Shemales Porn Stories
Page 82

the lollipop intro

I'd just put on a pair of really short cut offs and a cut up t-shirt that was midriff and loose on the shoulders. I was shaved smooth all over and my long hair fell over my shoulders, making me look quite femmy. I drove down the interstate sucking on a lollipop feeling sexy all over. After a bit, I slowly passed a trucker, and gave him a good look at my long legs, all the while going crazy on the lollipop. He blew his horn and motioned for me to pull over. A rest area was coming right up, so I pulled into it and walked over to a picnic table. He had pulled into the truck parking area and then ... Continue»
Posted by dana213 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 902  |  
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The Visitors...

If you saw a SpaceShip land nearby, and the doors opened, and a ramp lit up invitingly at your feet; would you step inside? Satisfy your curiosity and go in to meet the Visitors? Crazy question; i know...

but this is exactly what happened to me just 3 days ago.. if you are ever going to hear my tale.. let alone believe it.. then you must accept the whole of it.. and not some random parts of it to be true.. for everything that i experienced upon that fantastic, and futuristic vessel; i would come to scrutinize and mull over in my mind.. Everything that happened; every... Continue»
Posted by shemale27 3 years ago  |  Categories: Shemales  |  Views: 901

My life with Bill - Story # 1- The night we met

mmmm.. yes... I loved being wrapped up in Bill's big strong arms. As i get so turned on by a mans arms...i'd feel so safe in his manly presence, for he knew I was an effeminate little sissygirl with somethin a little extra under my skirt...
I met Bill in a bar..we were both alone, and just happening to be sitting next to each other..we talked and he was very nice to me. I was dolled up..dressed in a short black skirt, and silver toned..open toed highheels that showed off my pretty polished toenails, it was pretty obvious of the fact that Bill liked what he saw. After a few drinks..i wa... Continue»
Posted by yourfairdesire 4 months ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 906  |  
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xdresser Foxxiroxxi fucked by daddies poker buddie

Sorry its taken so long for the final part to be written . So im in the car with my two black bulls one is driving and im sitting in the back seat with the other . This is when I get to see how big marcuses cock really is mmmmmm OMG its fucking huge ,like the size of my forearm . I have never seen such a huge thick cock in my life and it was right in front of my eyes . All I can do is stare at it for a while ,it had me mesmirized... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 900  |  
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Being helplessly exposed

This is a true story about my adventure into being exposed as a sissy.
I am terribly ashamed at the thought of being seen sissified especially since my face is clearly visible. My shame is greatly magnified when I am being exposed on the Internet. I am terrified someone will recognize me. The first time it happened I created an account and posted many very embarrassing and humiliating pictures of me to it. I was so aroused as I did this. After a while I removed my pictures. Then I reposted my pics. A Dom wanted to take control of the account so that I would be powerless to remove the i... Continue»
Posted by jerrywhore 3 years ago  |  Categories: Shemales, Voyeur  |  Views: 897  |  
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Pounded to submission CH.2

CH. 2

Two days ago Joesph was checking out porn like he usually did at his favorite site xhamster. A couple of BBW vids here some interracial there, the usual. Then he saw a just viewed picture with a Brazilian She-male and couldn't stop looking. With his curiosity getting the better of him he clicked on it. She was gorgeous! Her face appeared to be as feminine as feminine could get, her tits were remarkable. And then he saw it, she had at least an eight inch cock that seemed to defy gravity itself. It was curved upward and pointing towards her belly button. He felt his cock twitch and real... Continue»
Posted by james_jones_03 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 900  |  
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(blush...) i downloaded porn:(

so, in my last message, i implied that i'd explain a particular sadness...

& it's not like me to not follow up on such a statement within a 24hr time period.

i sincerely apologize...

but you see... i download some porn.

i mean, don't get me wrong. i have no judgement about downloading porn. it's just...

fuk! i MAKE porn! i AM porn!! people fukin' download ME!!!

sure... i watch a lot of porn, but i watch FREE porn, and people STEAL my porn & re-post it as THEIR favorite porn. (indeed, the latest bootleg roxxanna just went up yesterday. & what was i doing while yet another fan ... Continue»
Posted by roxxanna 1 year ago  |  Categories: Shemales  |  Views: 894  |  
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Honolulu surprise

I haven’t written a story in a while because I moved from Asia to the US and have been busy with work.

Back in Honolulu, I used to fuck plenty of women as I was young, tan, blond, and in super shape with Triathlons. Mostly I would try to close the deal really quickly after I met someone, just going with “Hey you wanna go fuck?” question after a few minutes of chit chat. You would really be surprised how often this technique worked. I got slapped a few times and a few “fuck you’s”, but really it worked more often than not. Actually, looking back it is only logical I would continue to use thi... Continue»
Posted by mahuluvr 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 892  |  
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olderman and mature crossdresser part 1

It was just a normal friday day so I went to the store to buy some food for the week.I wore a jean mini skirt and pink t-shirt and tan pantyhose with my 3"heels and make up and all.
As I made my way down thru the ailse I notice a older tall gray haired slim man following me.Well I gave him a couple bending over shots and eye contact.I made my way to the check out an seen him in other line.I finshed checking out when I got outside to load my bags in my car he was parked next to me.He spoke to me and said that he was sorry for following me around that he was not some kind of crazy killer but ... Continue»
Posted by cdpaula 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 892  |  
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my black lover

My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from him but within a few days I got a reply and two pictures. I couldn't believe it, he was 28 years old, very tall and slender and very handsome. He wrote he is a musician and that he travels to the city where I live a couple of times a month. He wrote he never had experience with a cr... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Interracial Sex, Shemales  |  Views: 890  |  
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CROSSDRESSER BUSINESS TRIP - PART II

PART II

We started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road and were delayed another 40mins. We finally left town at around 5 20 pm. I didn’t talk much to the... Continue»
Posted by hornyboyind 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 895  |  
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A day of dreams - Part 1

A day of dreams

I just couldn't believe where I was and what was happening. My emotions were a whirlwind of nervousness, confusion and yet also excitement. To say that I felt totally unsettled and out of my depth would be an understatement. I was way out of my normally controlled comfort zone and couldn't think straight. This was so foreign and yet I couldn't stop it and truth be told, I didn't want to stop it. This wasn't me.
It was as if I was a different person...a completely different person with a different personality, emotions and identity. Would this end? Would I suddenly feel nor... Continue»
Posted by didi_galtier 1 year ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 892  |  
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relic fort

so as usual i am horny and i figured i would try something new. so i go to a place i have heard about. it is an old bunker fort near me it has lots of dark bunkers and lots of gates oh and lots of poison ivy.

so i pull up it is raining and i had packed my nice latex skirt and top so i decided to check things out. out of the car i go heading to the woods which i was told i would find the over grown play fort. sure enough there it was, i hiked around for a few minutes all the while noticing more and more guys walking around looking at me. finally one guy gets brave enough and ask what a prett... Continue»
Posted by deveon4u 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 888  |  
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Why I miss my ex

Why I Miss My Ex
I feel obligated to say that I am not a passable crossdresser, not even close. Even without my beard, I’m very masculine, large framed, and I have a very deep voice. All of these things aside, I love to dress up in sexy lingerie, panties, dresses, bras etc. While I’m dressed, I love to be verbally humiliated, although, I don’t think being called names like “sissy” or “fag” or “cuckold” is actually humiliating. For me, it’s a huge turn on, and I love to think about sucking cock while I’m being humiliated.
It’s quite a long story about how I got my ex-wife to play with ... Continue»
Posted by pbg732 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 886  |  
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My first TS/TG Part (one)

The First time we were Alone.

As I lay you down and kiss you passionately until the faint moans try to escape your throat. My hands explore your body until I find your pert tiny breasts that attracted me to your slim petite frame. How your silky clothes cling to your sensual hips. My erection is trying to escape my trousers as we embrace even closer, I can feel you arousing through your clothes, I start to undress you ever so slowly.
The first sight of your milky flesh, like silk, it takes my breath away. The sweet scent of your skin smells of pure cotton. The small fleshy area that... Continue»
Posted by Arianna401971 11 months ago  |  Categories: Shemales  |  Views: 886  |  
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Trapped and Trained Sissy Ch. 10

Trapped and Trained Ch. 10
I moved the material around in my hands... it was so... so... small. There was just nothing to it, it felt like I was just holding a small red string. Britney saw the combination of shock and confusion coursing through my face.

"It's called a 'monokini', Candi. It might be a tad bit small, but don't worry, that'll just make it more fun!"

She grabbed it and laid it out on the table in front of me and finally I saw the material take shape in how it was supposedly supposed to fit on my body. This was impossible - there was no way I could get into that thing. In t... Continue»
Posted by hpm12 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 889  |  
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Riding the Lakefront-Chapter 2

August 13, 2008...8pm....Rec lot...Irving Park Rd...Chicago lakefront bike path

The event that actually changed my life began when I needed to piss about 6:30pm while on my bikeride. Tightfitting bike shorts were worn because of the padding in the ass area. But had I worn a pair of shorts with a zipper, none of this would have happened. Had I not worn a zippered tight biker shirt with my 48D tits showing, this might not have happened. But, it also was extremely hot and to be zipped up would have been ridiculous. 95 degrees, humid...typical August summer late afternoon/evening. Even a... Continue»
Posted by titsR4abuse 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 882  |  
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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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House Hunting Chrissie

CHRISSIE GOES HOUSE HUNTING

When I casually mentioned to one of clients during a session that I was toying with the idea of perhaps buying a house
and renting out my condo he needlessly took the time to remind that he owned one of the largest realty offices in
town. It must a salesman thing, not being able to leave business behind for an hour or two. You're no doubt
thinking to yourself "Hold on there Chrissie, don't forget you're a bit of salesperson yourself. After all your selling
your body to your clients every day." Let me clear something up for you. I've never had to sell my body... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Sex Humor, Shemales  |  Views: 880  |  
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transforming into ashley crossdresser

durring the day,i'm working i'm dressed in my work clothes,but when I come home I take a hot bath washing all over my body,then shave my legs,arms chest,and face.I even add babyoil in the water so that my skin becomes soft.then I will clean myself ass inside/out.then as i'm drying off i'll start ptting on my makeup,this takes me about an hour,I like taking my time so that my makeup looks perfect,so that when I put my wig on I'll have that female look.then go in the bedroom pick out something to wear.I more less like wearing short miniskirt,to feel a brezze up my skirt,such a turn on.but first ... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 880  |  
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