Shemales Porn Stories
Page 120

Sandals Honeymoon

A new wife goes black.

Chapter 1

We were on our honeymoon in Montego Bay .. I was doing lots of drinking with new friends the night before .. playing drinking games for points .. the wife was real horny when we got home at around 4am .. started me off by giving a hot fingering show .. she laid back on the four-poster bed in our ocean-front suite with only the white terry cloth robe that they give you for the vacation ...

She was teasing me as I got ready for bed .. I undressed as she was rubbing that juicy pussy .. telling me to watch her get herself off .. she laid back... Continue»
Posted by magas911 1 year ago  |  Categories: Sex Humor, Hardcore, Shemales  |  
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Dutch Transaction

Amsterdam, April and May is cold and wet.

Back when I was there in 1976, there was no way I was going to let the weather dampen my spirits. It was my second visit to this great city so I considered myself a seasoned veteran who was eager to experience all that it had to offer.

On my first visit, I discovered the red light district. Canal Street with its rows of shops and bay windows. In each window sat a scantily-clad lady selling her sexual wares. I found numerous porno shops with their plethora of novelties that I never know existed. I frequented some of the night clubs whi... Continue»
Posted by freegre 7 months ago  |  Categories: Anal, First Time, Shemales  |  
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Young Master Ch. 03

"That's a good little, sissy. I told you that you could take the whole thing." I feel a sense of ashamed accomplishment as her smooth balls rest on my chin and I smell her intoxicating mix of pomegranate and a hint of musk as my nose crushes into her flawless, taut torso. This was the last time. It had to be. We couldn't keep sneaking around waiting for a chance for a furtive fuck or speedy suck. And if I got caught...no, I didn't even want to imagine what it would be like to be stuck in that sissy hell down in the basement. At least not until after I came inside her pretty lace panties...and ... Continue»
Posted by bi_hengst 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Portuguese Summer part 4

i have now been here in Portugal for nearly 5 weeks, my hair is longer than it has ever been before
my body is tanned and completely smooth all over , i cant remember the last time i put any boy clothes on. My job in the bar is going well and i dress fully as a girl every night when i am working there, all the staff know .hell it was them who encouraged me in the first place. Not one of the customers in the bar has ever picked up on that i am not really a girl.
Tonight is one of the first nights off i have had in ages so i am planning on heading out for a couple of drinks on the strip
its m... Continue»
Posted by julieanneff 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Crossdressing and a Stranger's Cock

Friday was my first time I was fucked by someone other than my owner. I have blown a friend of my owner when fully dressed, but Friday we had to travel during the afternoon, so I didn't fully dress but changed into stockings, bra & forms, thong and had a sheer long-sleeve turtleneck and tight skirt when I got to the apartment.

Nick is a friend of my master. He is shorter, maybe early 50s, with a nice very hairy cock about 7" and a bit thick. He smelt like cigarettes and had worked earlier so his cock and ass smelled sweaty. Though I don't smoke it was a turn on because it was a bit disg... Continue»
Posted by cd_joyce 3 months ago  |  Categories: First Time, Shemales  |  
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Fulfilling My Babys Fantasy

Fulfilling my babys fantasy


You and I have been having trouble letting each other know what our fantasy are. You finally told me about your transsexual interests thinking that I would think your weird. But was happily surprised that I fully supported you. We had been chatting with fairdesire for a few months and I wanted so badly for you to fulfill your fantasy. I seen several raffles for to win trips over seas and bought several. I WON THREE !!!!!

Oh my goodness, I had a hard time keeping my mouth shut about winning 3.
I only told you about 1. And sent ... Continue»
Posted by tnt48 2 years ago  |  Categories: Group Sex, Shemales  |  
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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  |  
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The Rendezvous Pt1 (Sissy Story by CassidyCaine)

Nick looked at the email he'd received from his wife at lunch again as he got ready to leave work. It had been a month since he'd confessed to her his love of dressing up in women's clothing after he'd kept it hidden since they first met. But, Nikki was insistent so he had tried to share that part of him. She had worried he was gay or didn't want her anymore but he'd assured her that wasn't the case. Yet after all that worry, she had emailed him to tell him that tonight she wanted to play with his fantasy and role play a little to see if she could get into it. She had rented a motel room and w... Continue»
Posted by sissyAlyna 27 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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The German Prince (or Princess) & The Nubian

“Greetings, Your Serene Highness,” the aging butler saluted the 4th Prince of Altberg-Langenstein-Briersdorf.
“Good morning,” replied Maxmilian.
“I have drawn your bath, sir.”
“Very good, Finkel! I will make me way into the wash room shortly. Please have cook prepare potato pancakes and fruited sausage for me. Kuluc, be a dear and inform Finkel of what you wish for breakfast,” the thirty-three year-old sovereign said to his bedmate.

Kuluc yawned and rolled over. Maxmilian Ferdinand Ernst Georg, the ruler of the small German principality, heard his African physical fitness trainer mumble... Continue»
Posted by faggyboi 11 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Letting it all "hang out" 3

This is a continuation of previous stories, it includes
homosexual and transsexual activities. If it's not
your cup of tea, I respect that but don't read it and
leave mean and nasty comments.





Kelly and I had just sucked each others cocks, exploding
down the others throats. My finger had been slowly encircling
her rosebud. She stopped me, turned and slithered up my
body until our cocks were touching. She looked at me in my
eyes, smiled, slid up some more until we could look directly
into each others eyes. Our lips met, just lightly at first,
I could taste my cum still on her... Continue»
Posted by Bigrodtaz 10 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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First blowjob (Part 4)

First blowjob (Part 4)

Three days after my first trip to the hotel, I called my "Daddy". He told me to meet him at the same hotel the following weekend. Only this time I would not need to check in. I was to call him at 3:30 to find out what room to go to. I was also told to buy some black high heels and and to bring all my gurly clothes.

I agreed and showed up at the required time. I called him at a few minutes after 3:30. He then told me which room to go to. When I got to the room, I knocked on the door and got a surprise, a woman answered the door. I told her I must have the wr... Continue»
Posted by KaylaCD15 2 months ago  |  Categories: Gay Male, Shemales  |  
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Tranny whore Samara Rosetti at a Trucker's jo

Last night I got a call from a client. He told me to meet him at a small bar close to Olga Street in Stuttgart.
He ordered me to dress as follows: Short black leather mini skirt slit up the side, button down red silk blouse unbuttoned 3 buttons, 16cm spiked heels boots, fishnet body stocking, no bra, and absolutely no panties. I dressed as he demanded with one exception. I wore red lace panties, thinking that if he got far enough to see them, he wouldn't care that I wore them. I'm an idiot.
I met him outside the bar. I was standing there he pulled up in a tuck. He stopped and told me to foll... Continue»
Posted by Sexysamara 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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An Evening's Pleasure in Plastic Panties

Pleasure In Plastic Panties Ch. 01 bytranslucen©

The following started as a PLImail to RubberPanties with the writing of which I became so engrossed that it became a story and in the end I never actually sent it, (so sorry RubberPanties, I hope you enjoy it now). I've tried to describe the pleasure I get from masturbating in feminine lingerie and plastic panties, so if plastic panties don't appeal to you, you may not want to read on. I think though that the enjoyment of sissy girly garments which is an integral part of the tale, means that it may have something all us panties wearing guys c... Continue»
Posted by translucent 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  
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the great plan

sorry guys but this aint much of a storey after it happens im gunna write about it. But remember in my first post when i told you guys about how me and my wife met and how she doesnt let me fuck her. well my friend broke up with his gf and my wife says shes going to fuck him (its ok with us because all mine and her friends get regular checks and we fuck togrether and things because were all good friends). But the problem is since my friend had a girlfriend he aint been fucked by her and he doesnt even know shes a shemale. she thinks shes going to get him by suprise... But i told my friend and ... Continue»
Posted by xxjamiexx 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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my shemale GF part 5

If you read my last story, you know that Ashley said she was going to dominate me, well that's exactly what she did.

So today after work I went back to Christy's place not actually thinking she was going to fuck me. Christy was home before me and asked me to clean up, which is the universal sign for us that she's gonna fuck me. I kinda forgot what Ashley said last night since I was blazed. I cleaned up, went to the f****y room, and noticed the fuck machine was out, harnesses, some contraption that held me up in the air, and other bdsm things. Ashley comes up behind me and handcuffs me and s... Continue»
Posted by germanface 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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sailing baseball and TS dates

Shelly and I had been chatting online for almost two years. We had share a great deal of personal information and shared in each others personal triumphs and tragedies. She lived in Seattle Washington and I was in Oregon in the sl**py hamlet of Lewisburg. Often we had talked about meeting and each of use has passed close but not arranged to meet. My issue was long term relationships are always prone to fail and she was , by her admission , looking for someone closer to home as well.

I have a sailboat, a C-22 swing keel, and had for several years been trailering it north each year for tw... Continue»
Posted by sailor_brad2 2 years ago  |  Categories: Anal, Shemales  |  
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SISSY DANI PART 2

CHAPTER 2

Some six months after Mistress Jennifer first imposed the "sissy
Dani" persona on me through post-hypnotic suggestion, our lives
had settled into a routine. Most of the week was quite
normal--only Jennifer's insistence that I wear a corset and
baby-dolls to bed indicated the hold she had over me. Naturally,
I complied, since she could always threaten to permanently impose
"sissy Dani" on my mind. Weekends, however, were generally spent
in my transformed bondage. Perhaps a description of one such
period will demonstrate the nature of our relationship.

I arrived home fr... Continue»
Posted by alexwd0 4 years ago  |  Categories: Fetish, Shemales  |  
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Passionate Sex with a Beautiful Shemale

Passionate Sex with a Beautiful Shemale


a man and his shemale lover get down to business
Will led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.

“Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in goosebumps.

She turned to face him, wrapping her arms around his n... Continue»
Posted by adel5000 4 years ago  |  Categories: Shemales  |  
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Me and my bestfriend Jake part 2

Sorry for the part 1 guys I accidentally press post and I din know how to edit but anyways here's the part two hope you like it.


Jake said he was really sorry for what happen. I was a bit mad because of he said that. I thought he liked me so I ask him "Jake, do you really like me or you just made me feel better about what happened with nick? Jake drove and no words came out of his mouth not even a nodd. I was dissappointed I thought to myself I will never ever do this stupid things I did to Jake I won't be close to him like I was before. Although I was still thinking about what we did i... Continue»
Posted by dianneforbes16 2 years ago  |  Categories: Shemales  |  
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My journey into hedonistic crossdresing, Part 1

Part 1 deals with events that had transpired which lead to my first sexual encounter with a man, and ultimately, my first relationship as Elaine. Almost impossible to believe, and the thought of Vince, even today, still makes me yearn for those wondeful days! The ending is where you'll find the sex part, if you need to jump ahead!

At 6 months shy of my 19th birthday, I had just discovered that I wasn't the only "whack job" on the planet! Before the internet and broader social acceptance, it was pretty hard to be a crossdresser, transvestite, drag queen, etc...especially being fr... Continue»
Posted by elainetgrl 4 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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