Shemales Porn Stories
Page 114

Seduced nad Feminized



Michael-Michelle

SEDUCED & FEMINIZED

Strange feeling as he left home that morning. Couldn't put his finger on it. Like walking toward edge of a precipice or something. Kinda anxiety of something totally unknown looming.

Maybe just feeling guilty throwing the wife about during the night, Mike thought. Well, he'd been justified in slapping her face, grabbing her head and jamming his cock in her mouth to get a decent sucking. It was his right, she was his wife. He'd been left damn frustrated being teased by that damn whore in the bar earlier that evening. His mojo mus... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Karen In The Middle

Karen was on her hands and knees looking up at me as John pull up her skirt. He gently pulled her panties to the side and slid his condom coated greased cock inside her. She let out a moan as he slowly penetrated her ass. I admired her shoulder length brown hair, her painted eyes and red lips as she moaned. My cock was hard as a rock as she parted her lips and I slid it deep in her mouth. John pumped her ass harder and faster as I slid in and out of her sexy mouth. I pulled my cock from her lips and slapped it on her face as John kept pumping her sweet ass, “oh yea, I’m your slutty bitch, fuck... Continue»
Posted by Zeffer1 4 years ago  |  Categories: Shemales  |  
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Prison Ain't So Bad

"I can't fucking believe it, not too long ago, to this day, I was living a good life, I was drinking champagne with my girlfriend Alexis, not the brightest of girls but damn she had a nice body, that night we drank until we couldn't and fucked until the sun came up, now look at me, travelling on this bus heading to prison, all because I was stupid enough to commit fraud".

The bus pulled up at the prison and instantly the convicts gathered by the fence, I could hear them all screaming and yelling, even managed to hear a few things being said, "Fresh fish!", and "Welcome to hell!" were the on... Continue»
Posted by wherethewhitewomenat 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Mile High (caught in panties and pegged at thirty

Mile High (caught in panties and pegged at thirty thousand feet)

By Mikaho

Edited by g1dnshwrgr1 (many thanks!)

NOTE: This is my story and is originally posted under my profile on literotica.com. You can see it there under my same user name. Enjoy!

I boarded the plan and was taking my seat when I noticed the most mature of the three stewardesses. She was beautiful with a classic flair; her pencil skirt perfectly presented an hourglass waist, defined hips, and a round butt.

The image of her shapely form flitted around the edge of my thoughts as I started answering email on my... Continue»
Posted by Mikaho 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Becoming Alanna - Part 1

Becoming Alanna

my name is Alanna Monroe and i am currently a college bound 17 year old senior at St. Anne's school for girls in Middletown Conn. I was once Alex Monroe, but after one fateful day four years ago, I became Alanna. Being a proper “lady”, i have all of the assets of my classmates...well that is except for one thing. I am a ladyboy, a girl with a cock and a set of balls. During the summer after 8th grade, when i was 13, I met a girl, Samantha, who changed my life forever.
She was 20 at the time, although from first sight i could have sworn she was 25. She was from money, and... Continue»
Posted by KristyQuinn 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Sissy out of control in the toilet

I'd describe as a fit rough looking submissive guy. Recently love to dress in panties and stockings and get interfered with....

One of the first and hottest experiences was in a quiet public toilet. It was about 3.30 on a summer afternoon and I'd had no luck down a nearby cruising area - which was unusual as it was normally reliable. The lack of action was most probably down to feeling slightly inhibited by what I was wearing under my shorts.

As I entered the cottage (as we call public toilets in the uk) and judging by the scurrying that occurred I'd interrupted a scene.

I went in ... Continue»
Posted by skins4skin 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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My mother, my lover

Wow
I have no idea where to begin with this story. My mom came by yesterday while the k**s were off fishing on the lake.
I knew when she got here that there was one thing on her mind, and she was not shy about letting me know either. I was painting our daughters room when she came in calling for me, I knew just by seeing how she was dressed that my implant was in for a workout.

She walked into my bedroom and starts calling out " Baby mommy wants to play".
I walked into the room and saw that she was only wearing a smile on her face, both nipple rings, her tongue piercing, and on her toes... Continue»
Posted by Taboo69 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  
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Sally the seducer...


I had been chatting online with her for about a month and she finally
asks me to stop by. My butterflies are churning in my stomach, as I have
no real idea what to expect I have only seen tease pictures. You know
the kind, no face barely a body part in the picture.

I pulled up to the address she gave me and knocked on the door. I did
not think she was going to answer and this man answered the door.
"Hi, come on in. "I will be ready in a minute." I was
shocked the woman on the phone sounded female so sultry making me long
to touch her. He disappeared into the bedroom chatting with m... Continue»
Posted by NaughtyNshy 4 years ago  |  Categories: Gay Male, Shemales  |  
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The Slave and the Sissy part Five

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper’s eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beautiful dream; she smiled to herself, the tenderness she felt in her bottom could not be down to any dream, she had been well and truly fucked and wanted the day over quickly, so as she could entertain her slave once more. There was a slight... Continue»
Posted by midsummerman 3 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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Domestic Bliss, caught dressing and my life was ch

As I mentioned in another story, I started dressing when I was around 11, at first in my older s****r’s clothes, she was just getting into her teens and had her first bras and stockings and I had my first thrill wearing them. There were just the three of us at home, Mother, s****r and I, father had long disappeared. Mother worked in the fashion industry so back in the 1950s/60s/70s when there were still the classical fashions being worn daily, she was always immaculate.

As I got older, I started to wear her clothes and then one day, my s****r, who was supposed to be out, walked in and cau... Continue»
Posted by antoniaf 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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bookstore sissy slut

My name is dollie I love to be a girl and being very petite and pretty long black haired its easy for me too feminize. And until now I wouldn't go out, dressed up, sometimes a quick walk around or a short drive but nothing real. And one time in college I walked around the campus. Anyway I ignored all the signs being overly sensitive for a boy It should of clicked when I was diagnosed with disphoria. I knew I liked being girly but I really thought all teen age boys were like me. Always being a pretty-boy girls always came my way but they all end the same I get hurt because just like a girl ... Continue»
Posted by dcdollie 2 years ago  |  Categories: Fetish, Shemales  |  
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working at a house

I'm fitting a kitchen at a couples house right now. They are both in their thirties. as I arrived in the morning they were waiting for me, they needed to go out and would be most of the day, to which I agreed to be fine on my own.
After about an hour or so I decided to look around in her bedroom. she had lots of sexy dresses, suspenders and stockings. I also found some lovely slightly soiled knickers in her washbasket. After sniffing and licking the gusset, I was getting very hot. I decided to dress up in her sexy gear. I put on her stockings, suspenders and bra along with the knickers I'd b... Continue»
Posted by tarajenkins53 5 years ago  |  Categories: Shemales, Voyeur  |  
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Oh,,,,,,,, so helpless

The ankle straps of her five inch heels connected by a short chain and secured in place with tiny padlocks. A virtually unnoticeable black cable secured around her waist held the shiny steel handcuffs that pulled her silken gloved hands behind her, leaving white glossy fingers resting on the very large white satin bow that in turn hung across and down the short black silky smooth skirts and numerous frilly petticoat layers of her French maid uniform. Zipped to the neck and edged in brilliant white lace frills, the locked bodice of her dress was clinging tightly over the uplifted bosom and cor... Continue»
Posted by maidtracie 4 years ago  |  Categories: Shemales  |  
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First time with a shemale

I must have been 16 back in the day, but I always looked older so it didn't really affect anyone's judgement in the sex world that I had loved since I can remember jerking off for the first time.
I was walking the streets of Amsterdam that day, the Red light Disctrict looked like paradise on earth, all those hot hot girls smiling and telling you to come in...I don't even know how much they wanted, I didn't care, just walking in those tiny streets and seeing those creatures was more than enough.

There pretty much everything there, from the porn starlet straight from Poland to the big Colomb... Continue»
Posted by joelo 4 years ago  |  Categories: Shemales  |  
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Duty Bound Part 1

Ever since c***dhood it had been that way; delicate in the extreme and a want of soft bright things. School had proved to be difficult; not being like the others. A fondness for the stricter teachers irked the boys; patently apparent differences alienated the girls. The developmental teenage years were no easier, though liberally minded parents allowed chosen apparel to be worn at weekends, making the desired route in life that little easier. The tortuous journey through to adulthood now accomplished, and independence achieved, indulgence in a preferred lifestyle beckoned.

Hannah glanced a... Continue»
Posted by midsummerman 3 years ago  |  Categories: Fetish, First Time, Shemales  |  
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TV/CD adventures - going for ice, remember ID

It's amazing what high heels, wig, makeup, nylons, mini, etc can do for ya when going out in public.

Couple months ago I got me a room at Imperial Palace on the strip and I think the front desk caught on I was using the room for casual sex. I put up an ad on craigslist and gave out the room number. But setting up times and availability was difficult because I didn't have a computer in the room. So the front desk constantly was connecting me to "different" guys. After being drilled deep by 2 guys I decided to go for ice in my fishnet no panties slut outfit. My ass was gaped and sloppy... Continue»
Posted by vegasjful 3 years ago  |  Categories: Shemales  |  
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A date with a straight college student

I had been chatting with this boy for a while when he finally told me his parents were out of town and he had his father's car. So we set up a date in the evening. I told him to pick me up by his car from somewhere. I was pretty excited, this jock was a very good looking guy with a slender athletic body type, brown hair/blue eyes. I always had a thing for blue-eyed boys. I was thinking about those whilst putting on make-up in front of the mirror and combing my hair.
I was a lil bit nervous when he picked me. He looked even much more handsome than his photos. Because he was lacking a web cam, ... Continue»
Posted by Slave4str8twinks 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Jenny, Melissa and Me

I’m watching you on the screen, Jenny, as you pull down your pretty nylon panties with the floral prints and spread your legs. Your brunette hair hangs down around your lovely eighteen year old face, smiling as your labia open wide and you begin to rub your clitoris, all the while smiling, and gazing at me with yearning through your computer camera.
In front of my camera, so you can see me, I put on a pair of sexy pink panties over yellow nylon stockings and a pink garter belt. I put my hand under a sheer negligee and stroke my shaved cock and silky smooth shaved balls for you to see. I... Continue»
Posted by pantyboykristin 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Nice Sunday to worst sunday

Hello guys
Hope everyone doing great and enjoy my true story
Sorry again guys not very good English so grammar its not their

We all enjoy our Sunday especially now it’s NFL Playoff guys into games so am I
I just buy new big screen TV and love watching games at my on place.

As I woke up on Sunday late morning around 11:30 am still im in my sweet bouquet layered baby doll (nitie) making coffee and doing dishes get my coffee sit on couch watching TV my cell phone ring one of good all Spanish she male friend (Rosie) who was about to go out back to Mexico her grand ma was sick and she a... Continue»
Posted by shawn777 3 years ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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A weekend in the Lifestyle Part II

When I was a teenager, I could get it back up and ready to fuck again just minutes after a huge orgasm, but now that I am in my thirties, it takes a while longer. Also, before I bust a nut, almost anything can make me hard, and I am willing to try new and kinky stuff. But, after I cum, my dick gets really picky about turn-ons and turn-offs. Before I exploded, Biff rubbing my cock and putting our cock heads together was a turn on, but now that I had shot my load, it was less exciting. Even his name bothered me, now that I had cum.

Biff and April went back to fucking and Buffy stroked my c... Continue»
Posted by Tgood10 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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