Shemales Porn Stories
Page 69

My biggest ever-scary, but rue!

Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usually horny and love to have fun, so I agreed and he gave me his address and digits. I asked him if he would prefer me dressed fem or butch, and he asked me to surprise him. Well, I love playing dressed fem, even though I'm not passable it seems to make guys just that little bit more turned on to see a nic... Continue»
Posted by LRock4fun 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1192  |  
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Shemale Next Door Pt. I

(Note: This is an excerpt from "The Shemale Next Door" on sale on Amazon now)

It was a warm Saturday afternoon, one of the first really hot days near the end of spring and right before the beginning of summer and Ken was waking up late like he always did on the weekends and found the trashcan in their house completely full. He sighed to himself and was going to call to Roger to take care of it until he remembered that Roger had gone away for a week to visit his f****y and that he had left this morning. This one was all on him. He sighed as he cinched the plastic handles up, tied them... Continue»
Posted by rehumanize 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 3490  |  
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Sissy Emma is Turned chapter 2

At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought.

Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asl**p.

Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I had learned my lesson.

That was before I received an email from him. Attached was the video of me, but it had been edited. None of the pa... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1587  |  
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The best s****r ever part 4

Yes these stories are true and please start from the beginning. So far me and my s****r have been fucking for about 4 or 5 years and our dad has recently caught us and joined in.

Out of our parents our mom spends the most time at work so we always found it easier to have sex now that our dad knows whats going on. Over time he let us fuck him anal and he enjoyed it as much as I did and we started to do something called "naked hour" which happened every friday evening, where our mom works until 11pm if she comes home early.

After several months of doing this naked hour sessions and we coul... Continue»
Posted by horndogs 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1416  |  
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Chrissie Learns A Harsh Lesson PT 1

Chrissie's Gets A Harsh Lesson Part 1

This is a story I've been wanting to write for a while but I only recently got the gentleman involved to tell me it
would be okay to write about our encounter. Normally it wouldn't bother me to write about any experience I've had but
this gentleman is a special friend and I didn't feel right about relating the story without his knowledge. As you probably
guessed, with exception of Kelly, I generally change the names, dates, and locations mentioned in my stories. Even though
I won't be using his name or telling you any personal ... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 816  |  
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Freak House Superstar Come Fest

Freak House Superstar CumFest
An Erotic Adventure Starring
Kiki and Ty Blaze
Special guest Star
Creampie4meonly
Cameo appearances by:
Mercnbeth as Betty & Merc, Handson1 as Steve & Marie,
Cocklover47 as Lee, MrAction as Jordan Charles,
MoFreaka as “... Continue»
Posted by HrnyCoCoCpl 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 910  |  
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Fantasy about meeting my new Mistress

I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way I dressed and the application of my make-up. I chose to wear my favourite red dress which is tight fitting in all the right places and shows of my figure to great effect. Underneath I put on a very sexy black corset, a pair of very sheer black stockings and a pair of lacy French knickers. I had alr... Continue»
Posted by lightwave40 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 840  |  
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relic fort

so as usual i am horny and i figured i would try something new. so i go to a place i have heard about. it is an old bunker fort near me it has lots of dark bunkers and lots of gates oh and lots of poison ivy.

so i pull up it is raining and i had packed my nice latex skirt and top so i decided to check things out. out of the car i go heading to the woods which i was told i would find the over grown play fort. sure enough there it was, i hiked around for a few minutes all the while noticing more and more guys walking around looking at me. finally one guy gets brave enough and ask what a prett... Continue»
Posted by deveon4u 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 888  |  
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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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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: 3585  |  
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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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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: 2182  |  
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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: 1506  |  
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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: 3987  |  
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