Shemales Porn Stories
Page 78

niebor meets Paula part3 true story

As I kissed my way down his chest and pushed his boxers down he lifted his so they would slid off. I worked my way down to his hard cock which wasn't real thick but average but aleast 8.5 long.I licked the length of his shaft and around the head and took him between my lips took as much as i could in my mouth. As i was sucking him he wet his finger and moved my thong aside and but it in me.Iwas so relaxed with I figured I try to take him all the in which I never could do.Well after a few slow trys i did my lip were balls deep and his was down my throat after a couple times doing that he asked ... Continue»
Posted by cdpaula 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 828  |  
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From big band to big bang

My special friend Marla and I like to get all dressed up and go out dancing. Well we ended up at a club that has different thems. The night we went was the Big Band era that played a lot of swing music. If you're not careful some of the moves has your dress flying out and even over your head. It's not unusal to see two girls dancing, so we could scan the patrons and see who was going to be the lucky guy. I spotted a tall handsome prospect so I gave him a little sneak peek up my dress to peak his interest. He took the bait and ask to dance. he was a very good dancer, swinging me around s... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1202  |  
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First Real Cock i got

I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes.
I had picked up a mini dress, fishnet and a small top that was letting my belly free. I got a blonde wig (not the best quality) and tried to make up as good as i could. The result was not the best but for me it was huge.
I went down on the streets to walk without fear as everybody was dressed up, ended up with a friend of mine in a bar. He was dressed as an old granny!!!
After half ... Continue»
Posted by crazysissy 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1597  |  
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The Day Lana Turned Me Into Her Daughter!

When I was much younger my neighbor, Lana, a divorcee, kept an eye on me while my folks went out of town. It was she whom formally introduced me to cross dressing and it was quite to my surprise. Back then I could actually pass for a woman due to my build. My hair was shoulder length and my body was small framed with feminine features.
I used to try on my mother's panties and clothes even though they were too big for me. Lana, on the other hand, had a great body. She was athletic and did not have a huge chest or big ass. She had great curves and was well defined. When my parents asked if ... Continue»
Posted by lovetopleaseu 6 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 5712  |  
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The Coach's Chance Encounter

Eddy McCants rolled the rack of basketballs back into the athletic storage room at Liddell County High School. After coaching the varsity boys to the final four in the state tournament last season, he had a good feeling that his team would make it at least as far this time around because he had three returning starters. The six-foot-one-inch light-skinned man walked into his office and waited for his assistant coach. He propped his size twelve feet up on his desk. He and Coach Jones discussed this afternoon’s practice and their strategy to push the guys even harder tomorrow.

Eddy checked hi... Continue»
Posted by faggyboi 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1274  |  
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Chaz

Chaz

I met Chaz online. It was to be the first time I met and dressed for a guy without my wife’s knowledge. She had stopped being into dressing me or letting me dress around her. She felt we needed to get back to “normal” play.

Chaz told me he wanted me to come over in the afternoon around 3 pm after he got home from his teaching job. From our online conversation I knew that he was single, had an apartment, was a top and was looking to get sucked. He seemed a bit indifferent towards my dressing but that was ok.

I arrived at his place which was on the second floor of a big three st... Continue»
Posted by MichelleSEmass 2 years ago  |  Categories: BDSM, Group Sex, Shemales  |  Views: 377  |  
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The Bondage Whore, Chapter 10

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


Chapter 10 - An Unwanted History Lesson


"Well, well, well... I do believe this just might be my worst student ever, little trouble-maker Rachel Wells."

"Oh no, Mr. Linebrink!" Rachel couldn't believe her horrible luck. Her old 6th grade US History teacher!

Mr. Linebrink stood there, with an ear to ear grin, looking straight down at Rachel's imprisoned face. "Yep, was I right! Wasn't I Rachel? You do remember that day in class, don't you? That day when I told you that you'd wind up a prostitute, or a stripper, or may... Continue»
Posted by thongcutoffs 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 758  |  
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Delilah and the Deep Blue Sea. (Part One.)



This story has taken me forty years to tell and I only finally relate it now in the firm conviction that nobody will believe a single word of it. In many respects that doesn’t concern me. I have other motives than those of persuading the reader of the veracity of my tale. I write it more to exorcise a ghost that has haunted me for most of my adult life and will doubtless continue to do so for the rest of my days. It is a story, the memory of which, has been my constant companion these past forty years and has dominated my life in the sense that everything I am today has been shaped by tho... Continue»
Posted by Mikebasil 2 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  Views: 1519  |  
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The morning I couldn’t control myself &helli

As I’ve mentioned previously in my little memoire, my Mother was very enlightened about me dressing but we had rules. One small problem is that Mother couldn’t get her very sexy arse out of her bed in the morning, one of the reasons that she worked for herself. So every morning, when I was at home, I had to take her coffee, try to wake her up and get her out at a reasonable time.

The morning I remember best was the morning I couldn’t control my urges any longer, she was just too sexy. She often slept naked but this morning she was a short, rather nice negligee type nightie and no panties... Continue»
Posted by antoniaf 2 years ago  |  Categories: Masturbation, Mature, Shemales  |  Views: 1872  |  
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Part 1 Puddled







B roads in Wales are usually long winding boring affairs this one was no different it was ten or more miles back to her Holiday home the young teacher was looking forward to a quiet weekend away from the city away from every one.
In fact she was pissed with the entire world.
She didn't really want to be alone she felt she need fresh faces in her life.
As she drove: the summer rain pelted against the side of her car her windscreen wipers struggling to keep the downpour from obstructing her forward vision.
The rain was now so heavy she eased off the gas pedal u*********sly lea... Continue»
Posted by vallonia 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 970  |  
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The Slave and the Sissy part Five

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper’s eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beautiful dream; she smiled to herself, the tenderness she felt in her bottom could not be down to any dream, she had been well and truly fucked and wanted the day over quickly, so as she could entertain her slave once more. There was a slight... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 486  |  
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Officer, was i speeding, how can i make this go aw

Yes, we all, at one time or another, gover the posted speed limit while driving, be it for a myriad of reasons, yet even i mile over the limit is speeding, yet very seldom will one get pulled over, that is, very seldom. Thus, one can be, and i was that one last week while driving my 2010 Mustang convertible, with the top down on a nice day. So, what did i do now? the flashing blue lights came from nowhere, so i pulled over and did the routine, kindly giving this trooper my license, etc, and he was hot! I asked him what was the problem, he said i was speeding, ok, no arguement, just wait, as i ... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2430  |  
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I'm a girl now



I always wanted to be a girl, or at least wear girls clothes. When I was ten I started acting upon it. I would occasionally steal some of my moms panties and wear them for a while. I thought the silky panties felt great as they rubbed on my ass and pressed on my little cock.
When I was thirteen, I took it a big step further. I had already been masturbating for months thinking about the time I could completely dress up in some of my moms slutty clothes she wore out with my stepdad.
One summer day, when I thought it was safe, I put my fantasy into action. When both my mom and stepdad left ... Continue»
Posted by vince01 1 year ago  |  Categories: Shemales  |  Views: 2054  |  
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TOTALLY DOMINATED

I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I met a very beautiful woman. She was tall and slender with bright red hair. She had a huge rack, at least a double D, and a tight sexy ass to match. Her name was Cherry. This has to be my lucky night I thought when she asked me if I wanted to hit the bars and so I agreed.

I spent the night going ... Continue»
Posted by LORDLONE 1 year ago  |  Categories: Group Sex, Shemales  |  Views: 1995  |  
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For a while I worked as a transsexual street prost

When I first moved to Sydney in my mid 20’s I had trouble meeting the bills. This was desperate times so after a lot of soul searching I decided that the only thing I could do was to become a prostitute.

I knew Sydney that the transsexual prostitutes picked up clients on William Street near Kings Cross. Not really experienced on the ways of the street I drove down that night and went for a walk along the road fully dressed in all my slutiest outfit. Short black mini, Stiletto heals and tight leopard patterned top. In those days I still only weighed just over 50kg and since I am only 5.3” ... Continue»
Posted by toniparr 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2717  |  
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STORY of SkyDancer

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
glasses we... Continue»
Posted by ClassicCockx 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1355  |  
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The girl inside me.

The Girl inside me...
I with my dolls outside the yard with Amber. What the fuck are you doing you little sissy? Screamed my daddy as he grabbed the doll out of hand and pulled me into the house. That day I learned what boys do and what girls do... but daddy I am a girl I said. Daddy looked at me just shook his head boys he said have dicks like this and girl have a pussy.
Daddy made sure I did all the manly thing like football working out...I had a killer body 6 foot 1in... I was totally ripped. My cock was above 10in and 3 in thick the girls loved it. Every girl in my high school had rode ... Continue»
Posted by mykitty08 1 year ago  |  Categories: First Time, Shemales, Taboo  |  Views: 788  |  
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Surprise!

Here I was, on a Sunday night, going in the club to have some fun.
After few hours of dancing and drinking, one pretty girl came and asked me to dance with her. Looking at her I saw that she`s not a "grenade" so I was thinking maybe I will have some fun tonight so we started dancing. After a while I started rubbing her ass, then I kissed her...OMG she was such a good kisser.
After she broke the kiss she asked me to come to her place and I was so excited that i took her hand and put it to feel my boner.
She gigled and we start walking to her place.
As soon as we arrived..i couldnt stop ki... Continue»
Posted by mercander 1 year ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 2085  |  
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Adventures in Babysitting

When I was 14, me and my BFF, Ashley, started our very own babysitting service. She made an announcement during church and we immediately started getting phone calls.

One day, Ashley said, "Come here...U gotta check this out." And she pulled out a handful of 20's. "Damn, where'd you get that?" I asked. "Babysitting," she said with a smile. I counted it...just a little over $200. "How'd you get $200 babysitting," I asked. Now, Ashley was the neighborhood nymphette and I was the neighborhood crossdresser and I soon found that babysitting services weren't the only thing that men in th... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 8660  |  
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Crossdressing House whore fuck toy

I love to dress-up and pretend i'm a girl and fuck myself in the ass with a huge dildo. Sometimes, i wish i could get fucked by a huge black cock. The bigger the better but i would like a cock around 12" long and 2" wide. I can put on make-up and a sexy wig, with a skimpy mini skirt and garder with stockings, you would never know i was a man. I want that hard cock banging my ass hard and deep, all the way to the balls so i can feel them slap against my ass.
This maybe just a fantasy, but i would love to try it someday. Even better would be a gangbang. I could suck cock and get fucked all nigh... Continue»
Posted by sexboi421 1 year ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1695  |  
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