Shemales Porn Stories
Page 69

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: 2687  |  
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He caught me in his wife's cloths

I do odd job's and I was about to do one for my wife's best friend Tina and her Husband Phillip. I went over and looked at the job. I told her it would take several days and that I could do the work while her and her husband were at work. That way I wouldn't be in anyones way. Well the first day of the job I showed up just before Tina left for work. Pillip was already gone. We chatted a while the she left for work. Tina is really very hot and I have wanted to fuck her for a long time. Sense i knew that was not going to happen I thought I would do the next best thing. I went stra... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales  |  Views: 3508  |  
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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: 1011  |  
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Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to grow to an almost painful rigidity.

My names Alana and I’m 5 ft 5 with medium sized but very pert b... Continue»
Posted by gellid 3 years ago  |  Categories: Shemales  |  Views: 751  |  
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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: 2053  |  
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new roommate

I enjoy sucking real man cock....it was figured out at a younger age then some. I was 18 just moved to college and ended up in a dorm room with someone right around my size. I never played sports never got fat just stayed in regular skinny shape, he on the other hand had a really muscular ass and waist it was just shaped like an apple however he stood and it reminded me of a womens booty. Also his thighs were extremely smooth and skinny and he stayed tan. I didn't talk to him much the first week. But that cbanged the day I left for work on a saturday and forgot my bag when I got back to the ro... Continue»
Posted by 612Goo612 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 2929  |  
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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 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: 2177  |  
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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 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1505  |  
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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: 3985  |  
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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: 1083  |  
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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 BLOWJOB

I met a shemale online called melisa and we had been talking over msn for afew days, mainly having saucy chats about sex and getting off. She asked me to meet her on the coming weekend which excited me as i was a virgin to cock.

We arranged to meet in a bar that was a stone's throw away from my flat, As i entered the bar it was pretty dark and i waited for my eyes to ajust to the dim lighting, then i noticed her sat at the bar wearing a skin tight, dark red dress that was knee high, she looked amazing. I walked over to her and straight away i was struck by a beautiful smile as she turned t... Continue»
Posted by handyman1991 2 years ago  |  Categories: First Time, Shemales  |  Views: 1515  |  
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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: 1527  |  
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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: 2721  |  
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New neighbour

A few days ago a new neighbour moved in my building.He lives alone and is an electrician. He is tall and handsome and is about 35 years old. Has dark hair,brown eyes and a body to die for. Since he moved in every time i see him or pass by him i get really horny and cant stop thinking about him.One day i came home and saw him sitting in the leaving room talking with my grandparents.I introduced myself and got horny as hell when he touched my hand. I instantly went to my room and waited for him to leave.When he left my grandparents told me he was here to fix some electrical problems in the kitc... Continue»
Posted by nikoletakurva 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2054  |  
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Becomming Alanna - Part 3

We went up stairs to the kitchen and she had me start to help her ice down beer and get bottles of booze out and open. There was a large bar but I noticed not much in the way of food. I helped tidy and set up cups and get ice and then with a sudden shock to my heart the doorbell rang. As it did I caught a glimpse of myself in the mirror. I looked like a girl and I looked like quite a slut, I was panicked, I had to hide I thought but as I looked around the only entrance to the room was blocked by Samantha. She turned with that evil smile and winked at me. Alanna, these are my… friends I told yo... Continue»
Posted by KristyQuinn 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 812  |  
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