Shemales Porn Stories
Page 80

My sexual fantasies



Well, I've always had sexual fantasies, since I was very young, I discovered the joys of masturbation around the age of 8, I remember playing in my bedroom with my pillow, I imagined it as a woman, or something like that, and so I took the pillow and I put it between my legs, rubbing my little cock against the pillow in a sensual movement, thinking about dirty things, until I reached the orgasm and jizzed over the pillow, it was so exciting for me and I enjoyed very much those situations. I remember several afternoons playing with one friend of mine in the staircases of my condominium, we ... Continue»
Posted by Porcellone 3 years ago  |  Categories: Masturbation, Shemales, Taboo  |  
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Something in my drink, the captive part 1

So I'm new to Southern California, and I stop in this club for a few drinks, I meet this tranny, she didn't tell me but I could tell, I didn't plan on taking a run at her, just having a few drinks and chat. I let it slip that I had just moved to Socal and didn't know anyone..the next thing I know I blackout and wake up naked and tied up face down with my mid-section resting on a small stool. I woke up terrified with no clue where I was, or who had done this to me.

Just when fear had taken over I see this stunning girl standing in front of me, she spoke and said "you have two choices,... Continue»
Posted by smonkeys32 4 years ago  |  Categories: BDSM, Shemales, Taboo  |  
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I am such a slut..........11

I am such a slut..........11


Please read my other blogs to catch up. My stories are true. Part confession, part cathartic. I welcome your comments....Dani



I had turned a corner from which there was no going back. Walking down a path to becoming the woman that I desired to be, driven by my lust for men, for their smell, their taste. The feel of their cocks in my mouth.....and in my ass. The desire to be used by them as their slut, their whore, their toy. It was now Saturday evening and Derek had asked me (told me rather) to come to a party that he was having. He gave me the roo... Continue»
Posted by snuggle11 4 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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after the divorse[true story]

there for awhile things look as if they were going good for me and my wife,but it wasn't,and after 7yrs ,I decided to call it quits.2days after my divorse was finale,I got all dreesed up and went to the local club which was not to far from my house it was saturday night,which was drag night,so I wore a very sexy revieling black lace dress,matching lace bra,garterbelt,a pair of black lace thongs panties,and stocking,with 6inch heels.I walked inside,were it was hot,and so were the guys.having beening there for bout an hour,on the dance floor dancing,I then went up to the bar to get a drink,when ... Continue»
Posted by blonde68 3 years ago  |  Categories: Shemales  |  
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Never Saw His Face The Game crossdresser fantasy

never seen his face the game

here i was sitting parked in my car at my destination it had just gone
one am as i looked at my phone waiting for it to ring five minutes went
past then it rang i answered to a low quiet voice thats me entering the
high street go to location il be there in five minutes i hope your be
ready gave me a few extra orders
i opened my car door picked up my bag got out and closed the door and
got out thinking to myself how did i get here and was it really
happening remembering how it all starting from the begining

it was a sunday afternoon and i was looking th... Continue»
Posted by steveofunandfurious 8 months ago  |  Categories: Fetish, Shemales  |  
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Ice Cream Sex

Amongst the contemptuous gender variant community in Springdale, Fernander Kago had earned the reputation of a pussy maker. The thirty-one year old immigrant from the Central African Republic was addicted to fucking boipussy. It was impossible for him to be faithful for two reasons. Firstly, because he was always horny. And secondly, because the first tranny in fucked in town told her friends how big his dick was. Now any half-way effeminate being with a penis was after him.

Tonight the dark-skinned five-foot-ten-inch, one-hundred-eighty-five-pound man was headed to the Roadside Motel to sp... Continue»
Posted by faggyboi 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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caught

Liza giggled as she sat back down on the sofa, a mischievous smile on her face.

"Whats so funny I asked?" wondering what had tickled her fancy. After all the only thing that had happened was that she'd just been to the toilet to relieve the pressure that the 3 or 4 glasses of wine that we'd both had must have been causing her.

"Come on what brought on the giggling fit?"

She stood up and came over to me. In what seemed like a strange move she turned side on to me and put her foot next to mine.

"Yep thats about right then, quite a bit bigger just like I thought" Then she laughed and ... Continue»
Posted by robd1 5 months ago  |  Categories: Shemales  |  
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sex with strangers in public bathroom

I always had a sexual fantasy of dressing up as a chunky sexy slut tranny and visiting a known public mens bathroom close to my house and giving oral sex and what ever they wanted me to do for them sexually.Well I finally got up the courage to do it and before I go into my true first time experience,I must say it was everything I imagine it would be and more.I realized after my first time it was like crossing an invisible line that I did not and could not return back.Well it was about a year ago around 8 at night.I got all dress up and wearing a black tight silk mini skirt that showed all my p... Continue»
Posted by mahulani 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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James

"James, stay out of my room or you'll be sorry!" Julia retorted.
I looked at my older s****r and hung my head. I had been caught
again in her room, looking in her dresser drawer. I was 9 years
old and had become very curious about girls. They had started
becoming a subject of my interest about six months ago, and my
two s****rs were a handy way to study the new subject of my
interest. "James - are you listening to me? I don't like it when
I find you doing these things. I don't go through your room, and
I want you to stay out of mine!" Julia really looked angry. "OK,
OK s*s, I got your... Continue»
Posted by alexwd0 4 years ago  |  Categories: Shemales  |  
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remembering "uncle" buddy part one

after many years of our having fun together, doing the role playing we so much loved, for whatever
reason, you have disappeared from my life, and it is time to chronicle some of those times. when we first met it didn't take long for us to discover what a good fit we were together, you being the 6'5" 230lb uncle, and my being the 5'3" 120lb bad cock teasing little girl niece, how you liked that I didn't get into the "over the top" sissy get ups, but preferred keeping it simple with just my training bra, sexy little bikini panties, and full slip, you said that was "keeping it real" and it made ... Continue»
Posted by robinlikesitrough 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Being Vicky for the first time

(November , rain storms releases the opportunity to go and take a lonely car ride .... what can possibly go wrong?
Damn it….the car engine stops ,typical my bad luck , the torrential rain I am now soaked , who will stop at this hour to pick up a man in a terrible state wet sad mad…at his luck my thoughts take an abrupt end simultaneously with the car passing before me and slowly stops a few meters away from me)
E: I guess you didn’t see that coming? shouts the girl running with an umbrella towards me
Me: Thank you, I saw the weather I couldn’t “see” the car abandoning me on my own... Continue»
Posted by vicky_cross33 1 year ago  |  Categories: First Time, Group Sex, Shemales  |  
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A walk after work

It had been a long week, all I wanted to do was go home but the main road was blocked and I ended up heading off the beaten track. As the car sped through the countryside I noticed a car similar to yours parked up ahead, I slowed and as I drew near I realised it was yours. I pulled up and got out- as you werent anywhere nearby I assumed you must have headed down the path towards the river, it was a warm evening I thought, so maybe I'm not in so much of a rush after all. The thought of catching up with you was already stirring my dick.
It didn't take long to find you lying on your front engro... Continue»
Posted by dozer136 1 month ago  |  Categories: Shemales  |  
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My Ladyboy- LittleLi- Part 2

After LittleLi had finished swallowing my cum, she fell back and i noticed she still had on her frilly ankle socks and MJ,s. Now that I knew LittleLi was a ladyboy i could tell her about my collection of stockings, panties, shoes and dresses that i liked to get dresssed in. LittleLi loved the the fact and took off the rest of my man clothes. I got up off the bed in front of her naked and went to my cabinet with all my fave clothes in it. I lay out satin frilly panties, stockings of all different colours and school uniforms with knee socks from Japan to England. LittleLi immediately ordered me ... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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BIRTHDAY

I had just got home from work , and what to my wondering surprise my gf is naked and waiting for me on my lazy boy , with her legs spread , playing with her pussy.

ON the couch are 3 shemales also naked and playing with there cocks , how she did this i have no idea , but its been my fantasy to have a shemale and my gf in a sexual frenzy ,now i had this and plus two more , wow what a girl.

IM licking my lips as i watch all 4 of them playing , my gf tells me she has run a bath for me and has nikki one of the shemales lead me upstairs to get washed and relaxed , and says we will be waiting... Continue»
Posted by cocklover47 4 years ago  |  Categories: Shemales  |  
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My Step-Sissy

The Step-Sissy

I attached the brand-new leash on her thin, pale neck. The word "Slut" in fake diamonds adorned the front. My sissy was on all fours, wearing her favorite pink wig and a leopard body stocking. Her shapely little ass beautifully complementing the outfit. Between the cheeks and beneath the leopardskin, is the visible outline of a small dildo inside. Done up in full make-up, flat-chested, with her fake thick-rimmed glasses on. My nerdy sissy girl. She liked being walked around the house with her toy in her hole before we fuck. I gripped her leash and guided her towards the upsta... Continue»
Posted by nymphRiley 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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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 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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me being a pet

As you all know i am a bitch of my mistress "sissychick".
This incident happen recently during my training of being a little slut. So i was sitting right next to my mistress bed, like a loyal dog, still having anal plug inside my ass and my dog collar. It was the mark of me being my mistress slave. My legs were folded right underneath my ass, the floor was cold and i was all naked. My mistress was tired from fucking by 3 of her lovers all day, she was sl**ping still having cum all over her.
Her perfect little face makes me horny, i started to get hard again, it was 4rth time in l... Continue»
Posted by hunknextdoor 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Part 2 - Meet up with Kelly

If you missed the first part, go find it - Back in College with Kelly.

I came home from class one early afternoon to find that Kelly left something in my room for me. She always had a key to my room so she could enter the building and get up the elevator and so I didn't have to go get her. On my bed was a bag from the local clothing store in town. There was a note that said, “Put this on and wait for me. I’ll be back later. Love, Kelly.” When I opened the bag, I instantly smelled her perfume and inside the bag was some sexy panties, thigh high stockings, and a sort of slip/nightie top. I im... Continue»
Posted by ahsleymills 5 months ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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My sissy son by his dad and lover Part 5

Well...what a few months it's been since i/we last spoke to you.Many things
have happened,some of them great,some fantastic..some not so good,best tell you!

Lucy and i are in love,no two ways about it,we found out how to change her name by deed poll(to legally change your name in the UK)So she's now,legally..Lucy Alice Andrews and she wears a matching wedding band and engagement ring like mine.I wear just the band when we go out together,as i said..she passes for a woman no problem.So people just think i'm a guy with a younger/sexier trophy wife,(which in a way is right!) She dresses as Lu... Continue»
Posted by chocandres 3 years ago  |  Categories: Anal, Shemales, Taboo  |  
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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 2 years ago  |  Categories: Shemales  |  
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