Shemales Porn Stories
Page 80

Waiting for my uncle Jim to get back home. Part 4

My uncle Jim had just left to go back to work after catching dressed up in my moms lingerie. He made me suck his cock with him jacking off all over my face. He told me not to wash my face with his cum all over it until he got back home from work also. His cum was starting to dry on my face and I could smell it also. I went into the bath room and looked into the mirror to see what I looked like. I could see his cum drying on my face. I thought about washing it off but I reambered that if I did not do as he said he would tell my mom about me. So I did not wash it off but I could still smell the... Continue»
Posted by suecd58 1 year ago  |  Categories: Shemales  |  Views: 1199  |  
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When I realized I was Bye and gay

I was a late bloomer I got married had k**s bought a home had all the things to make a happy home but I was restless

i needed something else. I was going out with other women about once a week and it was fun and sometimes very hot i even had a few three somes but I always felt I needed something more. One night when I was driving home there was this girl standing a crosswalk waitting for a taxi she was very hot so I put down the passanger window and offered her a lift she got into my car, the signal changed and as we drove on she told where she wanted to go, I said thats a different type o... Continue»
Posted by rafael0058 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2427  |  
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First Time pt 3 by trans_love (Fiction)

Introduction: This is a true story that happened to me when I was a young "woman"

Here's another. Again, I was 13 at the time, I was 5' 2" , 105 lbs, long brown hair, green eyes, ass to die for, I stole my grandma's estrogen pills and started growing boobies, I was now a full b cup.

A couple weeks went by and I only seen my younger black guy a few times. He let me suck his big cock but that was it. One day he told me he met someone else and to not come around any more. As I turned the corner and was heading home his dad, James, pulled up along side me in his car. He said, "Jessica, why d... Continue»
Posted by 1superhornyguy 7 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1126  |  
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CD Maid Fantasy

Nervously, I knelt on the ground, and wait for Mistress to return. The whole day, I had spent cleaning her house, wearing my maid outfit, always making sure that everything on it was in order. It was difficult to keep the white stockings and gloves clean, but I had managed to do so, all while in 5" black heels, a lace-like maid outfit, and of course, a plug, collar, and cage to keep me from playing early. So I had finished my tasks, re applied my make-up, combed my short black, hair and had been on my knees for almost an hour: all as instructed. As it drew closer and closer to seven o'clock, I... Continue»
Posted by RosalynLee3 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 939  |  
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Flowers For Pansy

Daffodils were Pansy's favorite. To this day she is still a silly little flower gurl wanting, waiting, craving for another man to bring a fresh bouquet. But today was not an ordinary day. With the vacuum grinding and sucking and growling the knock on the door was just slightly audible. The little sissy . . . excuse me, pansy (she just loved being called a pansy) flamboyantly sashayed her way with little itty bitty tiny steps. She swung the door open and presented a lush bright smile. "Yessss?" She said with a lisp.

"Flowers for pansy." The delivery boy read off his note.

Pansy gasped wit... Continue»
Posted by amberfemxd 1 year ago  |  Categories: Anal, Shemales  |  Views: 433  |  
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Sucking my own shemale cock!

It is nice to be flexible, as i am lucky to be, being now a personal trainer and formerly a gymnast, so i can bend at the waist with no problem. Recently, i saw a vid where a guy bent and sucked his own cock and came in his mouth, so hot! Well, why not try it, so i did. Went to bed , jacked my 7 inch shemale cock really good, got it hard, then bent over and did it! I first got my mushroom head in my mouth, so i sucked it for the longest time, felt so fucking good, then wa able to get about 4 inches of my cock in my mouth, sucked for a few minutes. then i felt the urge to cum and i let it go, s... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 3026  |  
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Paying for my own birthday present!

My wife told me that she'd arranged for us to spend a weekend in London, see a show and do a bit of shopping for my Birthday.

Great I thought.

We got to London, from Wales, early evening on the Friday. Checked into a quite nice hotel in the west end and headed up to our room. When we got up there, my wife headed for the bathroom and told me to come with her. Knowing what to expect, I stripped off and laid in the bath. She climbed in, pulled up her skirt, moved her g-string to one side and pissed straight into my mouth. We'd been in the car for about 5 hours, so what I got was stale and b... Continue»
Posted by garyw 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2031  |  
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Weekend Office Sex

So I am the low man on the scale at work. My job is with the City I work in dispatch and am one of the people responsible for getting road crews, hydro and sewer crews out to fix problems wherever they occur. My boss is a very attractive woman named Jamie. She stands about 152 centimeters and dark chestnut hair that is short at the back but gets long at the front. It matches her deep espresso eyes. She dressed very professionally at work ankle length skirts, blouses and blazers that type of thing. She has perky c cup breasts that when she trots or runs through the office they have a nice... Continue»
Posted by triphammer73 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1868  |  
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Who's watching Me?

It's cold out now and now my favorite time of year. Warmer weather means I get to wear short skirts and midriff length tshirts or halters. I love to wear thigh high stockings and garters along with a thong and go to my local park where
guy cruise for sex on the downlow. Yea I'm a transvestite and I look pretty hot sometimes, but also have clothes for all occations.
This afternoon after getting off work around 2:30 I quickly pulled into a quite spot a few miles from the park and got out my bag. I had as normal worn my thong and size 6 lowrise stretch jeans to work, I love the ... Continue»
Posted by kristygurl 3 years ago  |  Categories: Shemales  |  Views: 993  |  
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Trapped and Trained Sissy Ch. 05

Trapped and Trained Ch. 05
There I was, Saturday morning, back in the driveway of my quote/unquote "Master", as he liked to call himself. I turned off the key to the ignition of my car and prepared to step out. He had sent me an email the previous night telling me to show up in the outfit that I had left in during our last session.

I looked down at myself and shivered as I saw the short edge of my form fitting black dress riding up to where I could already see the tip of my black chastity belt peaking out from underneath. That belt had been absolute hell for me the past 36 hours or so. It... Continue»
Posted by hpm12 7 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1011  |  
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First Time Shemale Encounter

Lets start off by saying this a very true story, one that i love to re-live over and over. lets begin

I was in el paso, texas..my girlfriend at the hotel. Something in me decided to go to the strip club. So i did. After a few dances, i decided to leave. I had always heard in mexico it was very easy to find shemales. So i decided to go over the boarder to the very dangerous city of Juarez. After i was in mexico i grabbed a beer and started walking. Within 15 min i noticed these beautiful women all standing outside of an apartment building. I walked over and proceded inside. Not kno... Continue»
Posted by iLoveShemales12 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2560  |  
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Learning how to deep throat...

I was working the drive through window at the burger late one Friday night, this somewhat diminutive husky voice placed an order. My cock instantly begin to twitch as I heard the voice. I took the order and instructed the customer to pull up to the first window. As the car approached I observed that the driver was a shemale in full dress with a split up her right thigh to the waist.

I was so absorbed by the sight of that yellow thigh and leg that I fumbled through the rest of the proceeding. The driver looked up at me and whispered 'you'd do better if you looked at my face instead of my... Continue»
Posted by d4david 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1667  |  
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Impregnated by tentacles

I had just finished a session up at the gym and began walking back to my car. It was dark out and the large car park was empty, nobody could see me. I was wearing just a tight grey leotard. Like this…

My big bulging cock showing clearly up my stomach, small wet patch from a little pre cum, my tits free, no bra, nipples erect from the cold, wobbling as I walked, along with my ass and thighs.

As I got to my car I got in and got myself comfortable, suddenly I was locked in my own car, from under my seat crawled fle... Continue»
Posted by shemalecharlotte 6 months ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 3633  |  
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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: 1537  |  
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Tropical Escort Pt. 1: Monday

So, this is a series of stories that are 100% true. I went through a separation from my ex a few years ago. This is when I really gave into my desires to dress and be with men. And as a gift to myself, I decided to go on vacation! To San Juan Puerto Rico at that. Needless to say, my shopping trips leading up to the vacation were rather fun and expensive, but who cares! This is a once in a lifetime chance, and I wasn’t going to let it pass me by. Besides the obvious thrill of being able to dress when I want, go out when I want…. I also wanted a man for my vacation. At least one. So, a few weeks... Continue»
Posted by elpaulito 3 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2448  |  
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My Boss Tricked Me

I work for a cell phone company. Part of my job is to travel to cell phone towers and fix any problems they might have. I enjoy it but am on call most weekends. Now I consider myself a man in public but at home I love dressing up as a slutty tramp. I love the feel of lingerie on my body. I had a few experiences with a man but it was mostly mutual masturbation. My crossdressing is a secret to everyone except the few I have met online.

Most Friday nights me and the coworkers go out drinking. Just a bunch of guys out having a good time. One particular Friday I got really d***k and my superviso... Continue»
Posted by sissysadie 2 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 9770  |  
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Teen pussy of 18 years in bathroom stall masturbat

Certain noises merge from a closed bathroom stall door which you well know are only from a girl pleasing herself, so it was no surprise to myself, a shemale, who uses the girls room very discreetly, to hear such moaning 2 days ago in the bathroom stall of a store in the local mall. And since i jack my cock off in those stalls also and spurt my jizz, it is always a thrill to hear another girl moaning, even so slightly, with pleasure as she fingers her wet pussy. Thus, i literally stood next to the door and wham, it was not locked, guess she wanted to be watched, so i went in and she just smiled... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2090  |  
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Becoming the girl i really am....

I guess I'll start from the beginning, I was in my early teens and my parents had friends in town who we did everything with, travelling, camping, holidays, the works. They had a daughter who was a couple years older, and a son who was my age who was pretty much my best friend.

We started masturbating together in our very early teens, and since we were such good friends we were together a lot. One night i was sl**ping ove rhis house and while we were masturbating he asked "have you ever gotten a blow job?" "No" i said, giggling nervously as he slid right up against me in bedand slowly r... Continue»
Posted by dirtygurl4u 3 years ago  |  Categories: First Time, Shemales  |  Views: 2011  |  
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The dream

I just finished my shower and stepped in to my bedroom wearing nothing but my boxers. I felt something behind me and turned to find a red headed goddess walking in to my bedroom. I’d never seen this beauty before and had no idea who she was, but she slowly walked toward me, wearing this black silky long dress, her nipples visibly poking through the fabric. Even though confused at who this was and what was happening, my male responses kicked in and I immediately started getting hard. She noticed the rising bulge in my boxers as she got so close to me that the front of her body was touching mine... Continue»
Posted by Wargods 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1253  |  
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blew him away

recently i met a frustrated 32 year old married man who was not getting sex from his older wife,he told me he was straight. I met him in holiday inn in town,i arrived in reception and met him.My hair was very long,i had lots of make up on,was wearing 8 inch black heels,black stockings,suspenders,g string,black bra,body jewellry,belly button stud,on top i was wearing a red tight dress,my nails were painted,had thick red lipstick.

He gave me a kiss and said i looked beautiful and i followed him too his room, i look embarassed as everyone looked at me,i felt like a prostitute becasue of the wa... Continue»
Posted by ladyboyslut 2 years ago  |  Categories: Anal, Shemales  |  Views: 1957  |  
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