Shemales Porn Stories
Page 9

Cd theater day

I was having one of those days. I got up in the am checked my email, I was supposed to meet with a new friend but they had bailed on me. So I was now horny and thought I will go and work out. I went to the gym I wore my usual shorts and tee shirt got about an hour in and felt really horny. There is a adult theater just done the street I will go there and see what fun I can find. It was 11 am lunch breaks are right around the corner and who knows maybe more then the older smoky guys are there..

I go to the locker room and dig in my bag for some shorter shorts and find some boy shorts and a ... Continue»
Posted by deveon4u 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Isabel Part 1

This is the story of the first time I met Isabel, a young woman with a secret. I had first met Isabel on the internet on a Filipino web site. This site attracted mostly Filipino men jerking off but it also attracted some beautiful young ladies. One of these was a beautiful young woman named Isabel. I used to watch her all the time with her blanket hung behind her of Pooh and Piglet. She used to change her hair different colors and fool with the graphics so you never knew what you would be seeing next. For a long time I watched her without speaking to her.

After a few months, I began to ta... Continue»
Posted by esclaro 2 months ago  |  Categories: First Time, Shemales  |  
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Need for cock

Many years ago before there was the internet if you wanted to see porn you went to an adult book store. This one time I was there and an old man asked me if I wanted a blow job, I declined because I was afraid to do anything in a semi public place. Well go forward 25 years and the only cock I've had is jerking myself off and that nerve seems to be enough. I've had the urge to head to the nearest book store and try my luck, I've talked myself out of doing this many times but now the urge is so strong.
I put on my prettiest panties and drove into the city to try my luck. I paid my fee and ente... Continue»
Posted by billieearls 2 months ago  |  Categories: Gay Male, Shemales  |  
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Trip to Charleston

Sissy Sandy Johnson Memories

Charleston Visit

I was on business during the week when I had the good fortune to visit Charleston SC. Great city and there is always a lot going on, for sissies who enjoy dressing sexy and being used!

On this visit I stayed in a downtown motel that had outside entrances for the rooms. I hate getting all dressed up and having to walk down a long hall and maybe getting made as a queer before I have fun. On this night I was wearing a black stretch mini skirt, 2” heels, black thi high stockings, bra with the center cu... Continue»
Posted by sissysandyjohnson1 2 months ago  |  Categories: Group Sex, Shemales  |  
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My Best Girlfriend

Chrissy was my best girlfriend, a normal night for us included opening a bottle of wine, gossipping for hours, google searching makeup techniques and trying them out, and playing dressup. There had to be a million pictures of the two of us all dressed up, stashed away in a secret folder on Chrissy's computer. It had to be kept hidden, because in Chrissy's regular everyday life he was Chris, a computer tech with a desk job, and nobody knew his secret but me. Chris wasn't gay, not even bi, he just really liked going full girlie on the weekend, and we met because he was dying for a friend to shar... Continue»
Posted by GoddessAtPlay 2 months ago  |  Categories: Fetish, Shemales  |  
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My Husband, our lover Christy, and Me make 3

I've been getting questions from some of our friends in the form of PMs, concerning our lover Crystal, her gender and our sl**ping arrangements.
I'm going to try and answer your questions here and give you guys some incite on us at the same time.

My name is Alex, short for Alexandria.
My husband Colt, yes that's his real name, and yes its soooooooo hot.
We've been together for about 20 sum odd years, and life is pretty good.
It got way better about 15 years ago when we met Crystal, or Christy as we've grown to call her.
You see Christy isn't your average girl, while she i... Continue»
Posted by SpicySide69 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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My First Dick

Sissy Sandy Johnson Memories

My First Dick

I was traveling and was going to be in Charlotte for a couple of days. Charlotte in the 1980’s had a lot of things of interest to someone like me, adult book stores with $.25 booths (closed with a curtain for privacy), massage parlors, strip shows, gay bars with drag shows, and meeting places. When I traveled Charlotte I always stayed on Wilkerson Blvd, not too far out of downtown. If one could not find something of interest on Wilkerson Blvd., then you were in the wrong end of town; I was in the right end of... Continue»
Posted by sissysandyjohnson1 2 months ago  |  Categories: Shemales  |  
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A dream of what life should be - Please help me fi

My guy likes to see me in pretty things. John buys me lingerie and expensive jewellery all the time and I love to wear what he brings home. The time he spends shopping for me is time that he can never get back, so I eagerly showcase his wonderful gifts. There is a lovely he pink teddy, garterbelt and seamed stocking set that he picked up for me two months ago that he just loves to see me in. I wear that outfit with pleasure as it seems to get him excited in all the right ways, especially when I also put on my 4” silver ankle strap sandals.

I’ve got the most wonderful guy. He’s intelligent,... Continue»
Posted by jonezn4ph 2 months ago  |  Categories: Anal, BDSM, Shemales  |  
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I have a passion for corsets and black fully fashioned seamed nylons, which I like to wear with tight revealing tops and miniskirts or very clingy dresses. I always wear multi strap 10 or 14 suspenders with a tight lacing corset that reduces my waist and gives a sexy outline to my shape.

My favourite stockings are the fully fashioned black seamed ones where there is a choice of point or Cuban heel.
I have a few special bras designed to take false breasts and I go for a busty look with 44e bust size. My chest is only 38 inches so I am able to create a large bust with my false breasts that l... Continue»
Posted by DENISEFFNYLONS 2 months ago  |  Categories: Hardcore, Shemales  |  

Isabel Part 2

After taking my new lover's cock into my mouth and sucking her off, we quickly found a taxi and went to Isabel's house. We rushed inside when we arrived and as we went into her room, we tore off our clothes.

There she was before me completely naked with her huge engorged cock pulsating and ready for a fucking. My cock was hard too in anticipation of what was about to happen. Now I wanted Isabel to take my anal virginity and make me hers in a way that no one had ever possessed me.

I had some lube and I handed the tube to her telling her to be gentle as I got on the bed on all fours w... Continue»
Posted by esclaro 2 months ago  |  Categories: Anal, First Time, Shemales  |  

A sissy who's ready to be taken by her Daddy

The proceeding story is a result of me asking my sissy girl to write something in anticipation of upcoming meet, greet and breed session and this is what the horny bitch wrote her Daddy. I hope to have future instalments from our hot encounters. Enjoy!

I arrive at the hotel room and quickly apply my makeup, making sure to have lots of lipstick to leave on your cock. A touch of scent and I slip into my stockings , collar and lingerie. I turn on some soft music and sit on the bed hugging my teddy bear and sucking my thumb, waiting for my Daddy, mmmm.

A knock on the door and I hear you so... Continue»
Posted by Sanslimits 2 months ago  |  Categories: Anal, BDSM, Shemales  |  
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Crossdresser Dominated Part 3

This chapter took even longer to get around to finishing then the other 2. But it's almost twice as long as the others too. Hope you enjoy.

Chapter 3: Mom’s Talk
I woke up early the morning after my first day of being Bill’s live in slut. I got up to listen and hear my dad and siblings leaving for work around 7. I was going to wait for all of them to leave before I dress and go back to Bill’s at 12. I went to lie back down but before I could, I heard my mom call me.
“James, honey. Can you come down here?” I didn’t know what to say a first. She probably wants to talk about how she saw me... Continue»
Posted by Badassgirl123 2 months ago  |  Categories: Anal, Shemales, Voyeur  |  
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First time with a transsexual e****t

True Story about my first experience with a transsexual e****t.

Where I live there isn't many options or chances to meet a transexual. I'm from a small city in a small state that just to be honest is behind the times still. I had always wanted to experience being with a transsexual but could never find any on websites in my area. After several years I just so happened to come across a ad on a website for a transsexual being in my city for a few days in between traveling. She was beautiful! Tall with a gorgeous body, long blonde hair but the one thing that concerned me was the size of her pa... Continue»
Posted by WVBoi77 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  

Kandy's Panty Show

Date: November 26th, 2016

(There may be enough sexy things in this story of mine to make you happy!)

"Get yourself changed out of those clothes you have on sissy. I want you in those panties, anklets, maryjanes and wig in less than 5 minutes or otherwise you'll get 100 hard fast smacks!"

What had led me to this point? Oh my, it is a long story but as a sissy who keeps digging deeper into it, I kept finding newer and naughtier ways to express myself. For some time I had been a Pantyshow Princess who dressed in pink too-short little girlie dresses so my panties would give a... Continue»
Posted by KandyKravenkox 3 months ago  |  Categories: Fetish, Mature, Shemales  |  

Wrong Bar?

I was bar hopping in San Francisco and had already been to a drag bar where I was luckily still sober enough to recognize an Adam's apple on an otherwise feminine looking person who was hitting on me pretty hard, when reached a club called Deception, a club I recalled my colleague Fran, one of the few who had so far resisted my charm, had said I had to visit if I was in San Francisco.

I asked, "Why?"

"It's a bar where you are guaranteed to get fucked like you have never been fucked before," she said, always talking like she was a guy.

"I can't imagine how that is possible." I smiled... Continue»
Posted by brian7019 3 months ago  |  Categories: Shemales  |  
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My tranny girlfriend Kim and I had a nice encounter with a elderly hot lady in a classy hotalbar a week ago and she had left her businesscard.
See my blog for that story.
The whole week we had been talking about her, because she was so hot so snt her a few emails.
Yesterday we got a reply.
She wrote she had a booked a room in that hotel and that we were welcome to see her.
Kim put on het black silk skirt, and white blouse, making sure her cleavage was OK and we sat ourselves at the bar.
It didn't take long till the lady emerged from the elevator, this time dressed in a burgundy dress whi... Continue»
Posted by FetishFreddie 3 months ago  |  Categories: Group Sex, Shemales  |  

Pay Day


We were lying in bed snuggled up together spooning. Zelda gently stroked my cock through the sheer panties I wore and I felt my erection growing. Turning around my hand drifted down to her warm wet pussy that I wanted to suck and lick “not yet lover” she said, “have you forgotten what day it is?”, then I remembered “pay day”

What’s pay day? – it’s the day the milkman, paper boy and lawn man come to get paid for the month and I organize the payments. “If your quick you’ll just be ready for the paper boy”

I groaned as her hand left my cock just on the edge of spurting its loa... Continue»
Posted by Horn-man 3 months ago  |  Categories: Fetish, Shemales  |  

A perfect day in myriann's whore life

hi guys,

just wrote down my ideal day in my whore life! enjoy!


waking up with a smile on my face, knowing that today will be a nice day for me. i get out of bed wearing my catsuit and my soft hot pants (mostly in pink or white, i always sl**p in this outfit), sliding in my morning heel mules (4 inches), walking to the bathroom. getting my hair straight, brushing my teeth, washing my face, put over a tight top. going to the kitchen to get a nice big coffee.


catching my notebook and going back to bed. getting out my smaller buttplug and softly put it in my ass. it's the ... Continue»
Posted by myriann 3 months ago  |  Categories: Shemales, Voyeur  |  
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The First cock I sucked

Sadly the first cock I sucked was the only one I've ever have.
Luckily I got pictures to remember it by . It's a funny story actually.
My buddy Jim whom I've known for at least 10 years went out with me for a few drinks after work and ended up back at my apartment. Like I said I've known and worked with him for about 10 years and before I got divorced, Jim had hung out with me and my wife a few times over the years . We ended up talking about my ez wife and we are a little d***k so the conversation goes astray . Out of the blue Jim tells me that he always thought my ex wife was sexy as hell... Continue»
Posted by rosalitacortez 3 months ago  |  Categories: Anal, First Time, Shemales  |  
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Times are rough theses days and my wife job just closed down. She is not a well woman and is having a difficult time finding employment. Just flipping through the paper one Sunday I find an ad for a part-time job I can do without jeopardizing my regular job. I don't tell her about the extra job I'm trying to get. I call the number and get the receptionist. She sets up an evening appointment time for the interview. I arrive at the address, it's an impressive office building in a desolate part of town. I enter the building and approach the security desk. There's a huge woman security guard seate... Continue»
Posted by blassyfurfem2 3 months ago  |  Categories: Anal, Fetish, Shemales  |  
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