Shemales Porn Stories
Page 67

cant help falling for hot sexy times with married

When i was younger i never got the pretty girls and never functioned down below well and soon became transgendered. I dont have the pressure to perform any more . I was still attracted to girls but one day saw a huge black man with 2 sexy girls and i began to wonder why so many females had black boyfriends. All of my female relationships ended with the girls going to black men so got intrigued.
One day i was out one night in Manchester and was asked by a very tall black man if he would be able to lick and kiss my feet. Instantly i thought that would be lovely. I didnt expect to see his m... Continue»
Posted by Jennifertaylor 10 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Locked In Chastity – Sissy

“Oh, dear, baby! This won’t do at all. Another two months it is!” Amelia chirped as she gazed upon her helpless husband, “You know the rules!”

John was fully aware that being caught with his hand on his straining little sissy clitty, desperately trying to stroke it through its cage for the third time, meant that his period of enf***ed chastity would now last six months. In the brief, thrilling moment of his quickening heartbeat forcing bl**d into his face, John remembered the first day he had been locked up by Amelia, and a shiver ran up his spine. They had been happily married for nearly f... Continue»
Posted by JSissy206 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 1 –

“sissy come in here, W/we need to talk.”

“Yes Mistress, coming.”

Sissy enters the room and curtseys, with sissy’s eyes downcast she sees Mistresses finger pointing towards the floor. Sissy hobbles over to Mistress and kneels at Her feet. Today, Mistress has sissy in her black satin maids uniform with pink lace trim and a pink apron. Sissy also has on a matching pink hair bow, pink petticoat, matching pink ruffled panties, black hose with matching garter, a black bra, and black 4’’ locking pumps. This morning at breakfast Mistress had told sissy that today sissy was to clean the house ... Continue»
Posted by JSissy206 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 2 –

Chapter 2

Sissies Opportunity Blown

Sissy was dead tired. It had been a long and tiring day. Mistress was very picky today at inspection and sissy had to redo some of her work several times. Sissy would admit that some of her work was sloppy, but sissy could not concentrate. Mistress had just told her the biggest news and she still couldn’t wrap her head around it; no wonder her work was messy. As a result sissy had to spend an hour in the corner tonight and was sent right to bed following her chores and Mistresses dinner. Yet as tired as sissy was and as much as her feet ached she ... Continue»
Posted by JSissy206 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 3 –

Chapter 3

The Decision

Sissy got out of bed at her usual time and went about her morning routine of shaving, showering, and getting dressed. Sissy thought maybe she got an hour of restless sl**p. After not being able to perform last night she had pretty much laid in bed all night crying and pondering how she became to be such a sissy. To her own surprise she didn’t put much thought into what decision she would make b/c deep down she knew the answer already. If she couldn’t perform with her current girlfriend how would she ever be able to perform with another Woman, after all Mistr... Continue»
Posted by JSissy206 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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CHAPTER FIVE

CHAPTER FIVE
One really bad thing about a last minute airline reservation is that you take what you can get. This meant a six hour layover on the way home. I got in at 9:30 local time. I claimed my two empty suitcases and retrieved my car from the parking garage.
Once on the road I drove to my townhouse with the moon roof open. I felt good to be in my own car again, the smell of leather instead of plastic, my body held snuggly by the bucket seat, the sound of the wind rushing over the open space above my head. I cranked up the stereo’s volume in order to compete with the wind noise. It was ... Continue»
Posted by justluvtrans 10 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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nylondaddy

I went through forty-five years of my life as a single man, no one to answer to but myself. I watched my friends marry, have c***dren, and get divorced. I kept hearing the same old stories, 'money problems', 'she wasn't the same in bed after the k**s came', 'we are too tired because of the k**s', and the best of all 'we fight too much over money and the k**s'. I would just listen and laugh in my head at them. Then I met ellen. Ellenwas just your average sized woman on the outside, size 12 full figured, but she carried it well. It was her big boned body frame rather than just added weight. She ... Continue»
Posted by satinexinhose 10 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Sarah Collaring Julie

Sarah: *slides her hand under your shirt*

Julie: *Guides your hand up to the middle of her chest then scrunches her shoulders, gently squeezing your hand between her tits*

Sarah: *Gently squeezes at your breast as your soft mounds press around her hand. Slowly pushing her thigh up under yours, making your leg lift up around her hip*

Julie: *Moves over top of you, sliding up onto your lap, quietly purring as she looks down, watching your hand between her tits*

Sarah: *Purring up at you quietly, moving her other hand up under your shirt, both cupping your mounds now, squeezing them s... Continue»
Posted by noin007 10 months ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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On the side.

Being in chastity constantly starts to make me extremely horny. After several days of being alone I just couldn't help myself. A dildo wasn't going to do it. Due to the kind of parties we have had I knew there was a gay couple down the street. I was dressed as a French maid when I first met them. Chris was the younger one, my age. Mark was a little older, they were slim and in good shape. Chris was a little taller and more blonde. Mark commented on my outfit, heels, stockings, chastity cage, short skirt and bottom of my ass hanging out.

Since then, they have always invited me to come 'dirty... Continue»
Posted by bisubtaylor92 10 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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The college fantasy part 1 (Futanari)

As a junior in college I was overwhelmingly lucky to have a girlfriend that was a freak in bed. Her brown hair cascaded down over her D cup tits that would bounce beautifully whenever we fucked. The only description of our sex life that even came close to describing reality was a porn movie. By the time we had been dating several months I had learned many of her kinks. She loved being tied up, even having her tits slapped. There was no limit to the degrading names I could call her or where I could blast my load whenever we were fucking. Over the span of the whole time we knew one another... Continue»
Posted by fictiong 10 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Fucked by a ladyboy

A couple of months a had sex with a ladyboy for the first time. I met her on the internet, after chatting for a couple of weeks she was visiting my country for vacation (she's from Thailand).

We met in Amsterdam on a sunny afternoom. After walking through the city and showing her the touristical highlights, I asked her if she would like to come to my house. She agreed. On the way to my house we were holding hands constantly, and in the bus she rested her head on my shoulder. At my house we started kissing en making out. Then she asked my if I wanted to go to the bedroom. I showed her the wa... Continue»
Posted by gogolo999 10 months ago  |  Categories: Anal, Shemales  |  
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Feminized by My Father

I opened my eyes, blinked, yawned, closed them again.

I felt confused, disoriented in a way that was... strange. It wasn't like waking up was supposed to be, I wasn't half asl**p. I can't remember getting in the bed, in fact I can't remember the last thing I remember. Where did consciousness end last? I was clueless.

I tired to move my body and I found it difficult. I could move though, I rolled over onto my stomach and opened my eyes, I was on the guest bed in the basement. Blinking didn't clear the fuzz from the world, so I went ahead and tried to get out of bed. As I stood I felt an i... Continue»
Posted by AssLover1992 10 months ago  |  Categories: Shemales  |  
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MY first time with a TS

Actually it was not intended that I should visit Fransheska.

I had in fact been looking at Iris Baby... her profile I had seen on e****t Guide a few weeks ago. When I finally decided me and got it all in place, it turned out that Iris was not in the country. But then (the other day) she showed up here on the wiki.

And THEN finally I got a dial tone! But after three calls without answer I stood there with my 1,500 burning in the pocket - and a bulge in my pants - and still no deal. Now what?

Got my mobile out of the pocket and then scrolled down... Fransheska... the two Tayras... Lore... Continue»
Posted by mazis2003 10 months ago  |  Categories: Anal, First Time, Shemales  |  
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A tribute to Joy

I had always loved women’s clothing. Well truth be told, I had always wanted to wear women’s clothing. I envied women’s ability to change their look with just a little effort, a tight skirt; that was so sexy in one way to a pair of jeans that was sexy in an entirely different way. Then there was the hair thing. I thought that it was so cool the way that women could change their entire look, even their personality by just wearing their hair differently. I really like women. If it wasn’t for that monthly thing I would want to be a woman. I would be a lesbian if I had my final sexual preference. ... Continue»
Posted by justluvtrans 10 months ago  |  Categories: Anal, First Time, Shemales  |  
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Becoming sissy Jenny Part one

Hi, my name is Jonas and I´m 25 years old. This is the Story of how I became a sissy. So actually my name is Jenny now. But lets not get ahead of ourselves. The story has a slow build up, I hope it´s interesting for someone. Thats part one, I will continue the story from time to time. Everything sexual in this story happens to people over the age of 18.

I guess it all started whit my mom being a gold digger. One of those women who have a pretty face and a nice body and try to make a living out of it. After a few years of being an e****t, getting to know people, sucking the right dicks, gett... Continue»
Posted by jenny42 10 months ago  |  Categories: First Time, Masturbation, Shemales  |  
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Trip to the mall

So here I was again on a trip the the local mall. My wife the finest shopper of them all was in need of some new makeup, so the good guy i am decided to open my wallet and take her. (NOW before we go any further, I am a closet shemale and now even crossdresser fan for years) So upon arriving at the mall weake our usual rounds and eventually stop at her favorite chain makeup store, yes I've been there before. Today though as my wife was doing her thing with a female sales person, I noticed a very interesting young lad working. Now there is always what considered the "gay guy" working in these ... Continue»
Posted by Fnumo38 10 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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getting used by many

I had been talking with Kevin now for about a month online. We kept talking about getting together, and he wanted to know how far I would go. I had told him that I was a total slut and loved to be used, abused and humiliated. He said that I would be perfect pig for him, and if I was real and not just someone online looking to tease he would take care of all my desires. Kevin said that he would set the ground rules that I must follow for our upcoming encounter, and I said I would.

Kevin told me that I would be picking him at the el stop after he was done work which would be around midnigh... Continue»
Posted by slut2eatcum 10 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Ronnie

“So, Ronnie, how about another drink?” George asked me.

“Oh, George, I’m so d***k, but what the hell, sure, I’ll have another.”

“Thassa boy,” said George.

“Let me hit the head, George,” I said and slid out of the tavern booth, then staggered to the bathroom.
Once inside, I locked the door long enough to take off my pants, then my jockey briefs. and stuff them in my pants pocket after I’d put my pants back on. I looked at my swaying image in the old mirror over the sink. I smirked and pulled down my fly, and pulled out my hard cock. Then I almost fell over, and decided to stick my co... Continue»
Posted by ssup28 10 months ago  |  Categories: Shemales  |  
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P and I spend an amazing night with Ivy!

P and I have been buddies and fuckbuddies for a little while. We're both bi and we hooked up through my fiancee (she loves to watch us play together) and we found that beyond playing with her, we had a bit in common. We're the same age, but where I'm kind of bearish, he's smooth. My cock is thick with a big mushroom head and his is longer and thinner. We both love to suck and stroke together, although that's as far as we had gone until that night.

P called me one night, wanting to have a guys' night out. Drinking, gambling and hitting strip clubs and sex stores. My fiancee said to have fun... Continue»
Posted by Mrtommyboy 10 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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She knew what she was doing

Oh god she knew what she was doing...

The latex gloves fondling my aching balls, fingers squuezing and tugging as he hungry, made up lips worked my shaft.

Her moans were driving me crazy and it was everything I could do not to empty in her throat right there.

I remember trembling when I walked up the stone path to the front door. 29 and married for 6 years, but here I was about to knock on the door of a man dressed in womens under wear. A year of shameful and guilt wracked wanks to sissy and tranny porn, watching those soft cute trannys sucking and taking cock like real women.

Af... Continue»
Posted by DaRoyale 10 months ago  |  Categories: Shemales  |  
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