crept through the undergrowth at the side of
the house. I had hurt my ankle when I had jumped down from the wall
that surrounded it and was limping slightly. At least no one had seen
me and for that I had to be grateful. Should the mob that I was trying
to avoid get hold of me I was a dead man and they would not make my
demise pleasant. My stomach churned at the thought of what they would
do to me. I owed them £50,000 at an interest rate that meant it was
growing by £2000 a day. The gambling b... Continue»
Posted by klammer 5 months ago  |  Categories: First Time, Shemales  |  
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A night with Rebecca

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted ... Continue»
Posted by Zeffer1 4 years ago  |  Categories: Shemales  |  
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SUBMISSIVE PANTYHOSE FEMME... DADDY'S SLUT

DEAR DRUCE

THIS IS YOUR DADDY

I AM WRITING TO TELL YOU THAT I AM VERY ANGRY

WITH YOU

I KNOW YOU WALKED IN AS WENDY AND I

WERE HAVING SEX

AND I KNOW THAT YOU ENJOYED

THE WAY WE MADE YOU EAT MY CUMM

FROM HER PUSSY

WHAT I DON'T UNDERSTAND IS WHY

YOU HAVE STOPPED TALKING TO ME

I AM YOUR DADDY

YOU KNOW I LEFT YOU AND YOUR MOTHER

BUT I NEVER TOLD YOU WHY

I WANT YOU TO KNOW

THAT IT HAD NOTHING TO DO WITH YOU

I HAD SEX WITH YOUR WIFE

BECAUSE I FOUND OUT

THAT MOST OF YOUR FRIENDS WERE

sl**pING WITH HER

WHEN YOU WE... Continue»
Posted by blkice2u 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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White BBW getting some young Black dick

During my senior year in high school our football team
Enjoyed one of the best seasons in school history.
The coaches had it set up to the point where
Most players did not have to take tough courses
So no star player grades would be affected. My trigonometry teacher
Mrs. Blake hated football with a passion. She told the coaches
That I had to adhere to all the guidelines that non-athlete students
Had to follow by. I will admit that math was my worst subject. I was busting
My butt studying and I still could not pass those grueling examines.

Around the mid-season I was on the brink of... Continue»
Posted by kinghut 2 years ago  |  Categories: Hardcore, Shemales  |  
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Cum drenched afternoon

I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spray and applied my make up and fixed my hair. Next I picked out my outfit, tonight would be my catholic school girl uniform. It starts with my white satin crochless panties with rows of little pink ruffles on the back. Marla always likes it when we have our love sessions in panties, and the cro... Continue»
Posted by slipn2panties 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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womanly experience 4 - first fully naked punishmen

In high school I wore schoolgirl and similar skirts every single day. On my legs I always had either tights, knee- or thigh-high socks, or nothing (when it was hot). I almost never were thongs to school because I couldn't risk for someone to find out that I'm on hormone therapy.

My father was buying me all the clothes so I had to be careful with them because he needed the slightest excuse to punish me. The boys were going crazy for me but I never allowed them to touch me. On the last year of high school I did allow some breast touching but that was all. One day one of the buys couldn't bear... Continue»
Posted by p1llow 5 years ago  |  Categories: BDSM, Masturbation, Shemales  |  
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Theater gangbang of cockslut Kitty


I drove to the old-and-rotten-unofficially-turned-adult-theater that I had been too before, parked and headed in. I walked in, went to the counter to pay and the clerk gave me a once over.

"Ladies are free on Friday nights," he said.

Did I really pull off the appearance of a girl? "Oh, I'm not really a girl," I said, not wanting to cheat the establishment out of revenue.

"Hot stuff, you are close enough for my tastes," he said with a dashing smile. "Have fun up there." He then winked at me.

He was a cute boy, maybe mid-twenties, tattoos, and hoop piercings in his ears that stretc... Continue»
Posted by CumLovingKitty 6 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Gender bent – a Mistake

Gender bent – a Mistake

I was dressed like a bimbo, my lips plumped up from sucking on shot glasses, Pink latex, Trashy fake tattoos of my back saying fill me and a black ace of spade on my ass cheek and Sissy clit on my pelvic area near my dick, My tits was pierced for this party and I had a Cumslut collar on my neck. 8 Inch thigh high pink latex and anime pink wig to make me look like a candy slut. It was either this or complete shaming of me to the point where my life was ruined. All I needed to do was be dressed like this and serve drinks and I just served my last one after Kandi took i... Continue»
Posted by youngprboi 5 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Becoming a Sissy Bitch: Part 1

This all started for me when I was very young, I'm sure you've heard
it all before, Mom leaves for the day, sissy boy gets into her clothes etc etc. I did go through that phase and it was strong for me. However my story takes an unusual turn in my early adulthood. My experiences changed dramatically.

I was just starting college and was working after school everyday at a downtown firm that published catalogs, manuals, and those types of books. I would go there everyday after class and usually put in 4 or 5 hours and then head home to catch up on my chores. I started in the mailroom, as clic... Continue»
Posted by yummycumshot 8 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts... Continue»
Posted by shetrannylover 4 years ago  |  Categories: Gay Male, Shemales  |  
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SHEMALE SEX IS THE BEST

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur

I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I was a dream come true for me, I found a beautiful girl to have some really hot sex with.

For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw a beautiful girl standing at road side. I found myself alone at the road surrounded by a bevy of... Continue»
Posted by fukkerguy 2 years ago  |  Categories: Shemales  |  
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Natalie strikes again!

I was out running some errands on this sunny Southern California Saturday afternoon when Natalie called me. It was great to hear from her since I hadn’t seen her in a few weeks. She asked if I was busy this weekend and even though I had plans, I told her that I was free. I’d basically drop anything I was doing if it meant spending time with her.

If you haven’t read an of my other stories, Natalie was my carpool buddy, then my lover, and now we’re just in kind of a friends with benefits situation. I still say she’s my perfect lover but there’s no way it was going to become a fu... Continue»
Posted by ocmike 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Last weekend

I had arranged a meeting with a new gentleman lover.

I was excited about being naughty.

Knowing I was going to fulfill my craving with a big new cock to play with made me bulge in my panties as I drove to his place.

I arrived at my new friends place a little early.

He answered the door in a dark Tshirt and jeans that hugged him in all the right places.

There was a little chit chat, but we both knew what we wanted. He wanted to fuck me and I wanted to feel a hard cock fill me with cum.so why delay the fun!

After kissing me, his hands found my tits and pinched my nipples. ... Continue»
Posted by lornasababe69 5 months ago  |  Categories: Anal, Mature, Shemales  |  
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