Shemales Porn Stories
Page 61

Brad cant go back

It was a foggy evening in the Town. Brad was walking beside the road that lead to a truck stop. He couldn’t help but wonder how the hell everything happend so quickly. Brad was 19 year old boy who seemed to be an ordinary c***d of an ordinary f****y. He was a dark haired skinny boy and had a bit of a feminine features. He was currently in no school as he was not admitted to any since he didn’t do well on the tests. He was living with his mother, enjoying the carefree lifestyle of a student who didnt go to any school. He had friends but no girlfriend; he never had a girlfriend. Yes he seemed o... Continue»
Posted by vacantwhore 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 1515  |  
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Sex at the hotel, Part I

Several years ago i used to work in a small country in Europe, even worse i was living in a really small city. That was a terrible combination for someone like me, i had to hide my sex preferences and be very cautious on what i did and how i did it.
As a result for several months i was dressing up at home and my only sex partner was my dildo. Masturbation was the only way out, i did it so much that i started feeling like a teenager again!!!!!

This could not go for much longer, it was driving me crazy.

I decided to join a web site, a porn web site. Something similar to Xhamster. I crea... Continue»
Posted by georgette32hk 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1514  |  
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The Curse (Sissy Story) by sdvine

I wasn't really having a good time that night at the bar. Truth be told, I had been practically dragged out in the first place by my best friend Joe, who told me he was tired of me "sitting on (my) ass" every night "finding new ways to be boring." Quite frankly, if this is what qualified as being not boring, I'd rather be bored to tears. To begin with, I'm not much of a drinker, so leaving the house to go to place designed for buying and consuming alcohol made little sense to me. Additionally, I'm not what you'd call a people person. I was generally okay with individual people as met them, but... Continue»
Posted by sissyAlyna 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1516  |  
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More adventures with my Roommate

It was Saturday evening and I was dressed in my "maid sissy outfit" waiting for my roommate, Ed, to come home. I heard the sound of two male voices talking loudly outside the front door of our apartment. One voice was the unmistakable booming voice of Ed and I didn't know who the other voice was. The door opened and in walked Ed and another guy. Ed introduced us, he said, "Baby, this is Robert. Robert, this is Baby." Robert smiled and said hello to me as he leered at my stocking clad legs. Robert was quite different from Ed and I wondered about their friendship. Robert was in his late 5... Continue»
Posted by rikki50 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 1509  |  
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Satin Tranny Bride in the Sun-Part 2

A blushing bride I was not. I was all woman. I stood transfixed as I looked at myself. I was in awe of the creature I had created. I had feelings I'd never felt before. I was horny, yes my cock was rock hard but I felt more. It was pure lust. I had a hole and I wanted it filled. I wanted a man inside me. I needed a cock inside me to make me his and I needed it now.

I was aching.

I was snapped from my trans by my phone. It was 11 am and Phil was parked in my driveway. I thought I'd be nervous but I couldn't get started soon enough. But I had to be patient and work my plan so I could ple... Continue»
Posted by SatincdAus 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1509  |  
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HERMAPHRODITE BLACKMAIL

I remember it as though it were yesterday.
19 years old, jut dropped out of college over a sex scandal
with my History professor.
I managed to find a good job in a high end boutique
because I was beautiful, sexy and could pass myself off
as classy, even though I was a cheap whore.
My boss was a perverted dominatrix and immediately
made me her plaything as a condition for my employment.
As long as I obeyed her and serviced her clients.
I was making very good money as a prostitute for rich perverts.
I found a fairly nice apartment, no penthouse for sure
but far from a dump.
I del
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1509  |  
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Ally...


I was at a customers' house doing some yard work as they had paid me
in advance for just minor clean up, pulling weeds, mowing, trimming the
hedges. I was finishing trimming the hedges in between the neighbors and
their house and as I finished up the neighbors' wife came out or so
I thought.

She politely smiled and waved to me and I nodded trying hard to act as
if I was not noticing her in a skintight bikini with a lacey French cut
bottoms. She could tell and began to tease me by dropping her towel and
turning her back to me showing her pear shaped bottom with the long legs
leadin... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1507  |  
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What you name it...

Susette and Brenda, were two shemales that would come by the burger joint just before closing on Saturday nights. I would always work the drive through window on those nights and got to know our regular customers well. Susette had thick brunette hair and Brenda was a dirty blonde.

This particular night they arrived just as I was leaving, around twelve-thirty, they slowed down as I crossed the parking lot and called out asking 'are y'all closed already', I smiled and answered 'for about forty minutes, you got here a little late to get anything'.

Susette was driving, as usual and qui... Continue»
Posted by d4david 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1506  |  
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two for the price of one.

Let it be known everytime i right here rest assured that these are some of my experiences. It was another one of those hot days and I decided to go to my local adult book store with the private booths and private rooms. But before I wanted to go in I decided I would just sit outside and relax in my car, no need to rush it. As I was sitting there relaxing getting ready for an adventure I noticed a white car pull up and these sexy somewhat short stocking filled legs popped out of the car. I was like "yea" The rest of the body came out and a sexy little cd walked out of her car with a very sugges... Continue»
Posted by frkinatl 2 years ago  |  Categories: Shemales  |  Views: 1506  |  
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Hooky

"You're not seriously gonna leave me like this are you?" Daddy Mike said as he waved his now hard (again) cock back and forth. I stood on wobbly legs as I had still not gotten used to walking in the heels daddy bought for me.

"Daddy I gotta go to class, you already fucked me twice. You can fuck me again after class, now I gotta find my clothes and get out of these stockings and thong." I looked around for my pants but couldn't seem to find them which seemed to make Daddy Mike harder as he watched me bend over a lot to look for them, the heels he bought for me to wear during our play enhanci... Continue»
Posted by sublimeguy 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1505  |  
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Preparing For a Special Date

Preparing For a Special Date



I have a date to night with a girl called Lucy just like myself another Transvestite who I met on the net over a month ago. She is a little smaller than me with nice little breasts, nice little clitty and brown hair like mine but shorter, she is a little younger and good looking and we get on so well. We have met five times now dressed, mainly in the back of her car and have tasted each other on every occasion, I have put my fingers inside of her and she has done the same to me but ... Continue»
Posted by alanyagirl 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1505  |  
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A Crossdresser’s Life

Initially i use to wear my s****rs dresses or my mothers bra,panties,saree,blouse,petticoat and see myself in a mirror and admire myself. Though i wasnt so good at makeup, i used to apply lipstick and put some jewellery items. It couldnt make me look like a girl but the feel of women’s clothes turned me on. And then i used to masturbate after my every crossdressing session, thinking about being fucked by a guy. But then as i grew up chances of being alone became less and i had to kill my desire of dressing as a woman.

I got enrolled in college, moved into Rajeshs house. Rajesh and his wife ... Continue»
Posted by nehanair911 1 year ago  |  Categories: Shemales  |  Views: 1505  |  
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Tgirl Hooker pt6

All my stories are from my experiences

If you have not read any of my Tgirl Hooker stories, I would advise you do as they will help set the story and you will read, she was no longer a hooker to me but more of a fuck buddy.

You may recall from my last story that the time before we met I was still bruised inside from the pounding my ass had taken from her monster cock. I loved the feel of Emma inside me and she had promised the next time she fucked me it would be a completely different experience.. and so it was!

I received a text from Emma "Hey Hun, fancy dinner tonight at mine? promi... Continue»
Posted by dirtydisco99 4 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1508  |  
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16 ladyboys jerked off in front of me! live!

Just got back from Thailand and had a very special birthday present. A big party had been arranged for me at my favorite ladyboy bar and a “competition” had been secretly arranged for me.

Had a nice party with balloons, food, drinks etc then a midnight I was told that it was now time for my birthday present. The door to the bar was closed a chair was bought out and put against the closed door and I was told to go sit on it. Then I was blindfolded and a bib put on me. I could hear all the ladyboys giggling and moving about.

The blindfold was removed and I was greeted with the site of ... Continue»
Posted by toniparr 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1502  |  
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The Mechanic

My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a couple of times a year for a car service so you get to know some of them quite well.

I hadn’t had that much in the way of action for a long time. I had split with my wife a few years before and now I always seemed to be working. Anyway it’s not the most attractive of looks when you hands are covered ... Continue»
Posted by domestique01 3 years ago  |  Categories: Shemales  |  Views: 1501  |  
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"DP by two BBC Transsexuals"

I met Layla through a local phoenix dating ad,we first called each other a few times trying to get to know each other,Layla was a beautiful black transsexual,her picture on her ad caught my attention,her beauty and the thought that she was a tranny really had me wanting her so bad,I told her about my fantasy of being fucked by a tranny,I had this fantasy for years,she then said she would love to make my fantasy become a reality,she asked me if I ever been fucked before I said no but I have fingered my ass before,then she said bet you`re tight can you handle 10 1/2" of she-meat,I said idk but ... Continue»
Posted by beaverchaser 11 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1502  |  
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My wife wanted a BBC

My name is Frank and my wife's Susan. I am now forty-
seven soon to be forty-eight. In November of 2007 my
wife and I began practicing Oral Sex, after twenty long
years of straight missionary sex. This and a variety of
sex toys, and the sharing of some of each other's
fantasies gave a much needed boost to our sex life and
restored much of the waning desire we'd been
experiencing.

I had read Playboy magazines for several years prior
to this, and had always desired to see Susan fuck or
suck another man's cock. Of course I never actually
thought she would do such a thing. Bu... Continue»
Posted by kinghut 1 year ago  |  Categories: Sex Humor, Hardcore, Shemales  |  Views: 1494  |  
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A night with Rebecca

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted ... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  Views: 1494  |  
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The first night

We finally meet in a bar after exchanging messages. Admittedly I’ve been turned on by the thought of where the night could lead but you can tell I’m slightly nervous. As we enjoy our first drinks together we chat about nothing in particular but I notice a cute smile you have as we talk.

You can see that I’m becoming more comfortable and open with you so you decide to ask

‘hunni, what do think will happen tonight?’

I lean in close and whisper

‘I want you to be my first’ before kissing you softly on your lips.

We start to kiss passionately and then decide to leave the bar.

As ... Continue»
Posted by kinkymister 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1494  |  
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Sissy gets creamed in Chicago

I spent last weekend with Marla in Chicago so she could catch up with some old friends. When we got there Friday night and Michael opened the door to his apartment, I could feel my cock start to get thick and harden up just looking at his handsom face and tall slender body. Once inside he offered to fix us some drinks while we made ourselfs at home. Marla and Michael were getting caught up since the last time they were together and every now and then I caught Michael trying to sneak a peek up my skirt, so I'd flash him a little peek now and then, which got my cock real hard and leaking out ... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1490  |  
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