Shemales Porn Stories
Page 73

Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1823  |  
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markie dunlap Kansas city sissy for all black Mast

I am a Sissy Faggot! I have been programed by hypnosis to write (beg) to be owned and femenized by a black Master in Kansas City Mo. For months I have watched repetedly sissy hypnoses videos and black cock worship videos. My girl freind set it all in play when she found me dressed in her panties bra and stockings. She has comanded me to tell all who read this that the phrase (black cock sissy) will in fact make me your sissy cock slave to dress me and use me as you wish. She has also instruced me to make it more intresting and let you know I live in Lees Summit and that Since I will not rememb... Continue»
Posted by markie2269 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1120  |  
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Shemale Whore and Arab Pimp

HERMAPHRODITE WHORE

It had been over a year since Johnny threw that tantrum that
ruined me and got him excommunicated from mom.

Holding me down when mom walked through the door with
her friends, colleagues, whatever and they all gasped and
screamed as my big b*****r finished doing me.
We had ample warning, we could have all vanished when
we heard them at the door.
Bobby ran away and got dressed. The chickenshit
denied any knowledge of the event.
Smart but chickenshit.

Mom severed all ties between me and our doctor's
little perv ring, so I had no more money coming in.
I di
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 881  |  
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Meeting with the Boss

I arrived to work to find out that my boss wanted a meeting to discuss my future with the company. I wasn't sure if this was good or bad. My boss, Erica, is a very beautiful woman. She is hispanic with bronze skin. She resembles Eva Mendes and is about 5'7" tall, 130 lbs with great curves. She always wears tight skirts and blouses. I entered her office and she told me to sit. After talking for about 20 minutes I was thinking this is good because I would have been fired immediately.

She then asked me how dedicated was I to her and the company. I said very dedicated and that I love working he... Continue»
Posted by swordlvr69 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 3735  |  
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China (Part Two)

China had invited me to a little party at her house for her “Special Friends” it wasn’t supposed to be a sex party but there were going to be plenty of girls I would want to at the very least flirt with. And she said, “I will make sure to put you in the hot tub with at least six or seven that will just love you.”

I was hard the moment she even mentioned that opportunity though I had to realize this wasn’t supposed to be about sex it was just a little gathering of her friends and others who liked them. There might be prospects of sex for a later date or even possibly later that night but n... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Shemales  |  Views: 702  |  
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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 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 611  |  
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my first gay fuck

I've slways crossdressed, from when I was 12 years old. I started by wearing my Mum's knickers and bra, tights, knee high boots and a dress or skirt and top. it felt fantastic wlaking around on high heels, in the back garden, knowing that all the neighbours had to do was look over the fence and see me all dressed up! My cock got so hard and I'd wank myself dry!
I carried on all through my teenage years, using girlfriends underwear. At the swimming pool, where I used to work, I'd have a shower wearing the girls high cut swimming cossies! The feel of the wet lucra around my ass and cock was rea... Continue»
Posted by Nikki_xd 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3127  |  
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Cow Girl`s got something hard in her jeans

Last Friday night me and the guys from work stopped to have a couple of beers. which of course turned out to be a whole lot more. boy was i going to be in trouble when i got home. but when i got home it was all quite, too quite. then i saw the note. "You son of a bitch you knew we had that dinner at my mother`s!" i knew i was in big trouble now. being a little d***k i thought hell with it i am going to have a good time any ways. so i put on my boots and grabbed my cowboy hat and headed to the bar to do a little country dancing. as i looked around i noticed a nasty looking blond on the other ... Continue»
Posted by manard 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 2109  |  
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my shemale GF part 4

I am now pretty much living at Christys place along with Ashley. So Ive reverted back to my 13 year old self of having wet dreams, and its really annoying especially waking up with a puddle in the bed. Chrisy went shopping, while i was just chilling and smoking weed with Ashley. Christy walks in and pulls out pull-ups, and says "Here this should help with the problem." Ashleys geeking out (histarically laughing) Christy says "You shouldnt be laughing we're all wearing them...." She throws Ashley amd me one. We all take off our pants, and pull them up, they were very comftorable suprisingly, th... Continue»
Posted by germanface 2 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 750  |  
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Alex Two: The Next Time.

Part Two of ??? (there is another series I'll start too, Hopefully its not too
repetitive and my fetishes aren't showing too strongly. heh. That is sort of a
prequel to this, I guess. I had forgotten about it till just now when I found it in a
misnamed folder.)


Alex Two: The Next Time.
By Alex Shouse.

Chapter Three - Hard Work.

I had stayed there for awhile long after he had left. Long enough for my own cum to start drying
where it had spattered. The inside of my mouth felt thick and coated, with a slight acidic aftertaste,
And my jaw was a little stiff from the ... Continue»
Posted by AlexShouse 2 years ago  |  Categories: Shemales  |  Views: 255  |  
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My first CD

I remember how horny I was when I was living in Hollywood. I was only there for a few months but I remember the smell of sex in the air. This story is about me and my first encounter with CD and then my first encounter with a real tranny. I was constantly looking at shemale porn and became balsy enough to email some through CL. I didn't want to pay so i was looking for nsa hook up. A couple responses came through and I started talking to one. I was all codeined out but still for some reason horny. Im 24 skinny and straight(but i wanted to try a shemale). I finally showed up and i knew from the... Continue»
Posted by goldenstarboy 2 years ago  |  Categories: Shemales  |  Views: 984  |  
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TRANSLESBIANS [this is a true story ]

When I first got married in 1992,my exwife,and I were getting along well,everything inbetween,ecept for sex,either I was stressed out from work,or somthing else.well one night we were talking in bed,and were dicussing what we wanted to try out in the bedroom.I'd say well blindfolds,and being tied up sounds nice,or even whipcream,and some type of cream dessert,where we would smear over are bodys and lick it off.but then it happen,I told her that I use to dress in drag,she replied what?she new what I was talking about,and went to raing hell.after a few hours of arguing,she finaly calm down,wasn'... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 659  |  
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My First Gangbang

For as long as I can remember, I have always enjoyed wearing women's clothing. When I was in fifth grade, I started wearing pantyhose under my pants during the winter. By the time I was going into the seventh grade, I had learned that, not only did I enjoy wearing pantyhose, I also liked playing with peckers too ;-)

As you may imagine, I became VERY popular! Pretty soon, there wasn't a sl**pover in the neighborhood that I wasn't invited to ;-)

I quickly developed what would be a lifelong obsession: semen. And no matter how much I got, I still wanted more! The feel of it squirting into my... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 4400  |  
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trying new sexual pleasure

I was 18,when I started to exploring other sexual pleasure,you could say that I had a wild,and kinky side.when ever there was nobody home,I would go in the bathroom,and grab a pair of my s****r panties,and would put them on.it felt so good ,as my cock would get totaly hard,I even wet far wearing her bra,or a slip,that I would find in the clothes hamper.that this started me into crossdressing.when I moved out,I had a nice little wardrobe at my new placeI dicided to go out dressed as a beuitfull sexy girl,wearing a red blouse,short mini skirt,with a black lace bra,matching garterbelt,and lace st... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 859  |  
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The Real Rio


I never really paid much attention to she males before. While in Brazil i went to a straight porn theater in the business district at the end of a work day. Everywhere and fucking sexy. Walking around with silky neglacie and heels. The hottest straight married guys would take then in the men's room put them on the wall and fuck them like the building was falling.
Walking out tucking fat wet daddy dicks back in their slacks to head home to the wife and k**s.

I went and found a seat one in from the isle and a burly daddy sits next to me in a dress shirt and slacks. Dropping his hand in m... Continue»
Posted by meatcoachsboy 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2541  |  
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Our First Time

I take my hand a gently begin caressing the ever increasing bulge in your pants while tenderly kissing your neck. I push you onto the bed and crawl up to you and begin to unzip your pants. I take my hand and grasp your rock hard shaft and begin to stroke you. I can feel you get harder in my hand. I stroke you faster and faster until you almost can't handle it, I stop. I pull your pants off and your shorts and begin storking again. I open my mouth and wrap my juicy red lips around you and begin to play with your head with my tongue. My other hand begins playing with your sack, massaging and twi... Continue»
Posted by uatu40 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1328  |  
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My Asian Boy dresses for me

I asked my 18 year old Asian Boy James if he would consider dressing up for me ? He seemed reluctant at first but the next day he told me he would only wear a little makeup and panties , that was good enough for me cause within 20 minutes I had him bent over and I was licking his tight hole getting it ready for my throbbing cock . My problem with fucking James is that his hole is so tight and warm that I cum almost immediately but I guess that's not much if a problem cause I fuck him multiple times when we're together .
So I'm anxiously wanting for him to dress up for me do we picked a date ... Continue»
Posted by Xmuscle 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1020  |  
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Alex One: House Sitting For A Friend

Sorry, this is a little rough. I've tried expanding the original
version but ... i dunno. Anyways this should be a continuing series
of some sort. (I might post the original old version too...)



Alex One: House Sitting for a Friend.
By Alex Shouse.

My friend Karen had worked her way through a somewhat bitter
separation and had decided to cash in some vacation time from work
to take a little trip to 'get it all out of my head' as she said.
so she had asked me to House Sit while she was away for 2 weeks.
obviously not having anything else to do, and not particula... Continue»
Posted by AlexShouse 2 years ago  |  Categories: Shemales  |  Views: 708  |  
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Job Interview with an e****t Service

On my 18th birthday, I had a job interview with a local e****t service. It was actually my 16th birthday but I had managed to get a fake ID ;-) I had a female cousin that was e****ting for this service and when she told them that she had a crossdressing bisexual male cousin, they wanted to meet me!

I showed up to the interview completely in drag: black stockings, garter belt, stiletto heels, black miniskirt, red blouse, wig, face painted like a fucking whore! It wasn't long into the interview when I was informed that the job would involve getting naked with mostly male clients and asked ... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 2220  |  
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The Football Jock and Chrissie

The Football Jock and Chrissie

Back in college, sharing an apartment with my BFF/roommate Kelly, a lot of my dates and hook-ups were arranged by Kelly. For some reason she always seemed to know just who was into what when it came to sex. She learned a lot about other people’s likes and dislikes from hanging with her lesbian crowd. She was also super inquisitive and fancied herself as somewhat of an amateur detective. I just thought she was nosy.
It was 1998, the middle of our junior year, and I had already been transforming from Christopher to “Chrissie” for 4 ½ years by this time. Needl... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 667  |  
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