Shemales Porn Stories
Page 70

My Young Sissy b*****r for Men's Cum, today.

sharlees****rboy
MY Young SISSY b*****r in Heat for Men's Cum, today!

You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big b*****rs arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock.

You know what I like to do to You, but, instead, I tie your wrists behind your girly back and fuck your throat so deep that you don't even taste My Cum! Well, I... Continue»
Posted by sharleesisterboy 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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out an about

Page 1.
OUT AND ABOUT.... Sara X..X..X

Well last week i could take it no more i was determined to go out an about an get myself into the middle of some hot an steamy fun some where, i did too, i got my little strappless dress black with white spots heels black wedges strappy scandle types a long straight hunny blonde wig black lingerie bra an knickers hold up stockings too, i showered an shaved all over so i soft an smooth too, oiled an moisturised took a train too crewe then too Hartford an wandered along side the service are... Continue»
Posted by saharasarah 2 years ago  |  Categories: Shemales  |  
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Dear Daphne

sooooo...

of course, i have no idea whether i'm being a bother and i pray things are going well in your life & i know you must be busy what with many other things...

and i KNOW i must be boring w/these petty details of my life... i'm sure you've surmised my loneliness...

certainly, i don't want to presume and go on & on & on writing my dirty thoughts about exactly what i would do if i got my paws on your hottness again...

thus, this will be my last message to you until i hear from you...

i meant what i said... can't remember the last time i've been happy and/or smiled that much.... Continue»
Posted by roxxanna 2 years ago  |  Categories: Shemales  |  
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My First Meeting - A work of fiction

I had absolutely no idea what to expect as I rang the doorbell of Jane’s house. It was an extended bungalow on the outskirts of Edinburgh and it had taken me 30minutes to drive there, getting more nervous with each passing mile. Jane and I first contacted each other through as online transvestite networking site a couple of months previous. We had got on well, and often chatted in a private chatroom, and exchanged pictures of each other. While I was relatively new to being a tranny, Jane had been doing it for years, going on nights out and meeting people.

Jane answered the door, wearing... Continue»
Posted by misssuzywhyte 2 years ago  |  Categories: First Time, Shemales  |  
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My "boyfriend" Moby

My "boyfriend" Moby

Moby is my boyfriend and he likes when I dress for him, I always wear my black lingerie: my black garter belt holding up my sexy black stockings, my bikini panties, 3 inch heels, my black bra and my black chemise. That’s the way I greet him at the door.

Moby didn’t know about my cum eating fantasy. When I sucked his cock, I usually let him cum in my mouth, but I didn’t swallow. I loved giving him a blowjob but I didn’t swallow. After reading some of my stories, I decided I needed to eat his cum, I was a cocksucker and I should swallow my guys cum.

I told m... Continue»
Posted by guycd 2 years ago  |  Categories: Hardcore, Shemales  |  
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His sissy sex slave

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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Moms sissy becomes a young slut for a black man

I have always loved the feeling of something lacy or sexy on my body. I call it a passion of some sorts, wearing these things made me feel very special and desirable. I was raised by my mom and the closest f****y we had was my Aunt Trish and her two daughters. To start my collection of these things to wear, I would take things they left lying around the house and later claimed as my own since I assumed they were things that were lost. My mom was always working or going to my aunt's house on the beach for the weekend. I never was a problem k** and always made good grades in school. Mom never re... Continue»
Posted by momandboys 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Sissy likes it rough

I was devastated by the sudden presence of the young black stud at our front door. After I finished relieving myself, I walked out of the bathroom with the front of pants partially wet. I looked over to my wife, Julie, who was still passed out cold on the bed.

Numerous black ink spade stamps were strategically placed all over her body and face, and they were a blatant show of disrespect for me by the young black. It was a humiliating and demoralizing reality and I feared hearing what her explanation might be when she finally woke up.

As I walked back into the kitchen still holding Julie'... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
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Black mans sissy pet

I shiver and shift my weight, the straps bite into my flesh in all the familiar places. As I move the frame rattles. He likes it to have a little give so that it makes noise when he gets vigorous.

I'm waiting. He'll keep me waiting. I hope it isn't too long.

I'm on all 4's, strapped firmly in place. I'm wearing the school uniform that he likes, my bum up in the air, quivering in my 'innocent' white panties. The uniform belonged to his daughter before she left home, now it's mine. Sometimes he makes me walk the streets in it, and although I'm convincing as a woman, I don't look like a sch... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
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Moms teaches son to become a sissy sperma slut

I never knew my dad.

That's not an excuse for what I've become – and that's not to say I need an excuse – it's just a simple fact that some people find relevant when trying to examine what I've become.

Anyway, he was killed in a plane crash before I was born. Technically, he was killed in a plane crash while I was being born, but he died without knowing that. He'd been overseas at a business conference when my mom called to tell him she was going into labor, and had boarded the first plane he could back to North America. Ironically, it wasn't that long, turbulent, twenty hour flight that... Continue»
Posted by momandboys 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Wife turns white hubby into black cock cuckold s*s

"Oh my god!"

My wife looked up over the muscular shoulder of the huge black guy nailing her on our bed. Her long tanned legs wrapped around v-shaped torso. "Hi honey. What are you doing home early?"

"Kelli what the fuck's going on here?!"

At that, the black guy turned and shot me a nasty glance. "What's it look like we doing, genius? I'm dicking your old lady. Now get out of here fuckshit I ain't finished."

"Better go downstairs dear," Kelli said, smiling. "I'll be down later to explain."

Of course I was shocked, but what else could I do? I went downstairs poured myself a drink ... Continue»
Posted by whitewhores 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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moms new sissy

My name is Dan. I'm doing okay, you? I see. Well if you are going to be listening to my thoughts please keep the volume down, I am trying to think. Some things are going on that have got me very mixed up and I have to concentrate. Like most overly complicated things in life, a woman is involved.

I have to admit that I have always been bothered by my penis size. I've seen smaller dicks online by typing 'small penis' in google but mine is defiantly nothing to boost about at around five inches. I worry that girls are gonna laugh at me, which would be mean, or that I just won't be able to get t... Continue»
Posted by momandboys 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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mom made me her sissy

"Mom! I called out as I got home from baseball practice, "I'm home!"

"Hello Danny, we have to talk," she responded, while exiting my room.

When I saw what was in her hands, I became nervous. Some of the guys I pal around with talked me into shoplifting a few things from a department store.

"Please explain where these items came from."

I should have told her I was sorry, and that it was just the one time,

But instead I said, "Tommy made me do it. He said it was a dare. I didn't want him to think I was a sissy."

The next thing I knew, I was in big, big trouble with Mom. I got ... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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son turned into mom's sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.
I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use it. It could be fun reading about it a year after. It does look like a girl’s diary. Maybe boys don... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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First BJ

Coming home one day a school bully caught me in an area of trees and bushes. He often tormented me and others, being a stupid bully. On this day he ran at me telling me to freeze where I was. I turned and ran. Which set him to cursing me and demanding I stop. He caught up with me and grabbed me by the shoulders. He got in my face and called me names. Fag boy because I was slight and feminine looking, wimp, pussy etc. I begged him to let me go home but my pleading only seemed to increase his pleasure in over powering me. Then he told me since I ran, he was going to de-pants me and make me wal... Continue»
Posted by Celine-Fache 2 years ago  |  Categories: First Time, Shemales  |  
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This is fiction - but I can dream, can't I.

This is fiction - but I can dream, can't I. "How I became a Stocking wearing cocksucker"


It was a Saturday night and my wife said, “I want you to take me to one of those movie/peep shows with you. The ones where you jerk off while you watch the movie. I want to go with you.”

“Why?” I asked.

“Because I want to see what you like about them. You could watch a porno movie here and jerk off, why do you go there?” She had asked me about them before and had always wondered.

“I just like to.” I said.

“Do you ever see other guys th... Continue»
Posted by guycd 2 years ago  |  Categories: Hardcore, Shemales  |  
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My first time with Mike (while dressed like a girl

I still remember the first time that i dressed for someone else. It was during studies in University, there was a party and we all had to show up dressed. Something like pre-Halloween!!!!
During that time i used to date an older man. We were meeting up at pubs and bars in the city close to my campus. He was local, married and due to that there was a lot of secrecy. We were usually ending up at parking lots in his car. Not the best place to have sex but still better than nothing.
This party was the perfect opportunity. I asked him to come too. As you can easily guess my choice was to dress a... Continue»
Posted by georgette32hk 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My Neighbor Mark.

My Neighbor Mark.

I was sitting on the floor, looking at the computer and playing with myself. I didn’t expect to see anyone here and I was dressed in my favorite all black outfit: from my 3 inch heels on my feet, black stockings held up by my black garter belt, my black bra, chemise and my cock was covered up by my small black bikini panties.

I was reading some of my sucking and fucking stories and thinking how nice it would be to get my lips around a nice hard cock and I was thinking I’d jerk off and make myself eat my cum as a reward. Just thinking about all this had me very ... Continue»
Posted by guycd 2 years ago  |  Categories: Hardcore, Shemales  |  
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bad gurl in town

I love business trips. New towns are so exciting. Whenever I enter a new town I check online to see where the local cruising spots are. This time it was in Vancouver, BC Canada.

Vancouver is a wonderful city with an active GLBT community. If you have never been there I highly recommend it.

Now I look pretty andro so I generally don't have a problem as a man or a woman. Tonight I was putting on my favorite skirt and cruising the town.

I went to the hottest gay night club but there was a huge lineup. Damn, I thought, no luck there. I decided to walk down the street a bit further and... Continue»
Posted by zaria_ts 2 years ago  |  Categories: First Time, Shemales  |  
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Becummin DADDY's Bimbo Fuck Toy Sex Doll

My Very Dearest Cum Slut Whore Doll Roberta,



My Fuck Doll, I command that you becum my Decadent Super Trophy Bimbo Slut Whore -- sluttiest, trashiest, nastiest, hedonistic, sinful cock candy whore in heat. I am looking for a nasty, trashy “teased up” platinum blond cock whore with ultra micro minis that are never too short and large breasts that are never too big. I want to display my Bimbo Slut Whore for all to see --- fondling and feeling you up in public --- fucking and sucking --- and whoring you to friends.



Oh, my Bimbo Fuck Doll, I want to fulfill your dreams, includ... Continue»
Posted by BertaBootyLicious 2 years ago  |  Categories: BDSM, Hardcore, Shemales  |  
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