Shemales Porn Stories
Page 85

#1 - Nikki's First Experience

I had recently started my transformation and was just past 18. I was at the stage where I was just starting to dress as a female in public and friends convinced me to go out. At the local pub over the course of the night my friends all found someone and I had resigned to the fact that I probably wouldnt find anyone until a young guy in his mid 20’s approached me. He said my friends has told him about my change and he was very complementary saying I looked pretty convincing. Over the next hour or so we spoke in the pub about everything from jobs, hobbies and eventually if we were both single wh... Continue»
Posted by Nikki_93 2 years ago  |  Categories: First Time, Shemales  |  Views: 1672  |  
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The Making of A Sissy-Part One

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father. Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind. Jane’s girls took special delight in dressing their sissy b*****r and loved to take him out to the mall and such places, dressed in pink frilly skirts, where he learned to be humiliated. He was shown to the packs of small... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1709  |  
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Jayne and Jeffrey 2

Part II

It took Jayne a few weeks to get used to the idea that Jeffrey had been watching porn with images of transvestites being dominated by pretty, strong women. She found that the more she got used to the idea the more it turned her on.

When Jeffrey was out, and she was in on her own, she frequently hacked his account on the porn site and watched all of his favourites over and over again. Being particularly interested in any new favourites he added. Afterwards she would masturbate with her favourite toys and imagine it was the two of them ... Continue»
Posted by slave_ariana 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 596  |  
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PF's Black Romp and JoyceLynn's Awakenin

PF's Black Romp and JoyceLynn's Awakening

To start with you can see my profile at http://profiles.yahoo.com/joycelynntv1 which also has some phoito albums and my primary email address. I have a 360 page at http://360.yahoo.com.JoyceLynnTV1.

When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, including the kitchen while she was making dinner. Once I ... Continue»
Posted by JoyceLynnTV 2 years ago  |  Categories: Interracial Sex, Mature, Shemales  |  Views: 1794  |  
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It doesn't get any better than this!

15 years ago, I went into my older b*****r's room to grab a porno mag. He had stacks of them all over the place. I wasn't too choosy. I picked the magazine off of the top of the pile that was closest to his bed and went into the bathroom. My usual routine was to open the mag, find a babe, pull out my cock, and have at it. When I opened the mag, my jaw dropped and my dick got so hard, so fast it practically popped out of my pants! I could not believe what I was seeing! It was a gorgeous babe alright, but she had a BIG hard-on where her snatch was supposed to be! My cock was pulsing in my pants,... Continue»
Posted by bugaboobed 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 3702  |  
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Shemale on wheels tour

Being a sexy naughty city girl like myself…I get allot of attention from the boys. I always enjoy getting the attention of the small town boys that are not used to seeing a sexy bitch like me roll though town. They jerk off to girls like me online all the time. But having me right in front of them sometimes makes them overwhelmed and easy targets and my prey… lol.

For me, I love sex. I enjoy the attention of men and I love being used by a man. But the biggest turn on for me is finding some dumb straight boy and wooing him with my big tits and dropping to my knees and having him give me a go... Continue»
Posted by tashajones 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2080  |  
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Becoming wife of competitor feminized by secretary

I am Siddharth Mittal, running my own Company with USD 100 Million of Business. Everything is going on well and I am excelling in my business. I have a secretary named Sonia. She is a smart and beautiful girl with 36-32-36 size. She knows how to get her work done. She wears simple clothes and is decent in her approach. I have never looked at her in any wrong sense.

I have a strong competitor who I always suspect is on the wrong moves. His name is Rahul.

One day I was working out a business proposal when Sonia rang up to say that Rahul is here and wants to meet me. I asked her to make him... Continue»
Posted by Sissy123 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2472  |  
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Night When I become a GIRL

The incidence took place when I got selected in an medical college . when I reached the college the college hours were over , it was8 o clock at night, staff told me warden is not available .So I was given different room at the back side of girls hostel. i had reached my room and was trying to relax at the same time the door knocked . when I opened the door I saw 5 girls standing outside they pushed me and got inside quickly . I asked them who r they what did they want? one girl spok I am Nandini, your senior ,it seems u don’t have respect for girls , I replied no maam I respect girls. i was p... Continue»
Posted by Sissy123 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2463  |  
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The First Step With Hope- part two

I felt immediately at ease with Hope’s friends; the ‘blokes’ were much as I was, and the ‘girls’ were all very sweet and feminine, preoccupied with their nails and how their bra-straps looked etc. None of them asked too many prying questions, they seemed immediately at ease with me too and smirked at Hope as she sat close to me, eyeing me constantly and holding my hand tightly, lest I should suddenly disappear in a puff of smoke. When she did eventually accompany one of the girls to the lady’s room, the other girls jumped onto the seat next to me and the men leaned forward; all told me how ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 820  |  
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The First Step With Hope- part one

It had taken all my courage to turn up and meet her; having connected by internet only, and seen pictures of each-other, I yearned to see her. Wanting to make her feel as comfortable as possible and confirm I was not some on-line creep, I agreed to meet her at a club she frequented, so she would be among friends. I was in a cold sweat; she was incredibly feminine and over the weeks, had indulged me with some deeply intimate thoughts as she became more trusting and confident. My cock remained permanently semi-erect as she remained in the back of my mind, and rigid when I had direct thoughts ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 589  |  
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Late Night BJ

A few nights ago I was feeling horny and desperate for something to wrap my lips around. Flicking through the pages of various sex sites I found out there was a dogging spot close to where I lived, feeling a little nervous I decided to give it a go and see if my luck was in. I went to my 'slut' wardrobe and picked out a cute outfit I hoped would get me some action. I'm a tall slim mid 20's tgirl and get passes made all the time from men in the street and clubs, I have that innocent looking going on quite well! I decided on a short pretty pink flowery skirt, cute little fuck me strappy shoes an... Continue»
Posted by SluttyTgirl 2 years ago  |  Categories: Shemales  |  Views: 1520  |  
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My first experience

I had been dressing for a while but kept it very secret. I am a 5’11, 175 lb gurl who feels very sexy when I was dressed up. When I was alone in my dorm room I would put on sexy little outfits, make-up, and a wig and play with dildos that I had hidden in my dresser. No one in the dorm knew that I dressed up. I tried to keep it very secret. It was hard to do. I was on an all-male floor with a communal shower. There would sometimes be 5 or 6 guys showering at the same time. I would try to keep my excitement from showing and was successful most of the time. It was so hard not to stare at some of ... Continue»
Posted by taylorbaby 2 years ago  |  Categories: Shemales  |  Views: 2285  |  
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Crossdressing House whore fuck toy

I love to dress-up and pretend i'm a girl and fuck myself in the ass with a huge dildo. Sometimes, i wish i could get fucked by a huge black cock. The bigger the better but i would like a cock around 12" long and 2" wide. I can put on make-up and a sexy wig, with a skimpy mini skirt and garder with stockings, you would never know i was a man. I want that hard cock banging my ass hard and deep, all the way to the balls so i can feel them slap against my ass.
This maybe just a fantasy, but i would love to try it someday. Even better would be a gangbang. I could suck cock and get fucked all nigh... Continue»
Posted by sexboi421 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1773  |  
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t gurl 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 allflavors 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 2368  |  
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Part 1, The Succubus with a Cock

Part 1, The Succubus with a Cock
His cock felt so good between my lips. I savored every inch with such great passion he moaned and f***ed my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really did enjoy big cocks in my mouth. I had really acquired a taste for it if you’ll excuse the expression.
But it did not begin here, I stated with a surprise and then I was forever changed. One single act started me down a path that I could not return from. If given t... Continue»
Posted by decarabria 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1277  |  
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My First Cock

I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. Several of them knew I wished I was a girl.

One night I was very upset about God knows what. I was crying with a good friend of mine at his house. He was straight and had a girlfriend (another good friend of mine). I began venting to him about wanting to dress like a girl and be treate... Continue»
Posted by hotchickinchitown 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4137  |  
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Delilah and the Deep Blue Sea. (part four)



The skipper of my boat was a man of few words it seemed for he maintained a taciturn silence as we sailed away from the island. I didn’t mind the lack of communication. I huddled miserably in the stern of the fishing boat, lost in my own thoughts and hardly in a mood to talk. My tear blurred eyes were fixed upon the dwindling view of the island as we left it far astern. Soon it was nothing but a pinprick on the horizon and shortly afterwards I lost it in the afternoon haze. It felt as if something had been torn from my soul.
I blinked away my tears and glanced ahead. A sliver of land had ... Continue»
Posted by Mikebasil 2 years ago  |  Categories: Shemales  |  Views: 1266  |  
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Tranny sex

I dressed in her bathroom. Comfortable nylon stockings and my black body with suspenders, black thong, my beautiful silicone breasts in C-cup and between blond wig with ponytail up on my left shoulder. High heels had to wait this time. Then I pulled on my red short dress in jersey. He who runs away from each other so good around my body and butt and let my tranny cock visible as a bulge in the front. Her breasts hung heavy and stuck out in the red dress.

She came out of the bedroom and met me with a warm hug and a nice kiss, tongue against tongue. She was really horny, my fair transvännina.... Continue»
Posted by sindy_trans 2 years ago  |  Categories: Shemales  |  Views: 664  |  
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Through The Studio Window

November had arrived once again. The long days of summer were now firmly in the past. I contemplated such situation as I walked home from work. I changed my route recently to walk passed a ballet studio. There was a vision of beauty training on her own in that studio. Long legs, supple body and blonde hair tied up in a bun showing her sensuous neck. I loved to walk by the window and take a quick look as she practised. There was never anyone else there and the curtain was always open. I always stood there looking through the window. My penis enlarging as legs descended in her tightfitting pink ... Continue»
Posted by mrboomboom 2 years ago  |  Categories: BDSM, Shemales, Voyeur  |  Views: 1012  |  
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I talk with my newest Slave

Now it was only virtual, but soon, I will fuck that slut in real!


Lady_Mandy
I want that you call me Mistress, do you understand that, slave? You will do what I say and you will satisfy your Mistress.
So you would like to such my cock, yes? Filthy bitch! I thought that you are a cocksucker! Mhh, suck my cock, pleasure your Mistress!
Don't touch your dirty cock! Suck your fingers like you would suck my dick, you filthy whore!

Slave
Yes Mistress, I want to suck you hard cock!
Oh, I wish my finger would be your hard dick! I want to taste you.

Lady_Mandy
Bitch! I would fuck your f... Continue»
Posted by Lady_Mandy 2 years ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 753  |  
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