Shemales Porn Stories
Page 73

mature crossdresser & 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels.
A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she found in his room.I said what did you find d**gs or what? She said no,and handed me a note book t... Continue»
Posted by cdpaula 4 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Walk his way

Just for the thrill of it all, I moisturized my freshly shaved body, combed out my long hair over my shoulders, and put on a pair of very short cut off denims, cuffed them even shorter, and a Betty Boop T shirt with the neck and sleeves cut out. I looked and felt very much on the fem side. Not really crossdressed, but without a doubt, sissified. I drove down the interstate to the nearest rest area and parked all the way at the end. I carried my little belly bag like a handbag, and walked to the rest rooms with a swish in my step and a grin on my face. Most people did a bit of a double take; a ... Continue»
Posted by dana213 5 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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T*GIRL AT THE BUS STOP

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by madnessx 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Being a Wife: Part 1 The Wedding Night, Planning t

My name is Lexi. I am a 6 foot tall leggy blonde, with a natural round phat ass, a regular sized dick, natural b-cups. My skin is milky smooth, my hair is shoulder length, and I am a total sub.
My partner is Jenna. She's six one, brunette with green eyes, long hair, big double D breasts. She's white, and has an 8 inch long cock that I adore.


I was stroking my wedding ring with my freshly french manicured fingers, sitting on the side of the bed when Jenna walked towards me and said "Hey Wifey?!". She was stunning, tall, sexy, in charge. she had stripped down to a black satin night gown t... Continue»
Posted by alexismorel 4 months ago  |  Categories: Lesbian Sex, Shemales  |  
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a real cd explains what cd on cd sex is like

alot of "strait" guys love shemale porn.I was one of them.Pre-internet I discovered shemale porn but it was hard to find.I had girlfriends but the sex was never great.like many i was more concerned with cumming to soon than actually enjoying myself.Plus,as a porn watcher my fav was anal.My girlfriends fav...not so much.after 25 years i realized that i was most unhappy when i had a girlfriend.even then I had bought and worn nylons and enjoyed anal dildo play alone.then came the net.and i bought a wig,shoes, and some makeup.I had wanted to be with a cd.I didn't realize i could be an attractive ... Continue»
Posted by tran1001 3 years ago  |  Categories: Shemales  |  
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Wife was Away!

I hadn't been out for over a month and it was starting to bother me. Since I started dressing four years ago most of my excursions in public have been from fall till spring. Its easier to hide my shaved body in the cooler months, which makes me feel much more feminine. When I'm smooth all over I get to wear more revealing clothes and I can let the guys I meet run their hand anywere they like without them getting turned off by unwanted body hair.

My wife was about to leave town for ten days at a convention she attends every year and as soon as I dropped her off at the airport I ru... Continue»
Posted by kristygurl 5 years ago  |  Categories: Shemales  |  
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Babysitter - Part 2

From: A K little s****r Alyssia

Babysitter - Part 2

I'm a mess in the mirror, well, I think I look sexy too with my hair all
tussled, a little cum rubbed over my cheeks and chin, and a grin like the
cat that ate the canary. The dress has some wet spots and a few small gobs
of his cum. I wash up as best I can and blot the spots on the dress, I
start thinking, Nicole is going to kill me! I might have ruined her dress
and I just gave her man a blowjob. That could be a problem. I still can't
believe it!. He kissed me and I sucked his dick! But I know I want to do it
again.. Did I real... Continue»
Posted by jayymie 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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About Me

I don't know where to start so I guess I will start where I first felt like I might like men. I was about 14 and walking to store for my grandmother. The neighborhood bully acosted me and when I was walking away he felt my ass. That was it. I don't know why but it felt good. I fought off those feelings for a while. Then when I was older I got an obsession with panties and lingerie. I started sniffing and wearing my s****r's. I fought that off. I went on to get married and then the urge came back. I started wearing and sniffing my wife's panties. I knew she was cheating on me and I would wait u... Continue»
Posted by pantyluver711 3 years ago  |  Categories: Gay Male, Shemales  |  
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Weekend with Kelly, my new lover, part 4

After we got out of the tub and ate dinner I asked her if she
was ready for dessert.


Her eyes sparkled and said "Of course my dear".



I told her I'll meet her in the living room.


She stood as I moved her chair back from the table. I kissed
her lightly on her lips.


Then, leaving the kitchen and going to the master bedroom
to get myself ready. I applied some lube to my favorite dildo
and slid down on it stretching my hole to ready myself for
her. Walking out into the living room and finding her relaxing
on the coach. She didn't hear me come into the room as
I snuck up... Continue»
Posted by Bigrodtaz 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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The Pill - part 2

This is the second chapter in the story of my adventures in London, on the day when I took a small pink pill and my face and body transformed into that of a beautiful young woman.

However, I knew that I only had 24 hours before the effects wore off and so determined not to miss any opportunity as I had a day of sexual adventures, some planned, some on the spur of the moment.

The story so far: I had started my day in the back of a van, in a multi-storey car park, choosing the outfits I would wear during the day, and discovering the wonders of my new female body...

====================... Continue»
Posted by mallenwc 8 months ago  |  Categories: Shemales  |  
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The Cheaters

“God yes,” Lisette moaned as her husband flicked his tongue in and out of her hole. The five-foot-ten-inch brown-skinned beauty grabbed his head with both of her hands and pushed his face deeper into her ass crack. As he made love to her tranny pussy, her body, all one hundred and forty-five pounds of it, squirmed. She wiggled in every direction effectively working the fitted satin sheets off of their California king size bed. Her barely functional clit stiffened. “Fuck me,” she squealed.

Sensing his oral work was finished; Deitrick emerged from her anal cavity and stood on his knees. He ad... Continue»
Posted by faggyboi 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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a naughty "girl" i was

Once again i had the house to myself, i got online and soon found myself an eager man ready to come plow me. I waited in my black tank and pladd mini skirt, running my hands up and down my thigh highs. Suddenly a knock at the door, i answered the door in a robe. After he came in i relized how big a boy he was. HE was easily 6'6" and round 250bls, i have to admit i was intimidated. I disrobed in front of him and a smile came aross his face. MY naughty little outfit had made a rather large buldge in his pants.
HE took his time with me, caressing my body and grinding ag... Continue»
Posted by witdacandy09 5 years ago  |  Categories: Shemales  |  
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My sexy filipino tgirl slut


A story about how a sexy crossdressing filipino slut slowly seduced a straight guy..........


Sorry this story is quite long
But true

Well it was about 2 years ago now i was living in london, im 30 yrs old and normal straight guy , love football and sexy girls, love working out and am very muscular. I was looking for a new place to live as i had found a new job in a different area of london, it was quite stressfull i went and saw many properties , flats, houses,u name it i went and checked out so many but either i couldnt afford the rent or i didnt like the place. Anyway i finally d... Continue»
Posted by Daddybeefy 2 years ago  |  Categories: Shemales  |  
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Russian Shemales

(Translated from the Russian)

We lived in small village, no work, nothing to do but smoke all day. Friend Serge and I sitting by road one day, when black sedan, shiny from city stop near us. The man inside wearing a expensive suit, and ask if we want jobs as models.

Serge and I think must be joke. But man introduce himself as talent scout. He speaks Russian but with accent I don't not know where from. He says he is from modeling agency and is looking for new talent to model. Introduces himself as Mr. Aronoff, and asks us to stand and turn around. Looks closely at our faces. Serge... Continue»
Posted by TransContinental 1 year ago  |  Categories: Shemales  |  
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Becoming Alanna - Part 2

Walking into room number one, she told me kindly to strip nude and climb into the chair. I did as I was told and hopped in to the chair. I fit my feet and legs into the stirrups and she spread them apart exposing my cock balls and asshole. She looked me up and down and smiled "not much work with is there” she laughed looking at my small cock “but also not much to work with in the way of hair". She applied the preheated wax and then the strips to the areas around my cock and my asshole, the area connecting them and lastly my balls. She gently tugged them off and I cried with pain. “Oh shut up s... Continue»
Posted by KristyQuinn 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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THE INITIATION OF CARL

We were the cool guys in high school the ones everyone wanted to hang out with because to be seen with us was to be cool yourself…
The leader of our merry band was named Spike he got that nickname because once when he was jumping a fence he slipped and fell on a piece of rebar it impaled his upper thigh just missing his main artery we all freaked out but not Connor he just said “Oh Shit!” and lifted himself off that bar with bl**d pouring out of his leg we put his belt around his leg to stop the bleeding while we waited for the ambulance to come and of course we were making jokes about it say... Continue»
Posted by laceysgirl 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Sex at the hotel, Part I

Several years ago i used to work in a small country in Europe, even worse i was living in a really small city. That was a terrible combination for someone like me, i had to hide my sex preferences and be very cautious on what i did and how i did it.
As a result for several months i was dressing up at home and my only sex partner was my dildo. Masturbation was the only way out, i did it so much that i started feeling like a teenager again!!!!!

This could not go for much longer, it was driving me crazy.

I decided to join a web site, a porn web site. Something similar to Xhamster. I crea... Continue»
Posted by georgette32hk 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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nylondaddy

I went through forty-five years of my life as a single man, no one to answer to but myself. I watched my friends marry, have c***dren, and get divorced. I kept hearing the same old stories, 'money problems', 'she wasn't the same in bed after the k**s came', 'we are too tired because of the k**s', and the best of all 'we fight too much over money and the k**s'. I would just listen and laugh in my head at them. Then I met ellen. Ellenwas just your average sized woman on the outside, size 12 full figured, but she carried it well. It was her big boned body frame rather than just added weight. She ... Continue»
Posted by satinexinhose 7 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Delilah and the Deep Blue Sea. (Part One.)



This story has taken me forty years to tell and I only finally relate it now in the firm conviction that nobody will believe a single word of it. In many respects that doesn’t concern me. I have other motives than those of persuading the reader of the veracity of my tale. I write it more to exorcise a ghost that has haunted me for most of my adult life and will doubtless continue to do so for the rest of my days. It is a story, the memory of which, has been my constant companion these past forty years and has dominated my life in the sense that everything I am today has been shaped by tho... Continue»
Posted by Mikebasil 4 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  
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T-Girl Rodeo

Howdy folks, we would like to welcome y'all to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna "Tail Buster" Johnson. Folks let's give the Tail Buster here a great big rodeo welcome! Say howdy to these good folks Lorna!

Howdy, good folks!

Hoo wee, Lorna those folks sure are glad to see you here with me!

I'd say they are! That's about the best applause I've gotten any where I've ever gone Slim!

Now... Continue»
Posted by germanboi4bbc 2 years ago  |  Categories: Fetish, Shemales  |  
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