Shemales Porn Stories
Page 64

The Lion, The Bitch, and the fucking Wardrobe. par

I became flustered as waves of emotions enveloped me. Confused, a little disoriented, and freezing I instinctively moved toward the heat coming from the crowd of dancing nancies living my dream. As watched everyone having fun I became envious and enraged. Why should I be denied this lifestyle? It is cruel that I can’t be who I want to be simply because I was born of an ignorant man.
Just then I noticed a group of three pointing at me and snickering to each other. Snapping back to reality I became very self aware. I was still half naked, dawning nothing but my unders. My face became f... Continue»
Posted by redk1 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Slutty Sissy Used in a Cheap Motel Part 1

As usual I was feeling horny and slutty and was in need of cock and cum. This weekend would be different though because I had been locked in my chastity device for over 2 weeks. I hid the key at my parents house so I wouldn't be able to get free until my next visit home which would be at least several weeks. I knew this would make me even more willing to get fucked in my slutty boy pussy and push my limits even farther. Chastity is great at getting rid of my boy desires and making me seek penetration as my only means of sexual release. After 2 weeks I was thinking about nothing but being fucke... Continue»
Posted by cumslutchloe 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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my love story begone


My name is Mimi
or that the name of my secret life
I am a167cm tall, 55 kg, and 28y old ….
Really I don’t what is my gender any more
I have a male body
But I have a feminine soul, and desire...
Desire of being pretty, sexy and wanted from men
I love to be treated as girl
Maybe Coues I been raised with 4 s****rs
And I was the youngest
They always treated me as I was a girl like them
Dress me up like a girl and do my hair and call me Barbie girl
When I become 6years old I was listening for them t
... Continue»
Posted by euphorialord 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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The Day Lana Turned Me Into Her Daughter!

When I was much younger my neighbor, Lana, a divorcee, kept an eye on me while my folks went out of town. It was she whom formally introduced me to cross dressing and it was quite to my surprise. Back then I could actually pass for a woman due to my build. My hair was shoulder length and my body was small framed with feminine features.
I used to try on my mother's panties and clothes even though they were too big for me. Lana, on the other hand, had a great body. She was athletic and did not have a huge chest or big ass. She had great curves and was well defined. When my parents asked if ... Continue»
Posted by lovetopleaseu 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Four (4) in 3 days, no wonder my jaws ache

Yesterday was Sunday and I hoped it would be a day of rest. I went into the local market in drab, did a little shopping, decided I had the start of a cold and took my time doing very little.

My nipples were still sore from Saturday evening's little escapade and my jaws were aching a little, I seemed to have sucked a lot of cock in a very short time.

I spent a very quiet afternoon, rinsed out my collection of stockings, put off washing my lingerie until today and settled down for an online session without much hope of getting a date. By 6.00 pm I decided I did have a cold and was going ... Continue»
Posted by antoniaf 1 year ago  |  Categories: Anal, Mature, Shemales  |  
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Carpool buddies revisited

This is a follow to my carpool story from earlier in the summer.

I had found a really good thing in my carpool group. It was refreshing not to sit in traffic alone on my work commute and my new friends were terrific, but it ended up lasting only a couple weeks. When it became apparent to everyone that Natalie and I were sl**ping together, the group dynamic got a little uncomfortable. I don’t think there was any jealousy really, but it stopped being fun for one reason or another. That was cool with me, as I’m always running solo anyway so I decided to tell the girls I had to leave... Continue»
Posted by ocmike 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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My First Night of Being a Sissy Cumdump

Well I first started dressing when I was about 14. One thing that I always noticed is that putting on slutty clothes makes me an absolute whore for cock and cum. Throughout High School I dressed in my alone time but never acted on my slutty urges from fear of being caught by my parents. When I moved to college that all changed though. As soon as I got settled into my private dorm room, I thought it would be nice to spend the evening dressed like a little slut. I decided to wear my schoolgirl outfit that night. So I took a nice hot shower and shaved myself smooth from the neck down. I went back... Continue»
Posted by cumslutchloe 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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So it's happening at last, it's 10 days

I've just spent 10 days in the Uk and one of the benefits is that I could do a lot of gurly shopping, so it was into various stores, a new wig for a new look, new dresses, lingerie and makeup and feeling so horny and very sexy.

I drove to the Uk and back, spent a night at a hotel in Dover and desp[ite my best efforts, couldn't find a date, not even some telephone fun. The next evening I was in Chartres and the same thing happened again, some links through a French website but that was all.

So yesterday I left the hotel earlier than I anticpated and headed home, arrived a little after mi... Continue»
Posted by antoniaf 1 year ago  |  Categories: Anal, Mature, Shemales  |  
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Bowling Buddies-The Last Fuck

Don drove up to my house, he had just got off work and since it was a Tuesday I knew it was our night together. His wife always worked on Tuesday so he hired a sitter to watch the k**s so he could spend time with me. This was our night together; a night where my mouth would embrace his cock and my ass would be left with his sperm deep inside me. But tonight was unusual, I fixed him a drink but he appeared bored and distracted like he did not want to be there. I sensed something was wrong and undid his belt and unzipped his pants in order to “cheer up” my quiet lover. As usual, I got on my knee... Continue»
Posted by jimbojim 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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i fukin' miss you...

hey kk!

first... i fukin' miss you. i don't know if i've ever told you this & please don't take it the wrong way... but you're the first person i think of every fukin' day i wake up. & remembering you, that you're my best friend, has given me the momentum to go on when i've really not wanted to...

then, i kinda think about you all day... sending you good thoughts & praying that you get all the best fukin' things that life's got to dish out...

speaking of the dish out...

i pulled a fukin' lower back muscle... really bad... last weds. it just about dropped me to the fukin' ground. ev... Continue»
Posted by roxxanna 1 year ago  |  Categories: Shemales  |  
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Sex with teacher(sissy)

I was the 2 year of high school back then. My grades werent going realy well moastly becuse i spent most of my freetime blowing guys,and sticking thing in my ass,then studying.My parents one day decided that i need some extra classes,so they hired a tutor. I wasn't realy up for that idea,but they somehow talked me into it. After a while it was the time for me to have my first class. My parents left for work,and i was home alone waiting my teacher.Then the dorbell rang , i felt so nervous as i opened the door. In walked a handsome 25-6 year old man,fresh out from college,in a very nice suit. We... Continue»
Posted by sissygirl1988 1 year ago  |  Categories: Anal, Shemales  |  
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The Lion, The Bitch, and the fucking Wardrobe.

I guess I have always been a sissy. I started crossdressing at a young age and it gave me such a wonderful feeling that I struggle to form the correct words to describe the way it makes me feel. It just felt right, and ohh so sexy! Like I said, I have always been sort of a sissy, and my father couldn't have been less plesed. I think he had his suspicions that I might be, uhhh... different before he found my lingerie and stilleto shoes, but once he knew for sure thats the first time he hit me. He made me promise, at pain of... pain, that I would never do any of "that faggot shit" again.
... Continue»
Posted by redk1 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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The first encounter

I remember my first relationship with another man. Sixteen, still in high school in a small town and ready to go to anywhere but where i was. John was 30 and a high school teacher. We met at a summer camp. A group of us became friends and would meet on week-ends to party and generally hang out.
The first time that John and I were alone came that first fall; following the end of summer camp with both of us back to school. John called me and asked if I wanted to get together with some friends. So he picked me up and off we went on a Saturday morning adventure. We started the party fairl... Continue»
Posted by christoboy30 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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A Night to Remember pt 2

I had no idea where we were going and I couldn't ask because of the gag, I started to get worried.

It seemed like hours till we stopped but I guessed it wasn't that long. Then Mistress finally spoke.

"Now I have a special treat for you" she said. "You have been doing so well sucking my strap on that I thought I'd put it to good use.

"I have driven us to a local dogging site for you to suck cock like a true whore.

"Don't worry about your safety, your wrists and ankles will be tied together so you can't escape. All of your zips and buckles are locked so nobody can do anything other t... Continue»
Posted by sissy_paige 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Long Time Crush

When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school k**s do. His f****y was from the Phillipines and he and his s****r were the first generation born in this country. His s****r Mai is the focus of this story. She is two years younger than Dave. I had a crush on her from the moment I saw her. She was one of those girls that even at a young age people would say how beautiful she was. Long black hair, deep brown eyes and that great skin tone she was just stunning.
But as she was only ten at the time I ... Continue»
Posted by triphammer73 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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my transformation... 101

I was at a very tender age of 10 years when my story begins. I was born male. With all physical parts in tact. But there was something deeper which was unfathomable. I was a very lovable sweet k** just entering fourth grade. I studied in an all boys school. On the out set I knew I was a bit different from the others. I had to much love and care than what a similar aged young boy would do. People thought I was to mature for my s****r age. Least did they know how I felt within. Let alone others I too didn't know how I felt until I grew up.

An incident changed my life at this tender age. I sh... Continue»
Posted by tran4mate 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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A day of dreams - Part 3

The cocktail party...or is that a "tail of cocks at a party!"

“You'll be find darling. Just breathe, relax and enjoy it. Cocktail parties belong to us...to women. Me control the mood, the events. The men are just pawns in the game. Sure they think it's all about them, but it's not. It's about us. You'll see. As a woman you control and manipulate the men. They follow your every mood and direction.”

Michelle was giving me reassuring directions. Me? I was nervous as hell. I didn't enjoy cocktail parties to start with. And now I was in unfamiliar territory. A woman for the first time in my l... Continue»
Posted by didi_galtier 1 year ago  |  Categories: First Time, Shemales  |  
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A day of dreams - Part 2

Continued from Part 1

“Hi Cheryl, here's our girl. She's all yours. Do your magic and turn our girl into the belle of the ball!” Penny was talking to a pretty young woman who was clearly waiting for us in the hair salon. “Hi there Didi, so pleased and excited to meet you! I've been looking forward to meeting you and getting to work on you. When I heard about you and about our brief to turn you into a gorgeous girl, I came and had a peek while you we're in the spa. But you were fast asl**p while your facial was getting done.” I blushed and softly and demurely greeted her.

“Ok Cheryl, I'll... Continue»
Posted by didi_galtier 1 year ago  |  Categories: First Time, Shemales  |  
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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  |  
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Weekend retreat

When I go to work, I am in 'boy' mode. I certainly am not the most masculine person, and I am pretty certain that everyone knows my sexual preference. I often get mistaken for a woman even when in 'boy' mode. Whatever. I am who I am... deal with it :)

A few years ago my former workplace had a nice mountain retreat weekend. I love these retreats, not because I become closer to those I work with, but because they are so peaceful.

I arrived at the lodge on a Friday night and spent the next day communing with nature. My fellow workers were doing other activities, and I spent most of my t... Continue»
Posted by zaria_ts 1 year ago  |  Categories: Anal, Shemales  |  
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