Shemales Porn Stories
Page 59

New Control

I'm no stranger to the concept of chastity and orgasm denial / control; but recent events have really opened my eyes to it and I now feel I can speak about my experiences with it now having been subjected to it for an extended time. Unlike my previous experiences with being controlled through chastity, this time I feel well and truly broken -in a totally submissive way. I had believed that my time with it before was all there was to it as previous lovers and Owners had locked me up from time to time in an effort to establish more control over me. Now my current situation has me at a whole new ... Continue»
Posted by LaArana 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Sandy comes to visit me

If you have read any of my prior stories, you know that while I was born as a boy, I more closely resembled my mother and my older s****rs. I was the only boy in our f****y, and from a young age realized that I was destined to live as a girl. It started early in life, with me sneaking into my s****r’s rooms and admiring their pretty things. Later on, I actually began “borrowing” things from each of my s****rs. I lived in secret, ashamed that I was different.

When I graduated from high school, I moved to the big city to attend the University. I was fortunate, as my grandmother loved me dearl... Continue»
Posted by Rickicd 3 years ago  |  Categories: Shemales  |  
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she had a COCK bigger than mine ..oh my !

this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT.

iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well...

there was this older lady who il call Ms.Auburn who lived in the neighborhood that everybody knew,especially the men because she was a tall long legged brazilian chick with a pair of double D's that you couldnt possibly overlook and she would always come out on her steps with a short tight satin auburn coloured housecoat a... Continue»
Posted by jerkme 3 years ago  |  Categories: Fetish, First Time, Shemales  |  
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His last Refuge Pt:1

His last refuge

I was sitting in the library, trying to read, but I was constantly distracted by the chatter behind me. They didn’t know that I could actually hear every word of their gossip. Just a moment ago, they were talking about some fat k** with his abusive father; however, it soon switched to John. John was a tall, handsome and strong sophomore Quarterback. He was basically a celebrity in the university, every guy wanted to be his friend and every girl wanted to be his.

"….Dunno why he hangs out with him. I mean they just don’t go together, you know what I mean?" said the squeak... Continue»
Posted by dani99887 7 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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First time dressing up

I was always interested in women's clothing. I don't know what it was but it just made me wonder what it was like to be a girl. When i was 15 i finally gave into my curiosity and wanted to browse my s****rs clothes. I went into my s****rs room when the house was empty and opened up her closet. I saw all of her nice shirts, blouses and dresses, i looked around pulling some stuff out and eventually made my way to her dresser and saw all the panties and bras. I wanted so badly to try on a whole outfit but i was terrified of getting caught.

Then i got an idea. I picked out the clothes i wanted... Continue»
Posted by Badassgirl123 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  
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Fantasy of a Fantasy

It wasn't that I was opposed to man-on-man sex. It's that I wasn't for it. I mean, it didn't get me hard, but it didn't turn me off either. I know this not because I sought it out, but a gal I dated for a while confessed she loved gay porn, and had a fantasy of a threesome, where she'd back off and watch the two guys go at it. This was years ago, of course, and being the open minded guy I was, I said I'd consider it, if, big if, the other dude was okay.

But, as I said, this was years ago, and we never got around to trying. She went her way, I went mine, and eventually found myself in a... Continue»
Posted by TransContinental 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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unexpected

Well my mom knowing I was a crossdresser and hell all about me and more.I have only talked to her on the phone since her s****r Mary came for visit two weeks ago.Well aunt Mary didn't know that i was dressing as woman and living as one plus she didn't know at all about me and my mom being together.
I just got home from getting my nails filled and some shopping for sexy shoes and dress I wanted when the phone rang.I looked at the caller id and seen it was my mom.I answered it and said hello. To my surprise it was my aunt.
She said how are you? Good and you? She said well I been here to wee... Continue»
Posted by cdpaula 3 years ago  |  Categories: Mature, Shemales, Taboo  |  
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Married to a hot and horny redhead

My wife, what can I say she is tall and leggy with thick, natural wavey orange red head with beautiful porceline skin and just enough freckles to tell you she is a ginger. Add to that smokey green eyes and thin sexy lips and you can see why people refer to her as Gorgeous Gwen.
From the time we started dating my friends all expressed their envy at me landing such a smoking hot piece of ass. She is a freelance writer for fashion magazines and on-line blogs so she is pretty dressed up where ever she goes.
I got home one Friday evening from an afternoon shift. I knew she was home because ... Continue»
Posted by triphammer73 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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becomiing a bitch


It was supposed to be simple. A blind date, set up online. A hot chick. Me getting laid for the first time
in a while. You know. Simple. And that's what actually happened. Sort of.
I get to the bar, I see Meghan across the way, sitting pretty in a short black dress, legs crossed,
sipping on a martini like she's sucking my cock already. Far as I'm concerned, I'm as good as fucked,
the way she's making herself out to be: smooth thighs, big, round tits, lips that could blow the cap off
a bottle of Bud, legs long as tomorrow and an ass as big as today. Fuck, I feel I'm in the bag already,
... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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surprise pick up

This is how I lost my virgin ass.

I got off work one day and on the way home I figure I'll stop by the adult book store to try see some peak show. The place was unusually packed. I usually go there an play with my dick.

So the place packed so I leave when I leave I notice two girls walk in across the street one had those short shorts and made me honey right away the notice me looking at them.

They waived hello and I drive past them and toght fuck it let me see if I can give them a ride. I drive my car in front of them open the passenger window and the girl with ahorts come up and say... Continue»
Posted by down4tgirls 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Luci


LUCI


I only went into the bar on that stormy winters night because I was drenched, and I had to get out of the rain.
As I walked in a soft dark voice beside me said “Oh you're wet, you should get out of those clothes.” I turned and saw a lovely lady sitting at a corner table near the door.
Well I'm not the ugliest bloke in the world, but it's the first time an absolutely gorgeous woman has told me to take my clothes off as an opening line!
I told her I was very flattered by her invitation. I saw she was alone so I asked if I could buy her a drink?
She said “That would be nice... Continue»
Posted by ladylikesit 1 year ago  |  Categories: Gay Male, Shemales  |  
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Sissy Sharon's Saturday

The day begins at 4:30 a.m.. I am awakened by the alarm next to my bed on the floor in my tiny cell. It’s barely big enough for the old mattress I have to sl**p on, but it has been my bedroom for the past 8 or 9 years (I’ve lost track). Every day is basically the same. I wake up and crawl from my room to the bathroom at the end of the hall in the basement. Cameras watch my every move, so trying to cheat by walking (ever) is a no-no. The punishment is far worse than the crime, so I am always obedient. In the bathroom I administer several enemas, being sure to expel all the nasty waste from my b... Continue»
Posted by scatpetsmaster 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
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Yahoo instant messenger boi

I was about 22 or 23 and it was the summer time. I was already mega into cross dressing and web-chatting for older gentlemen, but only then for the internet. hungry for someone to touch or hold me for real, I began to search craigslist for older men hosting or looking for other men,. I would send them pictures of me dressed in thongs and stockings and await responses. One afternoon, I got this older dude, and he sent a yahoo link as well.,. so I promptly added him and began to video chat. He said he liked my outfit and wondered if I wanted to come over to his apartment, which wasn't far from w... Continue»
Posted by villelohne 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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He NEEDED me!

I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in the guest rooms; no cars on the street, nothing going on at all. Here I was, in platform shoes and a mini dress, face made up, and a very wet g-string from being horny and tucked for hours. I locked the room and strolled around the parking lot, then across a grassy area to where the highway bordered ... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Aidans training

* Post Date - 4/17/2011
* PDF Download -


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Story posted with author's permission
Read User Comments (2)

I started out with a pretty happy life, but I screwed things up. I was the king of my castle, but now I'm not even the queen. More like the maid. So I guess you could call it a riches to rags story. How did it all happen, well let me back up and tell you.

My name is Aidan, and I started life with a plus, because my f****y was pretty well off. When I turned 21, I got my sh... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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on my way to work

Hi
there I was driving along on my way to work in harlow listning to the stereo and watching for the occasional trafic cop and thier little trafic calming measure that they point at your car. There was a car with a puncture (itwas leaning to one side) at the side of the road just ahead of me, as i stopped to enquire and perhaps offer some assistance the lady stayed in the car with the window up high enough but just down enough to speak out of, she mentioned that she had a puncture and her jack was not where it should be and can only assume that her pertner had taken it from her car and not re... Continue»
Posted by natasha1975 3 years ago  |  Categories: Shemales  |  
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Pussy Fever




Pussy Fever


Joyce sat at the table in the bar waiting for her friends. She was upset and looked forward to having some drinks with her work friends to try and get her mind off of her worries. Last week things had been so different. Exactly a week ago, Frank, one of the hottest salesmen for the company had finally successfully talked his way into Joyce’s bed. He was amazing! His body was that of a greek God and he knew exactly how to please a woman. When they finally went back to her place he rocked her all night with his tongue playing her pussy like a harmonica. Joyce was in... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Pick-up truck abduction scenario

He led me out the back door where his pickup was parked behind the house, surrounded by tree cover with no other houses in view. It was a big truck, two door but very high off the ground and with a particularly long and high bed.
"Get in" he said. I headed toward the passenger door. He stopped me halfway.
"No, no darling. in the back. Get on in there, now."
I walked back and looked in the open tail gate at the seven foot-long bed, which was literally what it was now, a bed.
A mattress with a clean white sheet lay across the bottom. The truck was kinda jacked up so it sat very high in the... Continue»
Posted by subval79 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Gloryhole

I have had a fantasy since college. I was in the adult viewing booth when I heard a tap. I loooked down at the hole and heard a womans voice asking if I wanted my dick sucked. Obviously I did, so I pulled it out and stuck it through the hole. At first it was just licked with some tugging on my balls. Once I was fully erect she took into her mouth. She sucked it with just her mouth at first. She then started working it with one hand while gently rubbing my balls with the other. I counldn't hold back any longer. I came with such intensity I thought I would pass out. It was the best blowjob I eve... Continue»
Posted by swordlvr69 3 years ago  |  Categories: First Time, Shemales  |  
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