Shemales Porn Stories
Page 8

a quick story..

it was yesterday night and i was out with the lads and it was getting late and i was deciding should i stay out or go home. i then noticed a girl looking at me but in a good way. i decided to walk past and say hi,she said she had noticed me all night and she thought i was sexy..hahaha bl**dy hell that's a 1st. No don't say that you are. So i asked her why was she on her own she said her husband was away and she wanted to have a night out but nobody would go out with me so i decided to pop out and have a wine on my own.

i asked her what her name was and if she wanted another,her name was Jan... Continue»
Posted by naughtydarksecret 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2444  |  
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First Halloween

I have always been a skinny boy and not much muscle tone. Very feminine and so my older s****r started dressing me when we were alone at the house. I didn’t mind and most of the time I liked it because it allowed me be free. I felt more comfortable dressed as girl. Last Halloween I decided that I would let her dress me up as a girl and take me to a party of a friend of hers.
She did my makeup and fixed the wig I wore. I chose a white button up shirt and a black pleated skirt. I wore white stockings and white platform heels. The heels made butt stick out just a little. The wig I wore was red ... Continue»
Posted by CB1996 2 months ago  |  Categories: Shemales, Taboo, Voyeur  |  Views: 8258  |  
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My sister, my first, the tranny

A little something different to spice up your lives

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It was the first week of June and school was out for the summer, I was 18 and had just finished my senior year. One night while we were eating dinner, My Mom and step dad informed me that they were going away for two weeks. When they got married they did not go on a honeymoon, so they wanted to take one now. Jack, my stepdad, told me they were going to... Continue»
Posted by 6270daniel 2 months ago  |  Categories: First Time, Shemales, Taboo  |  Views: 11123  |  
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Meeting a young white guy from online (Andy) Pt.1

I had been talking to a young guy from online for about 6 months he was 23 and with me being 39 I never thought we would actually meet, he was fun to chat with and we exchange several pictures and even had ciber video sex on another sight together.
Anyway in March we both had birthdays the same month within a few days of another and he kept asking if we could finally meet and celebrate our birhdays together he was willing to come the 3 hours to meet me and after a little prodding I decided to let him after all I figured I could handle him if anything went the wrong way.
We decided to meet... Continue»
Posted by MonicaBond 2 months ago  |  Categories: Gay Male, Shemales  |  Views: 2861  |  
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A Permanent For Live




A Permanent for life



A permanent wave leads to a permanent change of life.



It was very lonely in my room, but it had been lonely in all
of the rooms I had lived in. My Mother and Father had been killed
in a car, bus accident during my first semester at college, Since
I had no other relatives and no money of my own I had sold their
house and with the life insurance money and the settlement from
the bus company, I was relatively well off. I had decided to
continue at college and was able to live well and pay all of my
tuition. But now having graduated wi... Continue»
Posted by klammer 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 947  |  
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My life with Bill - Story # 1- The night we met

mmmm.. yes... I loved being wrapped up in Bill's big strong arms. As i get so turned on by a mans arms...i'd feel so safe in his manly presence, for he knew I was an effeminate little sissygirl with somethin a little extra under my skirt...
I met Bill in a bar..we were both alone, and just happening to be sitting next to each other..we talked and he was very nice to me. I was dolled up..dressed in a short black skirt, and silver toned..open toed highheels that showed off my pretty polished toenails, it was pretty obvious of the fact that Bill liked what he saw. After a few drinks..i wa... Continue»
Posted by yourfairdesire 2 months ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 901  |  
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Impregnated by tentacles 2

Episode one of this story can be found here: http://xhamster.com/user/shemalecharlotte/posts/252264.html

I found myself in the morning laying in bed, alone, with that house empty I started to feel horny, cheeky thoughts popping into my head about when I was impregnated by the tentacles and my first experience with them and what they could do. I found myself getting extremely hard and couldn't help but strip naked and lay naked in my bed and touch my cock as it pulsed rather strongly in my hand. I thought about my big cock sliding deep inside the small teen girl after my stomach growing huge... Continue»
Posted by shemalecharlotte 2 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1381  |  
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The office girl

Tamsin was the new girl in the office and she was clearly shy. Unlike the other girls who splattered make up all over their faces and spent hours on deciding which dress to wear, Tamsin was rather plain. Her typical outfit was a smart suit. It became very clear very quickly that she felt very awkward in the new environment, so I thought I'd try and help her settle in.

Over the next few weeks we quickly became close friends, often laughing at each others jokes while our co workers were still trying to work out the punchline.

Out of the blue a office night out was arranged. I asked Tamsin ... Continue»
Posted by kinkymister 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 4504  |  
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long saturday at the arcade

what you are about to read is a true and accurate accounting of a day I spent in a video arcade booth

its early Saturday afternoon, and i'm sitting here in an arcade video booth dressed only in sexy little bikini panties, training bra (for my little a cup puberecent like titties) and a white silky like full slip, I have left the door slightly ajar while I rub my little sissy clitty, which is confined in a tight fitting chasity devise, and tucked back between my legs, while watching a really hot gang bang video, hoping for some action. when I happen to glance up at the door, I see your eye p... Continue»
Posted by robinlikesitrough 2 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3097  |  
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Tabby Cat: Feline Rising

OK. So, this is my first story on any site, and I'm finally pleased enough with it to post. Hopefully people will enjoy it and if so I will definitely be writing more. Leave me comments or PM me about it if you want, I would love the feedback. I plan on making this a series, with all of the characters making more appearances and being fleshed out more. I also would like to write the story of my character leading up to this point. Her Origin story so to speak. Obviously the main character is transgendered as you will find out soon enough, but I think it helps to know that going in. Hope you all... Continue»
Posted by sluttycdprincess 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 424  |  
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dear kelly

dear kelly,

so it was 1hr 5min to trim the brows, pluck the brows, modified "gankin" face message, shave, then lotion the face. 1.5hrs for the big ass workout (interrupted for feeding the cat) and then another 1.5 hrs to shower, deep massage my ass, "chi" massage my tits, apply meds and lotion up the body. lots of work... i lost 3lbs doing it, but it's working of course. i woke up looking hott.

i think looking good naked is important.

after showering, i usually apply 7.5mgs of pregnenolone to my cock. my cock is kinda funny...

recently i was in vegas. i was traveling w/others & did... Continue»
Posted by roxxanna 2 months ago  |  Categories: Shemales  |  Views: 733  |  
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Young Master Ch. 03

"That's a good little, sissy. I told you that you could take the whole thing." I feel a sense of ashamed accomplishment as her smooth balls rest on my chin and I smell her intoxicating mix of pomegranate and a hint of musk as my nose crushes into her flawless, taut torso. This was the last time. It had to be. We couldn't keep sneaking around waiting for a chance for a furtive fuck or speedy suck. And if I got caught...no, I didn't even want to imagine what it would be like to be stuck in that sissy hell down in the basement. At least not until after I came inside her pretty lace panties...and ... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 551  |  
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Young Master Ch. 04

"I can explain..." I was standing in a French Maid outfit, with a sissy's cum still dripping from my chin because as usual she missed a spot, and I had just been caught bent over a desk getting pounded from behind...all I needed to make it the perfect shit storm was for Dale to notice my cock was stick disturbingly hard in my panties for some mind boggling reason...

"Heh...this should be great. Okay, explain yourself." If Dale's grin grew any wider, his face would have split in two, but I wasn't so lucky. The runt of the litter amongst my domineering dickhead step-b*****rs, he was savoring ... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 424  |  
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Young Master Ch. 05 - The End

I was running through the mansion, being chased by something so horrifying that I didn't dare to turn around and see what it was. I tried to find my room, but the once familiar hallways were now disjointed and strange, as if the building had be rearranged and some pieces had been replaced with imitations that had a sinisterly artificial look to them. My pursuer was getting close, its hot, rancid breath scalding the back of my neck. I kept running, even though I knew I'd never escape. Even a second spared from its horrible embrace would be worth the hopeless attempts to escape. Suddenly, out of... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 284  |  
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Young Sissy Ch. 02

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of rolling hills...there wasn't a soul in sight...and yet, for some reason, I didn't feel frightened or lonely like I usually do by myself. It was as if the sun herself was watching over me, keeping me company. I felt a whisper tickle my lips as I... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 567  |  
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Young Sissy Ch. 03

"Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pure satisfaction of hot flesh filling my pussy. It made me feel...whole. Of course, it also pushed down my cum button and sent my body into orgasm overload only to be painfully blocked at the moment of climax. I was starting to realize why no... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 353  |  
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Young Master Ch. 02

There I was, still impaled on a shemale's cock, one belonging to what was supposed to be my sissy slave, wearing her bra, her cum on my cheek along with my post-fuck smeared make-up, and my cum running down the full length mirror. "I fell" wasn't the best explanation for what happened, but it was all I could think of with my step-father's hulking frame looming over me. I knew I was fucked...well more fucked than already had been, but I still hoped for some miracle to save me.

"You...fell? I'm not even going to begin to catalog the many reasons that is the most insultingly stupid lie I have ... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 423  |  
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Young Master Ch. 01

It was supposed to be the best day of my life...and maybe it was, but definitely not in the way I planned.

My 21st birthday...my first day as a man, as a true lord of the Manor...my first day as a Master. I was so nervous I threw up my lunch. Not very manly, I know, but just the thought of having my very own sissy to play with had me teetering between the giddy excitement of a k** right about to open the biggest present under the tree, and the stark terror of officially being a man in my step-father's eyes...how could I measure up to him? I felt destined to disappoint him...and I didn't eve... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1824  |  
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Young Sissy Ch. 01

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.

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I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a... Continue»
Posted by bi_hengst 3 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1165  |  
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My Boss Tricked Me

I work for a cell phone company. Part of my job is to travel to cell phone towers and fix any problems they might have. I enjoy it but am on call most weekends. Now I consider myself a man in public but at home I love dressing up as a slutty tramp. I love the feel of lingerie on my body. I had a few experiences with a man but it was mostly mutual masturbation. My crossdressing is a secret to everyone except the few I have met online.

Most Friday nights me and the coworkers go out drinking. Just a bunch of guys out having a good time. One particular Friday I got really d***k and my superviso... Continue»
Posted by sissysadie 3 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 9835  |  
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