Shemales Porn Stories
Page 62

Be-cumming a School Girl Part 2

Be-cumming a School Girl
PART 2
Well the years have rolled by. I am now 18. Being a prostitute had its moments. So many men with weird fetishes – but it was fun – I just love being fucked so much and drinking cum. They seemed to love the fact that I was a young boy with a girlie body. Some clients came nearly every night and if I was already busy they would join in with one at each end or sometimes Aunt Anne would help out. I loved best those men who liked to have sex dressed as a girl – it turned me on more also they seemed softer and more feminine. I guess it reminded me of Dad wearing his... Continue»
Posted by Sally5050 22 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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Karaoke With A Sexy Twist

For over 10 years I have been doing karaoke shows at local bars, restaurants and a shit load of private parties. They are usually the same scenario, set up, play karaoke music for 3-4 hours then breakdown, pack up and go home. At one bar I play at I have quite a few “regulars” who I have gotten to know. Two girls, s****rs, are in that group and they always sing duets together. They are quite good and also nice on the eyes. The shorter one isn’t as “chesty” as the tall one but she is more petite overall, which I do like. Quite honestly I’d do either one of them if I had a chance. About ... Continue»
Posted by bigsoftee 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Adult Video Store #1

A few years ago, a longtime friend of mine, Brian, asked me to help him move to a city about three hours away from our hometown. I told him that I was not happy that he was moving but that I would be happy to help him if I could.

We got everything loaded, which wasn't much, in both of our vehicles and headed out on a Friday afternoon. His new apartment was in a city I had never been to before, so I got to see many new things on this trip.

Before we left, he told me that it should take three hours and fifteen minutes to get there, if we didn't have to stop for anything. It was a long driv... Continue»
Posted by naughty_bi_interest 8 months ago  |  Categories: First Time, Shemales  |  
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The nasty EXGF

We all have heard the stories, XGF who never did the nasty things we wanted to do, she told you that it was disgusting or perverted. Yea, only time can erase that lie.
Went to New Orleans few months ago, needed the break and to see the seedier side of the quarter. Walking thru the quarter I was inundated with all forms of humanity, some beautiful, others of questionable heritage but all were enjoying themselves. One particular bar was of interest and featured excellent drag shows.
After getting my drink and situating myself close to the stage, I settled back to enjoy the view.
The first few... Continue»
Posted by sprchf69 5 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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How it all began.....

It all started 7-8 years ago, coming home after a night out in the town and feeling horny...

My shoe's left in a heap by the door and a trail of kebab meat leading up to my bedroom, I knew that my happy wank time was about to commence. As soon as I got in my room my jacket was flung onto the floor, I was humming my favourite tune as I used my toe to switch on my computer. Man I was so d***k and turned on, just looking for something hot to get me hard and to blow my load.

The computer loads up and I'm already down to my boxers, sitting on my chair, one hand on cock the other on the mouse.... Continue»
Posted by shemalesearcher 3 years ago  |  Categories: First Time, Shemales  |  
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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 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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SissyRayG at the Roadside Reststop......


Last year I was traveling by car on business between Saskatoon and Regina, Canada. I was looking for a roadside rest area to use the washroom. I had all my sexy lingerie with me and hadn't had a chance to wear it for days as had been way to busy at work.

I saw the roadside rest area I was looking for and pulled off the road and stopped near the rest rooms. There were four stalls in the men’s and three urinals. It was one of my favourite places to dress and attempt to seduce guys. I got out of my car with my backpack full of satin lingerie and high heels and went into the stall in the... Continue»
Posted by SissyRayG 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Transgender dating advice

13 RULES FOR DATING A TRANSGENDER WOMAN
Greetings, Ariscestocrats!
How are your dating lives? Any single transgender women out there? Not too many, eh? Well, I’ll attest to that being the reason I keep running into the same type of guy. He’s Mr. Uninformed, Mr. Inexperienced, and he has a million questions, none of which have anything to do with who you are, but “what” you are. And it’s not that these men don’t mean well, it’s just that they’re hurting their chances by remaining ignorant to a person that they’re clearly attracted to.
So, if you’re attracted to transgender women, here are a ... Continue»
Posted by holdatduck 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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"My First Time"

I remember my first experience with a tgirl,i saw her ad on craigslist and was really turned on by how sexy and beautiful she was,i`ve always fantasized about fucking a tgirl and being fucked by one thats been my fantasy for a long time,so i finally decided she`s the one,it was her pictures on craigslist that finally made me wanna do this,i was so turned on by her beauty and knowing this girl had a cock.When i called her and she answered my heart was beating so fast,my cock was hard as a rock and my ass was twitching like crazy just wanting her cock in me,when she agreeded to meet me i was ner... Continue»
Posted by tgirllust 3 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Hitch Hiking across Europe

I wanted to go visit my cousin in Germany but couldn't afford it really, but on a whim I decided to go for it, just pack a few essentials and hit the motorway with my thumb out. Anyway to cut a long story short I finally got a lift from a couple in a nice big Mercedes, and started chatting, like you do about everything and nothing, when we came to a service station and they had to fill up with petrol and have a bite to eat, explaining i was kinda broke, the wife says that is okay, we will buy your lunch in return for a favour, and nothing else ......we sat have a meal and coffee, and the... Continue»
Posted by gkaye1954 7 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Afternoon Delight.

AFTERNOON DELIGHT.
Just a brief insight into my rather naughty afternoons.

I usually have a nice warm shower and shave my legs armpits and pubic area. With growing excitement I then I lock all the doors and close the curtains. Back in the bedroom I open my bedroom cupboard and pull out all of the boxes and bags containing my heels, hose and lingerie.
First I select a brand new pair of nude Aristoc Ultra Shine sheer to waist tights. I break the seal and slide out the plastic envelope containing the new unworn, ironed tights. I then break the inner seal and gently float out the new she... Continue»
Posted by pennypantyhosed 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  
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The Transformation part III

Since Mistress Anna had left me to sl**p with a vibrator shoved in my sissy hole It took a great deal of time before I decided I had had enough of the pleasurable sensation. It was long after she left that I actually slept. Despite the handcuffs and lease I found I slept amazingly well. Surprisingly being locked away in chastity was far from my mind. Then I woke up.

I felt someone step onto the couch where I was laying. When I opened my eyes all I saw was black and realized my eyes were covered. My head was grabbed and I felt a hand guide me to a lowering pussy. The taste said it cle... Continue»
Posted by fictiong 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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My Friends House part 2

The next morning, after I slept like a baby, after that great wank, I stood up from the bed and saw my friend was not there. I called on him, but no one responded. I went to the kitchen where I saw this note on the table.

Hi. Just wanted to let you know that I’ve already left for work. So when you leave, please lock the door after you.
And hide the key - you know where.

I saw the key on the table. And thought to myself, ‘Hmm...I'm alone in the whole house right now!’

His mom was a stewardess on a plane, so I knew she would not come home for at least 2 days again. Wow, this is great! ... Continue»
Posted by HosieryQueen 3 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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LADY SUKI

It was my best friend who dragged to this little club downtown promising something I had never seen before. It turned out to be a little strip club. We found a seat right in front of the stage and we watched strippers of various shapes, sizes, and ages perform with a bored mechincalness.
"And now our feature attraction...." began the disembodied voice of the DJ.
"This is the one," my friend said, jabbing me in the ribs with his elbow.
"....let's have a big round of applause for Lady Suki."
From behind the curtain steps this amazing Asian girl whos... Continue»
Posted by slappywag64 6 years ago  |  Categories: First Time, Shemales, Taboo  |  
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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 3 years ago  |  Categories: Group Sex, Shemales  |  
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My new carpool lover!

Good fortune smiled on me yet again this summer. If you keep your eyes and mind open, there’s no telling what you might find. At an office meeting a few months ago my company kicked off a carpool plan and the HR staff strongly encouraged participation. I figured I’d do my part by dropping my name & address into the pool database, but I had no intention of joining an actual carpool. After a few weeks I received an email from the pool organizer, saying that there was an opening in a pool group that lived in and around my neighborhood. Being the good guy that I am, I just ignored it of c... Continue»
Posted by ocmike 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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I was Used








I Last night I went to an adult book and video store to mainly buy a new dildo to fuck my ass with.I found a nice 8" real looking one that had multiple vibrator settings and picked up a bottle of lube as well.I of course got sidetracked looking at gay videos and magazines as I held on to my new toy and lube.As I browsed the videos a buff looking obviously gay couple walked in.They were looking at videos and the different lubes.I would peek at them from time to time and smile....very hot....one was 6', blond, 30ish, without an ounce of fat on him...acted like the bott... Continue»
Posted by LSancho 4 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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The best s****r ever part 3

As always yes my s****r is a shemale and yes this is all true every word of it.

So since we have formed our new relationship we have been fucking not stop for about 4 years now so im 14 and my s****r is 16 years old. I have now a thick 6" hard cock and my s****r has a huge 7 1/2" cock and we are both familiar with each others bodies but her breasts were so perfect, they were 32DD cups for a shemale.

Well it was a Thursday and both mom and dad said they would be working late which gave my s****r the grin I loved to see and I just grinned bak at her. We heard the door close and the car lea... Continue»
Posted by horndogs 4 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Shemale Assassin


Sarah was lining up a shot with her bow, preparing to take down the deer she had been stalking for ten minutes when there was a loud cry from the North-East of her hunting blind. The cry startled the deer, causing it to flee from the noise that permeated the forest.

"There goes a few meals." Sarah sighed with frustration.

Within seconds of shouldering her bow, Sarah noticed that the cry was actually a call for help and she made her way through the trees towards the screaming woman that was making it. In that area of the forest, it might have been a bear attack, bears being common enoug... Continue»
Posted by drew1207 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Jake and sexy Tgirl Amanda were next on our "

So after we went out with Pete and Becky all day
Jet Ski's, Diving, and sneaking off for some impromptu blowjobs or a quicky, Alex and I decided that we'd ask Pete and Becky if they'd mind if we brought Jake and Amanda into our group. We described them to them, and they were hooked.

That evening at dinner Alex took it upon herself to make the first move. She sent over some drinks, and they came over to our table and that's where this story begins.


Amanda asked if we were swingers, when I spoke up and told her that even better than that, we're all bi swingers. Her jaw dropped and he... Continue»
Posted by SpicySide69 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
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