Shemales Porn Stories
Page 122

Sissy Sarah’s Story


I couldn’t believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.
It had all started two weeks earlier when I had changed my profile on one of the sites that I regularly use. Up until then, I had been ‘Mr versatile’ – willing to do anything anyone wanted – pretty bland actually.
Now what I had written was the following:
“Young 52 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going wh... Continue»
Posted by cocksucker1966 9 months ago  |  Categories: Shemales  |  Views: 1468  |  
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The Real Rio


I never really paid much attention to she males before. While in Brazil i went to a straight porn theater in the business district at the end of a work day. Everywhere and fucking sexy. Walking around with silky neglacie and heels. The hottest straight married guys would take then in the men's room put them on the wall and fuck them like the building was falling.
Walking out tucking fat wet daddy dicks back in their slacks to head home to the wife and k**s.

I went and found a seat one in from the isle and a burly daddy sits next to me in a dress shirt and slacks. Dropping his hand in m... Continue»
Posted by meatcoachsboy 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2541  |  
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The dark elavator

I was working on a inportent computer tech.
when this women send me a pc to pc message with a picture of a women say want to tast me baby.
i look up and she says well how about it and winks i goto get lunch so i goto the elevator but it full.
i dont want to take the red elevator its lights fliker and people say strange things happen in there.
BUT LIKE I SAID THE ELEVATER WAS FULL SO I HAD TO. SOME GIRL SECTARIES HAD TO STEP IN WITH ME THEY WURE SO HOT.
WAN HAD WHITE LONG HAIR NICE BLACK SKIN AND A REAL TIGHT DRESS SKIRT AND WORK SUIT AND TIE AND GLASES.
The other one had pantie hoes on ... Continue»
Posted by gothicslave 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 844  |  
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Rendezvous with Cheryl

Pulling up to the motel my cock was already rock hard just thinking about Cheryl. It had been a few months since my last trip to Baltimore and I so wanted her. We had met on craigslist about a year ago and rendezvous a few times. Now it is kind of a regular thing whenever I am traveling through. Cheryl always grabs a room at this seedy super 8 and then text me the room number. Cheryl looked so sexy today she had dark brown shoulder length hair that curled at the end, nicely lined eyebrows, long and dark eyelashes, her cute cheeks glowed matching her light pink lips. Two long earrings dangled f... Continue»
Posted by iheartm2f 11 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1171  |  
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Domination Island Ch. 05

The man who belonged to Serena woke with a start. It was dark and very warm and he was covered in sweat. Another nightmare, another recurring hellhole.

These dreams were all the same. Beautiful women running at him and he was unable to move. And they all had enormous penises, rock hard and dripping with gleeful excitation, poking at him, prodding him, filling every orifice of his body.

It had been nearly two months since his capture and he was surprised it hadn't got any easier to accept all the abuse and humiliation. He'd expected to become accustomed to what they did to him and all the... Continue»
Posted by slave1981 9 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 580  |  
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Moms friend Vanessa




My mom had a best friend named Vanessa. She was more like an aunt

and always was around. She had big tits, a thin waist, a fat ass,

and nice big legs. She would always wear short skirts or short

summer dresses that showed her wonderful legs. One time my mother

was at work and Vanessa was watching me until she got home. I was about

6 at the time watching tv in my spiderman underwear laying on the floor.

Vanessa was sitting on the sofa reading a magazine. She crossed her legs

just as I had looked up. What I saw made me very curious to say the least.

I saw what ... Continue»
Posted by moms_sissy 1 year ago  |  Categories: Mature, Shemales, Taboo  |  Views: 3461  |  
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the great plan

sorry guys but this aint much of a storey after it happens im gunna write about it. But remember in my first post when i told you guys about how me and my wife met and how she doesnt let me fuck her. well my friend broke up with his gf and my wife says shes going to fuck him (its ok with us because all mine and her friends get regular checks and we fuck togrether and things because were all good friends). But the problem is since my friend had a girlfriend he aint been fucked by her and he doesnt even know shes a shemale. she thinks shes going to get him by suprise... But i told my friend and ... Continue»
Posted by xxjamiexx 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 623  |  
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TRAP

I was dating this 27 year old fox. And I was luvn it. You See Im 44 years old a lil overweight and I have a 5 inch cock! So you can imagine my surprise when I picked this little honey up at the bar d***k and the next morning she didnt want to leave!
The first night I got her home and we dove into bed Im 6ft 230 lbs with strong arms and long flowing hair We sucked each others tongues at first. I felt that tight body up and my lil boner was diamond hard. I got up to get her a liquor drink and I let my eyes feast upon this 5ft 8in beauty 115lbs of pure sin. She wore a size six shoe and had a bi... Continue»
Posted by playingroles 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 3693  |  
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Nipples are a gurls best friend


One night I happened upon a website that sold nipples clamps and thought to myself that must feel pretty sexy. Then I saw it... nipple pumps! My curiosity got the better of me and soon I had the mighty credit card out and had ordered some. It was a long 2 weeks before their arrival, and as soon as I was home I had the box open.

I put one pump on, then the second one and pulled on the bulb to create some suction on my nipples. OMG! these things work! My nipples immediately felt like they were being pinched, and pulled on, which I must admit felt really sexy.

Over the course of the wee... Continue»
Posted by thereal_raavii 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1123  |  
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Daddy's Caddy

From the moment my Daddy first took my young, naked body in his strong, masculine arms, I knew that he was not like other men. At least not like any of the men that I had gotten naked with! Daddy knew something was different about me when he began catching me, his 12 year old son, playing dress up with my Mommy's make up and wigs, outfits, jewelery, hose and heels! It was shortly after my 14th birthday when we became lovers.

Every morning, I would wake up at 430 am so that I could jump in the shower, shave myself smooth, and put on something sexy for Daddy. Around 5 am, as quietly as he ... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1119  |  
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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 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1474  |  
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My first time

A few years ago I was going out with a girl for quite some time,no sex just a sort of regular romance,I brought her home to meet my parents more than once but she never offered me the same type of visit to her parents eventually I asked her why and she cried after some time she explained her parents were odd(her words) our relationship blossomed and we decided. To get engaged this was the early eighties so quite normal.my mum threw a little party and lindas mum came along,everyone was having a good time all getting d***k etc I don't drink .I slipped away in the car my intention to confront her... Continue»
Posted by Teddy1307 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2210  |  
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Adventures of Cheryl

Watching my wife fuck other men has always been a huge turn on for me. I love the way she loses herself in pleasing other men. When we first got into the swinging lifestyle, we only had threesomes with a guy friend of mine. Then we tried threesomes with a female friend also. But my wife mostly liked to be with men. Soon she wanted to try other men, and many more of them. We got a chance to go to a swinger’s party where they usually set a woman up for gangbangs. Cheryl was happy to hear about this and was eager to go to check it out. When she saw the line of men waiting for a turn with the luck... Continue»
Posted by loadman4u 10 months ago  |  Categories: Lesbian Sex, Voyeur, Shemales  |  Views: 687  |  
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HS Teacher jacks off to hot girls soiled panties!

Class is not really over until all of the teachers leave, so I found out in HS senior class. I had left my history book in my desk, so i went back into the school, classes had ended, and went to my home room. the door was closed but not locked, as it never is, so I figured that no one was in there, wrong! Here is my teacher, a hot guy, whom i always fantasized about sucking his cock and he sucking my shemale cock and cumming all over eachother, sitting at his desk, his pants around his ankles, and jacking his 8 inch, very thick, mushroom head cock off, in full sight of me, while sniffing a pai... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2546  |  
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THE EVIL PLANT AND ITS SpORS AND PODS


In a fare off land there was a docter named jessie who was working on plantes and how they mate his black female partner named christal said the plant ready.
jessie said put it on the gama radition then flip the switch the room glowed green then christal said it diudnt work jessie replyed dam so close.
christal was sad and worryed that it might never work and jessie will be discharged from his work so she stayed up late trying to figrt out wat went wrong.
when all of a sudden the plant started to grow and grow then she looked up and it was huge it didnt seem to do any thing els but sit th... Continue»
Posted by gothicslave 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 297  |  
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mommy's wanna be girl

"Hi honey, how was your day?" My mom called out her usual question as I came in through the side door, and tried to quit sniffling. In vain -- I still had the hiccups from my recent crying jag, and my nose was running. I'm sure my face was red too.

"F-fine," I hiccuped. Obviously, it hadn't been fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling me a girl, mom? It's so mean! Just 'cause I don't play sports..."

In truth, it was more than that -- I just didn't want to admit it to myself.

My name's Jake. I'm 18, but you wouldn't think it -- ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Shemales  |  Views: 722  |  
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Trapped and Trained Sissy Ch. 14

Trapped and Trained Ch. 14
It had been thirteen days since my last outing. Thirteen days since I was f***ed to sit in the middle of a bukkake of dozens and dozens of men, feeling the warmth of their sticky semen drizzling down my cheeks and chin, dripping steadily onto my exposed, and now pierced, breasts before being made to clean it all off, swallowing every last drop. Thirteen days of being trapped in this prison of an apartment, a place I used to call home but now call hell. Thirteen days...

I wish I could say that I'd been left alone, but I was kept on a meticulous schedule. Through t... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 510  |  
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Aimee and Me

My name is Shaye and I’m a 27 year old pre-op transsexual. This is the story of my only sexual encounter with another shemale, which turned out to be one of the most intense sexual experiences of my life.

I first started speaking to Aimee about two years ago on an adult chat site. We had some cyber fun for a few months, jerking off on cam and generally having a good time. Eventually, Aimee asked me if I wanted to go around to her place for some real fun. I didn’t need to think about it and I arranged to go to her house a week later.

It took me two hours or so to drive to her house. More ... Continue»
Posted by gellid12 2 years ago  |  Categories: Shemales  |  Views: 718  |  
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a great experience

in my last post i told you about how my wife is a shemale and how her and her shemale friends fuck me well the other day when we were having sex she for some reason put a large but plug in my ass. she stuck it so far up that i couldnt get it out. after an hour trying i decided to go to the hospital. so feeling a little embarassed i walk up to the desk and tell them what happened so they told me to take a seat. when they called my name i went to one of the rooms down the bottom of the hospital which i was confronted by a really hot nurse. they told me that she was new and that this was her firs... Continue»
Posted by xxjamiexx 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1269  |  
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Being helplessly exposed

This is a true story about my adventure into being exposed as a sissy.
I am terribly ashamed at the thought of being seen sissified especially since my face is clearly visible. My shame is greatly magnified when I am being exposed on the Internet. I am terrified someone will recognize me. The first time it happened I created an account and posted many very embarrassing and humiliating pictures of me to it. I was so aroused as I did this. After a while I removed my pictures. Then I reposted my pics. A Dom wanted to take control of the account so that I would be powerless to remove the i... Continue»
Posted by jerrywhore 4 years ago  |  Categories: Shemales, Voyeur  |  Views: 897  |  
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