Shemales Porn Stories
Page 74

Dr. Visit.

I turned 50 and the Dr. called and said I needed to make an appointment for my birthday physical. Well my birthday fell on a Friday and my appointment was the doctors last one of the day.
I was sitting in the waiting room and saw all the employees left the office. I asked the last one exiting if I had been forgotten? She laugh and said no, then she said that I was the last one of the day and that the doctor was running just a few minutes lat. I thanked her as she was walking out the door.

About three minutes after the last employee left the building the doctor came out from the back and ... Continue»
Posted by scottyj53 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2684  |  
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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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First time glory hole part2

...... I woke up and the lights were now on so I was guessing it was night and they close this place at 12 so was hoping that the man who closes it down let's me go so I looked at my watch it was 11 so was hoping someone would come soon.

Someone came in I guessed it was the cleaner cos he went into the other stall and sounded like he was cleaning so I was hoping he will let me go he had finished cleaning the other stall and then open the door to the stall I was in he looked in shock to see me sat there with no trousers on after being shocked he looked round went to the main door and shut it... Continue»
Posted by briggs123 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 3592  |  
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cumsquirter and teen girl

What an experience i recently had, meeting a 18 year old girl at an adult bookstore! We hit up a conversation, and i told her that i would be upfront, that i am a shemale, at which she said to me, "No fucking way, you are so cute"! Nice to hear that, she was beautiful, about my height 5'7'', long blond hair, cute face , long sexy legs and nive tits and waht a great ass! she told me that she was straight, but always thought about what it would be like to have sex with a shemale, so i asked her why she was at the adult store. She said she was looking for a vibrator or dildo, and she told me she ... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2056  |  
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Duty Bound- part 3

Hannah and the girls sat between the suited males with whom they felt reasonably secure; they did not know just how ‘secure’ they were to become. Hannah’s tight skirt and flashy red shoes made her feel exquisitely effeminate; she studied the bulge in Scott’s crotch and imagined being on her knees to him, looking up submissively at his stiff cock. Her soft submissiveness was to help her in the days to come; her life was to change forever. As the girls drank more and more, they were unaware that the rounds bought by the men contained no alcohol in the three drinks for the males, fairly soon so... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 326  |  
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the feeling you get,when wearing female attire

since I was 14,I started wearing women clothesborrowing my s****r;s bra,and panties,putting them when I would shower,how the felt against my body,pantyhose,clinging to my legs,the cool sensation as I would walk across the floor.I even tryed on her majorite out fit,with thigh high boots,it was hot.now a days,when ever I'm wearing something sexy,and i'm all dressed up,makes feel like a real woman.when I would watch a porn video,I sometime wish that could have her body,long flowing hair,small breast,and of coarse a shave pussy.love wearing those tight little shorts,that would shape my ass,or the ... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 572  |  
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Chrissie, Rene and Jean

Chrissie, Rene and Jean

I hope you’ve enjoyed the stories I’ve already related to you concerning my adventures with Rene. I’ve told you of his insatiable love of S/M and bondage. I’ve also told you a tale of my relationship with Charles, his driver. Now I’d like to relate the details of an encounter with Rene which occurred near the end of our nearly 2 year involvement.
Charles and the Rolls Royce Silver Cloud called for me at my condo the same as he had so many times previously. I must point out that this encounter occurred prior to the occasion upon which Charles and I had become, s... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 456  |  
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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 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 4495  |  
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The gym showers and more than soap!

Yesterday, after a hard workout at my gym, i went to take a shower, of course, in the ladies room . i had always kept my panties on when showering, yet my shemale bulging cock was quite vivible to all the girls, so i just washed my cock, keeping it inside of my panties. that was before yesterday. when i got in the showers, only one girl was also in, a cute, hot babe about 21, long red hair, great ass, long legs, and big tits, so i could not help watching her soap her tits and her pussy, all the while my shemale cock was rock hard. she looked at me, smiled and asked me to wash her back, please... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2178  |  
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MATTHEW'S RETURN part 2

I awoke early the next morning with the sensation of my cock being sucked. I opened my sl**p fogged eyes and saw Matthew's bobbing head slowly coming into focus. I exhaled a deep sigh. He was a great cocksucker.
Standing nearby was Kayla looking a little less forelorn than last night. Her fingers were absentmindedly stroking her little pink slit. She smiiled down at me before settling down on my face. The sweet perfume of her cunt overwhelmed me as she began to ride my face. I eagerly licked her pussy. She didn't have Mom's freakishly large clit but it was still quite prominent and sensativ... Continue»
Posted by slappywag64 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1289  |  
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Ally...


I was at a customers' house doing some yard work as they had paid me
in advance for just minor clean up, pulling weeds, mowing, trimming the
hedges. I was finishing trimming the hedges in between the neighbors and
their house and as I finished up the neighbors' wife came out or so
I thought.

She politely smiled and waved to me and I nodded trying hard to act as
if I was not noticing her in a skintight bikini with a lacey French cut
bottoms. She could tell and began to tease me by dropping her towel and
turning her back to me showing her pear shaped bottom with the long legs
leadin... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1507  |  
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The Truckers Reststop

I had to work yesterday, it was Saturday,I had made plans to spend the day being the slutty little whore for the whole day, but work got in the way. I came home felt tried so I soaked in the tub, shaving my legs and puss yass and gurly clit. The weather was bad all day, when I finally decided to Fem myself up it was already 8pm, so I thought what the heck I'll drive up the Interstate just north of Seattle to a truckers rest stop I have gone too before. The weather had cleared up a bit, so I was hoping for some fun. I dressed in my short wrap around skirt, red thong panties, red Bra, and a shea... Continue»
Posted by cd_lorretta 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 4018  |  
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An amazing true story

okay never done this before but here goes =) So i had just broken up with a girlfriend a couple months ago, and had been feeling pretty down and unhappy. I had a friend of my f****y invite me over to hang out and play some video games and eat some dinner. When i got to their house Jan and Ted, they have been married as long as i can remember about my parents age, were glad to see me and felt some relaxing fun would take my mind off things and everyone could have a good time. So we started playing some video games and drinking some wine when ted had to get up to do a little work and left Jan an... Continue»
Posted by xnotclspamx 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 3599  |  
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I Call on Jill & Mary



When Jill was born the medical staff looked at the baby's genitals and
told the parents "You have a baby boy." The baby was named Jack, after his
uncle and spent the next several years as a boy. Jack never got involved
in sports with other boys, partly because of his small stature and partly
because he felt more at home playing with girls. He enjoyed wearing his
older s****r's clothing whenever he could. The s****r, who was empathetic
beyond her years, permitted, even encouraged this, and sometimes they went
out together. Jill was the... Continue»
Posted by JaxsonCurry 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1070  |  
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How i became a sissy/my first blowjob

I'm a 17 year old sissy now but i started crossdressing 4 years ago when i was 13 :).This is the story. One day my parents went to our lake house for the weekend with my s****r but i was feeling sick so they left me with my grandparents. They were taking care of me for a day or two and i got better so they left and i was home alone.I had 5 more days until my parents were back.One day i was feeling very bored so i opened my s****rs closet and looked at her stuff. I noticed thongs,i never knew she wore them (she was 17 back then). I wondered how they would feel so i put them on. I never felt sex... Continue»
Posted by sissygirl1988 1 year ago  |  Categories: Fetish, Shemales  |  Views: 3153  |  
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cinema fun

Cinema fun
i love all sex, anything is good sex as long as everyone involved is happy.
Many years ago while working in Berlin i took my car into a garage to have some work done, i was told it would take a couple of hours to complete, not really wanting to take a taxi home for such a short wait i decided to go for a walk and see what shops i could find. I walked for maybe ten minutes and made my mind up there were no quality shops in the area, it was quite run down and seedy. It wasn’t long before i came to a adult sex shop, i walked past and glanced in ,unable to see a thing i walked on f... Continue»
Posted by sean1000 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3352  |  
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My First Time as a Girl

I was hoping to hook up with a straight guy.

I have 2 b*****rs and a s****r I’m the youngest and a Freshman in high school. Always been fem preferred to play with my s****r and her dolls. My dad is an ex-marine. Tough guy. My b*****rs are following in dad’s footsteps, military orientated. I‘m a big disappointment. My dad accepts me for what I am now. My mom always stands up for me when my dad criticizes me for acting like a girl.

My b*****rs look on me more as a s****r than a b*****r. Weird as it sounds I am more fem in a way than my s****r. I like to dress up in my s****r’s clothes and... Continue»
Posted by kbking70 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2946  |  
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Willows transformation 2

"Now the preliminaries are over, and it's time for the entertainment part of our evening!"

That was what Fern, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Jason. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation.

Fern had found a magazine I'd left on the bedroom floor, showing a transvestite being tortured and humiliated by a couple. Although she had always known I liked to crossdress, she had never paid any attention to that side of me. Now she had ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 561  |  
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Tranny's First BBC

Sitting on the lounge at my local sex club I was watching the guys go by. You get to notice certain guys going past trying not to look like they are checking you out on the sly (and vice versa) thinking how they can approach me.

Normally it’s just the usual crowd of guys but several weeks ago a big muscular type African guy in his mid 30’s kept going past me and looking at me out of the corner of his eye. After about his third walk past I gave him a little smile. When I could see him coming down the hall the next time, I got up and slowly walked around the corner into the next hallway so he... Continue»
Posted by kbking64 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1530  |  
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I am such a slut.........15

Please read my other stories as they tell you of my journey and the woman that i am becoming ~Dani

I am such a slut......15

I was in the adult theatre, my head still buzzing and my heart still throbbing from what had just happened. In a darkened room off by itself, my new inner self had emerged, my harbored fantasy had been fulfilled and my body had been used. A large strong black man with a massive cock had fucked my asspussy, had pounded me, shooting his warm seed deep inside of me. He had controlled me, had taken me and made me his, so completely used me that when he had pulled himsel... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2722  |  
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