Shemales Porn Stories
Page 81

my tranny slave

I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the very first time. I was shocked to hear she was a virgin but loved the idea of being totally submissive to a master . We arranged to meet the following weekend so I took drive to hulls she lived very close to the marina and her flat was easy to find. I rung the door bell and within seconds the door was... Continue»
Posted by crbigboy 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 874  |  
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Rubber Ball

Hi All,

This is my first ever real attempt at writting a story to post. It is ALL fiction, and most of it is just made up and what I think it would be like but never experianced. I was inspired to write this after looking at some pics from a friend. I have an overactive imagination which is probably much better in my head than on paper. I suppose I should have proof read it, but I'm assuming I'll probabl be the only person to read it. Please have mercy when commenting... if anyone reads this at all.


I scurry up the sidewalk quickly, thankfull that its night and no one seems to see me ... Continue»
Posted by GreyMan44 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1261  |  
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At Jake's Cabin

Jake and I had been secretly seeing each other for about a year. We took every chance we could get to go and fuck. Jake’s famly had a cabin on a private pond in northern Minnesota. He had asked me to go up there with him for spring break. He told the fam that it was a guy’s weekend to fish and drink. It would be just us two up there the whole week. We did do some drinking but we fucked instead of fished.
We stopped at a small town just south of the cabin, probably about ten minutes away. He went into the convenience store to get beer and food. As he was in there I got into my bag and pulled ... Continue»
Posted by taylorbaby 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2109  |  
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xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was short tight barely covered my boobs and i wore a killa pair of platform heels .Boy did i look like a ... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1472  |  
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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: 552  |  
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"Call Me" (a Chrissie Conway story)

"Call Me" (a Chrissie Conway story)

Shortly after I'd finished college I had a job with an import-export business whose main office was located
near the cultural center. This area of the city was home to a small arts college, a large public library, several bookstores
a small upscale hotel and a couple museums. I often spent my lunch hour in the tea room of the art museum. The tea room
was actually an open air courtyard located in the center of the museum building. Besides providing a peaceful setting
where you could enjoy a light lunch, the place always seemed to be a good place for... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 650  |  
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The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1344  |  
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50 Shades of A Bookseller

*Crossdress Story*

So, I finally got a "proper" job and managed to move out of my parent's house.
It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to talk face to face; why she does this I have no idea, but it's usually at a time when i'm either half dressed in a skirt and bra, with my cock hanging out or when i'm posing for timed photo's on my mobile phone (probably with my ass cheeks spread and my puckered hole pointing at the camer... Continue»
Posted by KitsuneTV 2 years ago  |  Categories: Shemales  |  Views: 1033  |  
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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: 770  |  
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Brought to Heel

Brought to Heel.

Chloe liked shoes. No that doesn't even begin to do it justice. Chloe loved shoes. Court shoes, stilettos, strappy sandals, ankle boots, whatever. She loved them all so long as they had proper heels that allowed her to show her legs to their best.

Chloe had perhaps 30 pairs, she had never really counted them, she wore them whenever she could, certainly every day she wore one pair or another.

As soon as she came home from work, even while she was still in drab, her feet would be slipped into something with at least 4 inches of heel. Putting them on was almost a ritual,... Continue»
Posted by drooroo 2 years ago  |  Categories: Anal, Shemales  |  Views: 166  |  
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I came to soon

Out in my car on a thurs. night / fri. morning calling at all the usual`s, as well as looking for places i`d not yet found, basically dropping in and stopping at every place i knew as a pick-up point an other places i`d just a hunch about really,i hadn`t a clue really but it`s just so nice to pull over along a lane or in a quiet village, sometimes just any where and grab my bag , hat if i`m wearing one hop out and take myself for a walk. With my heels clicking away and a cool evening breese blowing up and around the exposed flesh of my thighs above my stocking tops and barely covered by a mini... Continue»
Posted by Carla69Brown 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 612  |  
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Adventures in Babysitting

When I was 14, me and my BFF, Ashley, started our very own babysitting service. She made an announcement during church and we immediately started getting phone calls.

One day, Ashley said, "Come here...U gotta check this out." And she pulled out a handful of 20's. "Damn, where'd you get that?" I asked. "Babysitting," she said with a smile. I counted it...just a little over $200. "How'd you get $200 babysitting," I asked. Now, Ashley was the neighborhood nymphette and I was the neighborhood crossdresser and I soon found that babysitting services weren't the only thing that men in th... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 10484  |  
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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: 1203  |  
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The Slave and the Sissy part Five

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper’s eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beautiful dream; she smiled to herself, the tenderness she felt in her bottom could not be down to any dream, she had been well and truly fucked and wanted the day over quickly, so as she could entertain her slave once more. There was a slight... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 487  |  
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The Slave and the Sissy part Four

Pepper and I knelt on the silky sheets of the bed and studied each-other in disbelief; our cocks rigid and ready for relief. I took her sweet sissy cock in hand as I sniffed and licked at her face and neck; her skin as white and silky as the sheets. She thrust her slippery little sissy cock back and forth between my fingers as I teased her glistening little pink bell-end. Pepper panted with anticipation as she unhitched her crop top; her sweet little breasts stood firm and inviting, my cock throbbed as I licked and sucked at her stiff little nipples. She quivered and let out a little moan a... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 326  |  
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The Slave and the Sissy Part Three

I was more frustrated than ever now; Ella laughed wickedly as I was led away on my leash, my cock pulsing and dribbling like mad in its cage, was there no end to this torture? We turned a corner and we were approached by a smiling harem girl who, giggling passed a sack to mistress. We stood by a door to another room. Mistress tickled my balls before handing me the sack.

“You have five minutes to complete a task for me; I want you to put all the black ones in the sack.” She smiled and lifted her chin dominantly as if to say ‘I mean it.’ I was puzzled as she opened the door but asked no q... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 513  |  
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The story behind the small penis...

Some guys are not well endowed, or are, because of genetics. Not so with me. I have hypogonadism, basically my body doesn't produce testosterone in amounts higher than females (and yes, females have it too, just less). It results in a small penis, large breasts and receding testicles. Everything works just fine, but those are the physical effects of the condition in extremely abbreviated terms.

It does grow disproportionately large because of the relative smallness to begin with, but gets to be about 6 inches when erect (almost average, just a little on the short side for a male). I am real... Continue»
Posted by or1212 2 years ago  |  Categories: Shemales  |  Views: 1396  |  
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Sissy For My Flatmate, Chapter 2 – The Contr

If you've only just tuned in, here's what's going on in my life. Until recently I was a closet crossdresser trying to keep my hobby from my flatmate. When he caught me in the act, I found out that not only had he known about me for a long time but it was a turn on for him. I agreed to become his sissy slave and started the most incredible journey of my life.

Arriving home after from work, I threw my jacket down on the sofa and breathed a sigh of relief. It was Friday and I now had the weekend to look forward to. I slowly unbuttoned my short to reveal a short corset. It's been a few we... Continue»
Posted by Yosho 2 years ago  |  Categories: BDSM, Shemales  |  Views: 618  |  
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Thai Ladyboy Interview

An Afternoon With Some Thai Ladyboys

I spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who utilise their services.

The 6 ladyboys are all with Ladyboy-For-You.com, a ladyboy e****t service. We met up in a central Bangkok bar and over a pleasant lunch we chatted about life in general, and specifically, life as a Thai ladyboy. There are many rumours and much misinformation about ... Continue»
Posted by CrashBoom 2 years ago  |  Categories: Shemales  |  Views: 1036  |  
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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: 616  |  
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