Shemales Porn Stories
Page 69

sissy lola gets a treat1

Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been.

I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or fuck my ass with a huge black dildo untill she was amused. So last night, i received a set of instructions telling me that i must prepare for a very special night. I was to lock my cock in a chasity device a week before. I then had to post the key through goddess maureens door. She said i had to get... Continue»
Posted by sissy_bitch 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1203  |  
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Atrip to the dentist

My wife thought I was at the dentist but I was really with my special friend Sandy. It had been over a month since I could sneak away to see Sandy. My cock was wet and hard just from the ride thinking about what she would be wearing and how we would please each other. When She met me at the door I almost exploded just looking at her. She had blonde hair today in a long braid d****d over the front of her shoulder. Her eyebrows were dark thin lines followed by different shades blue all the way to her eyelashes. Her cheeks were painted a blush color and her lips a dark crimson. She wore a black ... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 1201  |  
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From big band to big bang

My special friend Marla and I like to get all dressed up and go out dancing. Well we ended up at a club that has different thems. The night we went was the Big Band era that played a lot of swing music. If you're not careful some of the moves has your dress flying out and even over your head. It's not unusal to see two girls dancing, so we could scan the patrons and see who was going to be the lucky guy. I spotted a tall handsome prospect so I gave him a little sneak peek up my dress to peak his interest. He took the bait and ask to dance. he was a very good dancer, swinging me around s... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1200  |  
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Jason's Joy Part 3

I parked my scooter at the side of the house. Walked through the unlocked gate and the unlocked kitchen door. I knew where Jackie would be and was not surprised by the house being silent. I was just about to slip past the sitting room door when a voice came from that room.
"Is that you Jason?"
"Yes Jackie." I replied. "I need the loo. Won't be long." I held the rucksack I was carrying down low so that she wouldn't see it.
"OK!"
I slip upstairs quickly and pause at the bathroom door just to make sure that she is not following me. Satisfied, I enter and quickly shut the door and lock it. I c... Continue»
Posted by dasilva1672 1 year ago  |  Categories: Shemales  |  Views: 1199  |  
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First Sissy Fuck part 1

I am in a hotel room and there is a knock at the door. I open it to let in a sissy girl in heels, fishnets and a very short dress. She has lots of make up and very red, shiny lips.
'I assume you are wearing everything else I requested' I ask.
She giggles and hitches up the dress to reveal lacy panties barely concealing a but plug at one side and a cock cage at the other.

She asks for permission to touch me, and when I nod she feels stokes my erection which rises to the occasion and trembles under the soft touch.
She kneels down in front of me and unzips the fly, releasing my fairly av... Continue»
Posted by honestjohn1962 1 year ago  |  Categories: Anal, Shemales  |  Views: 1197  |  
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From Andy to Amy


Story codes: CD TV mf voy mast nosex

If you are looking for serious one handed reading, then you are in the wrong place. I hpe you like this. It's the stopry of a young man's first venture into cross dressing. Any similarity to me is entirely coincidental!

Title: Andy to Amy

"Why are you staring at my knickers?"

I jerked upright. God, I really had been staring at her knickers - not the ones she was wearing, sadly, but a pair on the floor, presumably yesterday's pair. They were perfectly normal white knickers with little pink flowers on them and a tiny satin bow on the front - ... Continue»
Posted by justpeekinout 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1196  |  
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A Fantasy Realised

I have a great many fantasies and have been lucky enough to realise some of them. This has been a very mixed blessing. Some have been fantastic, even better than the mental image but others have been disapointing, for various reasons and did in fact turn me off from the fantasy altogether. The following is one of the succesful attempts.

I'd been chatting to a guy on the internet over the course of a couple of weeks. He was quite dominant, which I liked and the chat was very erotic.

He asked me if I had any fantasises and when I said yes, he asked me to tell him one.

I'd had a recurrin... Continue»
Posted by ksopen1 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1196  |  
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dogging tv slut

It was dark enough now I thought. It was about eight o'clock on a warm spring evening and I was ready. I had started getting ready about three hours earlier. I'd showered, cleaned all those special parts, applied my make-up heavily and dressed. I was wearing a skimpy flower print top over a black silk bra, my favourite suspenders, black leather micro mini skirt, black gloss stockings and high heeled black knee length boots. I peered from out behind the curtains. Yes the street was clear apart from some young lads on the nearby street corner. It was only about ten yards to the car. Quickly I c... Continue»
Posted by JuliaMiller 2 years ago  |  Categories: Group Sex, Mature, Shemales  |  Views: 1196  |  
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Sissy Emma is Turned Chapter 4

I couldn't go outside dressed like that could I?

Here I was f***ed to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse with which could clearly see my black bra and 38d breastforms and heavily made up face. I would have looked like a reasonable vision of a woman, albeit a very slutty woman other than the fact that my new Master and my ex-wife had failed to give me a wig. So to anyone seeing me it would be clear that I was in fact a feminised male. This was going to be humiliating.

But I couldn't think of a way out. At the least it was going to... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1195  |  
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First BBC Story!

First Black Man's BBC, A True Story


Hi Mistress!

i thought i’d write to you because You might like to hear my news. i’ve been Your servant for a long time. Thank You Mistress for making me the sissy bitch i am and allowing me to serve You and Black Men.

Over time i’ve become ever more conditioned by your videos to submit to my sissy desires – and especially aroused by Big Black Cock!

i’ve missed sucking Your Cock and taking Your cum, which i adore, of course, but it has left me craving a good hard fucking to really satisfy my slut desires.

Watching BBC clips on Your site to
... Continue»
Posted by kuk4yoo 9 months ago  |  Categories: Sex Humor, Shemales  |  Views: 1195  |  
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Fringe Benefits

Shawn showed his employee badge to the TSA agent and was waved through to the metal detector. He quickly slid off the lanyard placing it into small bin to take a ride down the conveyor belt. Once he was fully cleared, he collected his belongings and headed away from the security checkpoint to the Office of Physical Plant. He clocked in then spoke to his boss’s secretary before heading out to make sure the trash bins in the terminal were empty.

The 29 year old airport custodian landed this job just six months earlier thanks to his aunt, who was the administrative assistant for the deputy may... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1194  |  
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Marie's playtime: An evening with Susan

Marie woke for work like it was any other day, all hard and swollen, first thing she did was rub her smooth legs together. The silky feeling alone was enough to send a tremor of pleasure through her. Desperate to cum but conscious of the impending lateness to start her day she quickly dressed and assumed the guise of her male alter ego. This meant a grey man's suit, but before that went on so did a pair of 10 denier stockings and garter belt with a lacy mesh fronted pantie through which her cock was clearly visible, under her jacket she wore a tie and shirt, nothing to exciting.

Time passed... Continue»
Posted by Marie_metal 4 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1192  |  
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Hotel Weekend

(Short Weekend Story)

A couple months ago i went on a work trip to Ohio. I thought this would be the perfect getaway opportunity to put on some of my lingerie and prance around in it. I was definitely excited when my boss said it was mandatory to go. All sorts of things had ran to my head. Even my cock started to bulg up in my pants.

When i got to my hotel the first thing i did was stripped naked and started trying on all sorts of my lingerie. Its been awhile since i had worn them so you can tell that my cock was just super hard and dying to cum. I had my tablet with me so i jumped on x... Continue»
Posted by asiansexi 1 month ago  |  Categories: Shemales  |  Views: 1193  |  
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gut next door

Well after Dan next door find out I was a crossdresser and we had sex.I knew there was something I had to do.
I woke sunday morning and loaded some boxes in to back of my pick up.He seen I was dressed as Paula and came over and asked what was in the boxes.The stuff I don,t want anymore all of Paul's old clothes.For now on you only see Paula.
He said really?Yes, what about the other nieghors he asked.I don't care what they thing it free world and they know.I said well I better take this stuff and but it collection box for homeless.He opened my door for me and gave me kiss before I left.I... Continue»
Posted by cdpaula 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1190  |  
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Brianna...

Rob asked me to house sit and I didn't hesitate since he lives in a
beautiful big house on the end of a Cul de Sac. There is only one
house next to his and no one can see his backyard except the house
next to his.

His neighbor Bryan is a local college professor at the community
college and doesn't seem to mind when we skinny dip in the middle of
a Saturday afternoon. He seems cool so I thought this was going to
be a great two weeks. I had no idea what was going to happen during
these two weeks.

It was the first Saturday of my two week stay and I was sitting in
the back yard enjoy... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1189  |  
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My Frist time with a tranny

My Frist time it was back when AOL frist came out. I was in a miami chatroom and I met a tranylicous. We Started to chat. I remember going to the profile on the side of the message window and I found out throu pics what a tranny was. I must of been 13 at the time or so. She gave me her address. it was not to far from Downtown so I head over to meet her as I smoked a joint. She had a nice apt, pretty empty She had just moved from Ny. After a little chat we had that helped me relax She came closer to me and we started to Kiss. I felt my bl**d rush threw my body I could feel my ear tingle. She w... Continue»
Posted by lucifer696 2 years ago  |  Categories: First Time, Shemales  |  Views: 1189  |  
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Nice surprise on the journey to work

This is a deliciously erotic story sent to me by my fellow writer Ila, I hope you enjoy it as much as I did and also the second part of the story which is to come..

I got up early this morning for a change.  I had a feeling that today was going to be a good day.  At the time I didn't realize just how good.  The sun was shining for the first time in several days.  That, at least, was a good sign and an improvement over yesterday's rain.

I headed off to the bathroom for my morning ritual.  A quick shower and then I was ready to get dressed.  I put on my normal businessman's uniform ... Continue»
Posted by keliana 3 years ago  |  Categories: Shemales  |  Views: 1186  |  
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Gina

Gina

you hate yourself. that's all you can think of. every day. every night. you hate what you are. you hate what you have become. it's been one year since you've been k**napped. one year locked in this house! in the middle of nowhere. one year since the last time you saw your office. your friends. your wife. your son! it's been one year since you were normal. if you only knew... you would never have opened the window of your car! that guy would never have sprayed you! you would still have your life...


you hate what you have become...


*****


1 year earlier...

this nightmare... Continue»
Posted by slim_krak 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1186  |  
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Lakeside Awakening

Lakeside Awakening



If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We just didn’t click after a while and I was feeling down on myself for not being able to hold onto a girl for very long. My friend Dan took me to a friend’s house where there was a party going on and I went along mostly to distract myself from my thoughts. The place was a dump an... Continue»
Posted by valeriuscatullus 3 years ago  |  Categories: Shemales  |  Views: 1185  |  
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shemale adventure

I was at the bar for the night. relaxing, putting down a couple drinks. I had started talking to another guy at the bar. we had a lot in common. after a good couple of laughs, a woman came up and joined in. we were suprised, she was really hot! we sat around for a cpl minutes, talking and laughing. as the bar was closing, me and my buddy needed to find cabs to get home. the woman offered to give us a lift, and we saw no problem, and agreed. on our way back, she said she wanted to drink more, and I said I had some beer at my place. so we all decided to go there for a little bit.
as we get set... Continue»
Posted by ballin420 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1186  |  
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