Shemales Porn Stories
Page 81

If you go down to the Woods today you`re in for a

This is a true story that happened recently- Summer 2013

This summer I had been looking online for places where one could go nude sunbathing near or around the city where I live. Luckily there was plenty of advice online and I soon found a destination which ticked all my boxes. I had never done this before but the thought of lying naked in the sun aroused me in an unusual way.

I`m in my forties and am a part time Crossdresser, possibly more of a Transvestite as I`m told I look quite good dressed as a woman. I like to keep in shape and am quite thin. I love to suck cock, be... Continue»
Posted by jimbo70xyz 1 year ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 3028  |  
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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: 1207  |  
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Frank's Friend

Frank is a buddy of mine. We grew up and went to college together. While we were in college Frank and I went on a road trip from Lubbock to Dallas. We got to Dallas went to a few strip clubs and then finally found ourselves on Harry Hines Blvd. It was about 1 in the morning we were both horny and a little d***k. Frank pulls up to this leggy blonde in a short skirt and fishnet hose and asks how much. She told us she would do us for free for a ride home. We said fuck yes. Frank had me drive to her house while he had her in his lap, kissing and groping her. We got to her house and went i... Continue»
Posted by biguy52x 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 4021  |  
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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 4 years ago  |  Categories: Shemales  |  Views: 760  |  
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Teacher was Hot For Me!

Was just starting my senior year of high school, and while everyone knew I was gay, I had only recently told my parents that I felt I was born in the wrong body..so for my eighteenth birthday my mother took me to the doctor and got me new breasts, and started me on hormones...and even though I would dress for drag shows, it was only a special occasion thing, but at this point I started dressing everyday..and school wasn't much fun on most days..lots of heckling and abuse from other k**s and even teachers..I did have one teacher who was cool to me, Ms.Riggs, she was always very sweet to me an... Continue»
Posted by smonkeys32 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1632  |  
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The Slave and the Sissy Part Seven

Honey was viewed like a new toy by her new master’s people as she was led whimpering to the ominous looking padded pole, the males jostled to fondle her soft white bottom and rubbed their erect cocks against her sweet little body at every opportunity; the womenfolk smiled with eager anticipation at the prospect of seeing a whipping; the sissies looked on with blank faces, having tasted the whip before. The males at the front howled with wicked derisory laughter as they viewed Honey’s little cock rising to an erection once more; despite having already spent herself generously twice before toda... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 755  |  
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Neighbourhood watcher (part 3)

I lit a soothing Black Sobranie cigarette, and gazing at the thick red sexy, shiny outline of my lipstick on the gold filter, pondered my next move. I've never done this before! What if I get found out? What if he tells my other neighbours? But all the time my head was being overruled by my throbbing, rubber covered cock. Lust took me over. After several more drags, my ciggie tip was as sticky with lipstick, as my cock was with precum. I had to stop myself shooting too early, so I tied my cock and balls achingly tightly with a shoelace. I switched my kitchen light on, and checked through the ... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 461  |  
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The Slave and the Sissy Part Six

After watching the African depart with his new sissy, Ella turned to Slave.

“On the subject of Africans, you have an appointment to honour with Mistress Ayesha the day after tomorrow; make the most of your sissy tonight, I shall cage your manhood again in the morning in preparation for your visit. Pepper will manicure her when she arrives this evening to take you tomorrow, she will be my guest tonight as we have business to discuss; I’ll let her know of your fondness for each-other, I’m sure she’ll enjoy teasing you both about it, in one way or another.” Pepper gripped slave’s arm tightly... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 554  |  
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THE TRAIN JOURNEY IN INDIA - PART II

well as you all read the ticket checker was in my cabin in the train

He was in his mid forties i guess and 5ft9 with a beer belly and chubby all over.

he was stared at me for a cpl of minutes and then removed his coat, shirt, pants and boxers. He had his back to me i couldnt get a view of his cock. he wore his pyjamas. I had meanwhile turned to face away from him and said "Bhanu did you lock the door?" and he replied "it is not Bhanu it is me Ramesh Sharma and I have locked the door !!". He had a gruffy voice.

I pretending to be shocked got up sat on the seat with my legs pulled up ... Continue»
Posted by hornyboyind 2 years ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 549  |  
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3 Teen Cross Dressers Misadventure - Part 2

Here are 4 men all at least 6" taller than us with athletic builds; we really thought we were about to get our asses kicked and robbed. One man got up an opened my duffel bag and of course found all of my crossing clothes. "We have us a couple of fags don't we." He said, opening the other bags finding more of the same. We were silent until Sean said that we just do it to get a kick from people and that we weren't gay. They all stood up and one put the chain lock on the door. "You are tonight boys" Craig said. Yep we were fucked; way too d***k and no exit.Plus they started to swig the liquor we... Continue»
Posted by ClaireCD 3 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 482  |  
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Another Time Another Place Pt 1/3

Long Story but please stick with it (giggle)

INTRODUCTION

This is an account of what happened to me some years ago. The names have, for obvious reasons, been changed. Even now as I recount it, it seems like it never happened and, yet, I know it did.

Both my older b*****rs, being 10 and 9 years older, had been Boy Scouts in a troop where we had lived up until the time I was 6. The Scout Master, Richard, was my father’s solicitor and he had kept in touch, after we moved away, by writing and visiting over a number of years.

When I was 16, we went back to visit the area where we use... Continue»
Posted by charlottekerscot 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 396  |  
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the real me part 4

I took our ice tea back into the den.Mike an I were on the love seat kissing and fooling around.When our mothers came in an sat down too.We all talked and watched some tv show.When my mom and becky said they needed me to come upstairs for a few minutes.
The 3 of wentup to my moms room were they had me get undressed.They had me put on a white and pink full corset with white seamed stockings they hook the gartor straps to the stockings. I put on pair of pink stillettos and sheer white short camsole and sheer pink long robe.Mom and Becky figured know painties was best route.I looked at myself ... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 666  |  
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An afternoon at the Mall

If you read my story "Sandy Comes to Visit Me" you will know that I finally was able to meet my friend Sandy, who was in town for a business meeting. You will recall that I had just graduated from the University and happily living as a woman, even though I still have my boy parts. You will also recall that I’m tall and slender, with long legs and a tight little bottom. I have longish sandy blonde hair and smaller breasts as I have only been on hormones for just a couple of years. All in all I am considered to be an attractive young lady.

Sandy is an incredibly spunky girl about my age, a ... Continue»
Posted by Rickicd 2 years ago  |  Categories: Shemales  |  Views: 590  |  
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Tara's Adventures

Tara's Adventures
Part 1


I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them.
Then a period of time developed when I went into a period of denial. Denial of my female side. I turned off my screen name for almost two months but my female side finally got the better of me. I turned on my screen name again and began chatting again with Mistress Olivia and Marla. In the past both Mistress Olivia... Continue»
Posted by houstontara 2 years ago  |  Categories: BDSM, Lesbian Sex, Shemales  |  Views: 613  |  
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Brought to Heel 2

Brought to Heel 2

Tom was bored. The shops had all shut and he had a long night shift ahead of him. He had received a call from the Manager 10 minutes ago to inform him that Ron, his shift mate, had called in sick and that he would need to do the duty on his own.

The night shifts where bad enough when there were 2 of you but on your own they were a dull and boring trudge. On the day shift you could at least use the extensive CCTV to follow pretty women around the shopping centre, zooming in where an inviting view was offered; but at night, when the place was empty there was no such light... Continue»
Posted by drooroo 2 years ago  |  Categories: Anal, Shemales  |  Views: 775  |  
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Late Nite Hype

The past three months was spent by me trying to find a job. I looked & search every where to no avail. So, I went thru this temp service, Ameri-Temps for the time being. They gave me a study job. I worked the job for two weeks now it was cool cause i had got money in my pocket. After working so hard this friday, i was ready to go home & sl**p the night away. But, a buddy of mines said" Man befo i head in i gotta have me a drink. Ameri-Temps always had a van that drop us off & pick us up. After the van drop us off downtown where it was always told too. We were walking for a sec. My guy said ... Continue»
Posted by fabbie454 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 607  |  
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Training Sissygirl- part 3

Sissygirl stood, shaking a little as the tall and well-built males crowded about her soft and vulnerable body, the scent of their glistening cocks making the poor t-girl delirious; she knew she had no choice but to strip. The men stroked their cocks as the pretty sissy meekly began to remove her clothes, her top off; they all ogled her soft white hairless arms and pretty neck. She blushed sweetly as her little bra came off, revealing her exquisite firm little round breasts, her little pink nipple stiff with excitement and anticipation. She trembled and her knees buckled slightly as the realis... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 829  |  
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THE TRAIN JOURNEY IN INDIA PART III

HI ALL

GUESS MOST OF YOU HAVE READ PART I AND II OF MY EXPERIENCE

THIS IS PART III ( FINAL PART IN TRAIN ) BUT THAT JOURNEY WAS THE ONE I HAD MOST OF THE GUYS I MET ENDED UP FUCKING ME( THATS ANOTHER STORY)

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Well as you all read in Part II, I woken up in the train and the attendant Bhanu was smiling a bit cheekily at me.

So there I was sitting and he was looking at me with his cheeky smile. I finally asked him why he he was smiling. He replied he wanted to do once again. I guessed that was not the reason for smile so I said ' No fun till you tell me why you smiling - what ... Continue»
Posted by hornyboyind 2 years ago  |  Categories: Anal, Shemales  |  Views: 477  |  
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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 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1418  |  
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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 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 2933  |  
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