Shemales Porn Stories
Page 76

gut next door

Well after Dan next door find out I was a crossdresser and we had sex.I knew there was something I had to do.
I woke sunday morning and loaded some boxes in to back of my pick up.He seen I was dressed as Paula and came over and asked what was in the boxes.The stuff I don,t want anymore all of Paul's old clothes.For now on you only see Paula.
He said really?Yes, what about the other nieghors he asked.I don't care what they thing it free world and they know.I said well I better take this stuff and but it collection box for homeless.He opened my door for me and gave me kiss before I left.I... Continue»
Posted by cdpaula 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1191  |  
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Playtime Stories Ch 2

2.

My cock is so hard as I write this. Occasionally, one hand strokes while the other types.
Most guys love a good blowjob. Most guys are afraid to try a finger in the ass, but love it after they do. Most guys want a woman to be a total wanton slut or act like the nastiest whore of their wildest dreams. Most women aren’t loose enough to be that “hot” or that incredible of an experience.
I picture myself as everything I wish I could find in a slutty bitch. You know, a total nympho who really will do anything and then ask for seconds.
Before I tell you about what happened th... Continue»
Posted by 6988slutty_rbckyy 15 days ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1200  |  
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Nice surprise on the journey to work

This is a deliciously erotic story sent to me by my fellow writer Ila, I hope you enjoy it as much as I did and also the second part of the story which is to come..

I got up early this morning for a change.  I had a feeling that today was going to be a good day.  At the time I didn't realize just how good.  The sun was shining for the first time in several days.  That, at least, was a good sign and an improvement over yesterday's rain.

I headed off to the bathroom for my morning ritual.  A quick shower and then I was ready to get dressed.  I put on my normal businessman's uniform ... Continue»
Posted by keliana 4 years ago  |  Categories: Shemales  |  Views: 1189  |  
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Brianna...

Rob asked me to house sit and I didn't hesitate since he lives in a
beautiful big house on the end of a Cul de Sac. There is only one
house next to his and no one can see his backyard except the house
next to his.

His neighbor Bryan is a local college professor at the community
college and doesn't seem to mind when we skinny dip in the middle of
a Saturday afternoon. He seems cool so I thought this was going to
be a great two weeks. I had no idea what was going to happen during
these two weeks.

It was the first Saturday of my two week stay and I was sitting in
the back yard enjoy... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1189  |  
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Dirty Tranny gang bang

Deep breath Charlotte, step into the night air and strut your stuff girl.

This is what I was born to do; I snuggle into my short white fleecy coat as my 5” platform heels click on the pavement. Glancing down I can see my shapely stocking clad legs and, the all important, ankle bracelet glitter in the light reflected from the street lamps.

It is not quite 8 pm as I walk the short distance from my hotel to the pre-arranged meeting place just outside the pub near Tower Bridge.

Two men walk past; mid thirties and well dressed, they have both been looking at me for some time,... Continue»
Posted by charlottekerscot 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1190  |  
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shemale adventure

I was at the bar for the night. relaxing, putting down a couple drinks. I had started talking to another guy at the bar. we had a lot in common. after a good couple of laughs, a woman came up and joined in. we were suprised, she was really hot! we sat around for a cpl minutes, talking and laughing. as the bar was closing, me and my buddy needed to find cabs to get home. the woman offered to give us a lift, and we saw no problem, and agreed. on our way back, she said she wanted to drink more, and I said I had some beer at my place. so we all decided to go there for a little bit.
as we get set... Continue»
Posted by ballin420 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1189  |  
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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: 1195  |  
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My Fantasy Meet

So what is my fantasy...well I suppose that being on this site is a bit of a fantasy in a way as I’m basically a straight guy who has become more and more turned on with the idea of wearing lingerie...then discovering this site accelerated the process and has made me more and more curious to actually meet another dresser like myself...I’ve also had plenty of hot times masturbating on c2c on here too and in doing so have graduated from wearing panties to stockings and now lipgloss, wigs, slips, pearls and heels...so I think that I am so ready to take the final step and actually arrange a meet.
... Continue»
Posted by Michelle62tv 3 months ago  |  Categories: Shemales  |  Views: 1190  |  
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Lakeside Awakening

Lakeside Awakening



If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We just didn’t click after a while and I was feeling down on myself for not being able to hold onto a girl for very long. My friend Dan took me to a friend’s house where there was a party going on and I went along mostly to distract myself from my thoughts. The place was a dump an... Continue»
Posted by valeriuscatullus 3 years ago  |  Categories: Shemales  |  Views: 1185  |  
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Mommy catches you masterbating....

Well first, I walk into your room and dont know that you are home... It had been awhile since I saw last because you have been working at your new job so much lately... It had only been a few weeks since you got home for the summer from college, and I was celebrating having you in the house again...

You dont even notice me, since you are propped up on the other side of the bed, half naked with your dick hanging out...I dont notice you, but you see, im being sneaky too...I was seeing if you were home so that I could have a cigarette... youve never seen mommy in such a hott outfit...or smoke ... Continue»
Posted by dawichrister1 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1184  |  
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PantyBoy Gets A Reaming

I love to get really in touch with my feminine side. I get so turned on when I watch a man look my body up and down while I'm wearing some really sexy lingerie. I feel so naughty and slutty, knowing that I am going to let him do anything and everything he wants to me!! I was chatting in a room on one of the big websites when an IM from a guy in my area came across my screen. He wasted no time telling me how he liked my pictures that I had posted and how horny they had made him. I told him that flattery would get him everything, and he immediately invited me to his place. I don't usually meet i... Continue»
Posted by LRock4fun 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1183  |  
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My first pair

More accurately I would have to say they were the first pair I did not have to steal and try on while hidden away in my room. I am speaking of pantyhose and other sexy feminine things like panties,high heeled shoes, stockings and the occasional dress. My s****r had known for a long time that I had developed a taste for these silky lingerie. I remember the the time she caught me, or at least the the first time she let me know that I had been found out. I still very young, only about ten, but I had been secretly trying on my mom's or my s****r's pantyhose for a few years already. I must have sta... Continue»
Posted by stedehans 5 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1184  |  
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A good friend

I have a friend whos name is Novak.We have known each other since we were little k**s.We have always done everything together and have no secrets.But he didnt know that i liked to wear womens clothes.He has blue eyes,is very handsome and is very developed and he also plays football.Since we were really good friends i saw his dick several times and it was nice and big. Sometimes i dreamed i sucked it and that he came on my face.
One day we came to my place after a night out in town and he was d***k,so i decided to try to seduce him. He sat on the sofa in the leaving room while i was changing i... Continue»
Posted by nikoletakurva 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1182  |  
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My first TS (Part 1)

I know most of these stories are often full of cliches and often I debate how true they actually are. So now that I have experienced one for myself, I thought I would give this a shot.

So, after spending the last few months planning and searching for ways to put my ultimate fantasy to the test: to meet and f*** a TS/ crossdresser, last week the dream finally became a reality. The person in question was a tall, pale TS called Chantelle and whilst she lived down in London, it was a trip I had to make. HAving shared pics and steamy chats, the time had finally come to meet up and act out what w... Continue»
Posted by geoff_lovemachine 2 years ago  |  Categories: Shemales  |  Views: 1183  |  
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My Life as a Shemale Part3

The next year would become the strangest and the most turbulent of my life, I will have to write more chapters just to get it all in. What came next was my transformation, even though it was becoming more clear to Tim, Sam and I that I was transgender from the onset.

Sam came and saw me more often, I started to understand that she was an e****t that Tim had come to his house but I also learned that her and I became friends and that her visits to me were not something she usually did and didn't charge for. It was only a few weeks after her first visit with me that we were sitting in my bedro... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1183  |  
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Night out

My wife knew that I liked to dress and would often help me. Usually it just consisted of dressing up and watching TV or maybe having hot sex. Once she had me dress and took me for a drive to the park where she made me walk around and pose for pictures. She’d also take me to the local thrift stores where we’d buy new things for Michelle. In bed we’d often talk about me dressing up and going someplace in public like a club or show. It seemed to make us both hot and the sex we had afterwards was fantastic.
One weekend we had to go to Providence for a friends wedding. My wife told me she w... Continue»
Posted by MichelleSEmass 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1179  |  
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Becoming Linda


I am in my late teens with a very feminine side that I started discovering much earlier. I live with my s****r, my mom whose a workaholic, and my stepfather John who is caucasian.
I am Chinese-American, 5 feet, 4 inches tall with a nice, completely hairless body except my pubic area and under my armpits. My body is a bit on the full side, and I have long, thick and soft black hair that I keep in a pony tail. According to my s****r, I have the greatest butt any girl would die to have, and I tend to agree with her as I look at my profile in the mirror, especially when I wear her undies. I hav... Continue»
Posted by cocksucker1966 12 months ago  |  Categories: Shemales  |  Views: 1180  |  
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My First TV Cottaging Fun

My first time (And this is Genuine, I assure you)

I dressed under my normal clothes and took a rucksack with other bit's & pieces in and went to a nearby "Cottage" that had 2 Glory Holes, when I got there, it was empty, so I went in the middle cubicle, finished dressing: Stockings & Suspenders, High Heeled Lace up PVC Boots, PVC Basque etc.

I didn't have to wait long, the cubicle's then got occupied either side, through the peep holes in the door, I could see at least 2 other guys at the urinals.

Then I saw fingers appearing at the hole to my left, I looked through the hole on my rig... Continue»
Posted by uktvmaid 1 year ago  |  Categories: Group Sex, Mature, Shemales  |  Views: 1179  |  
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shemale fantasy - i've read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by shikzaid 1 year ago  |  Categories: Shemales  |  Views: 1177  |  
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Fantasy fuck

Sitting in the toilet cubicle I have been horny all day my cock is semi hard and I run my finger over the eye as pre cum oozes from the slit, I taste it's salty flavour as I strain the p*o out mmm wish there was something going in rather than out! There is activity in the next stall and I see some flesh through the gloryhole as someone sits down, with my cock stiffer than ever and my heart beating I look through to see a beautiful tranny pull her satin panties down and strOke her cock her fingers wiggle at the hole as a invitation, so I go for it and place my erectiOn through the hole , wow ho... Continue»
Posted by kawa696969 2 years ago  |  Categories: Anal, Shemales  |  Views: 1176  |  
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