Shemales Porn Stories
Page 66

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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year 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 1 year ago  |  Categories: BDSM, Hardcore, Shemales  |  
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Fantasy cums true

I was on a business trip staying in a nice Hotel. After a business meeting in my room I called down for room service. The maid came up a few minutes later and I let her in. She was stunning, 5' tall with black hair and the bluest eyes I have ever seen. Under her uniform you could tell she was very well endowed at least a 34 DD. She came in and took care of the room. Thru small talk I found out her name was Terri, she was 28 and single. I thanked her and gave her a tip when she was done. As she left I had to watch her walk down the hallway, her little heart shaped ass swaying back and forth.

... Continue»
Posted by tittie-baby 1 year ago  |  Categories: Shemales  |  
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Made my tranny friend gush cum all over herself

So I get this phone call from one of my TS friends while visiting Chicago over the weekend. She works a regular full time job as a retail clothing store manager. The call was to invite me over to her place for dinner and cards with a few others friends. I'd been running all day and needed to shave, shower, and take the 30 minute drive to here loft downtown. Upon reaching her door I noticed it was pretty quiet. I rang her bell and she answered the door in her bathrobe. She looked at me with a glowing seductive smile and said, "You're early, but that's cool. Please have a seat hunny and make you... Continue»
Posted by bbcindy 1 year ago  |  Categories: Hardcore, Masturbation, Shemales  |  
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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  |  
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Yahoo instant messenger boi

I was about 22 or 23 and it was the summer time. I was already mega into cross dressing and web-chatting for older gentlemen, but only then for the internet. hungry for someone to touch or hold me for real, I began to search craigslist for older men hosting or looking for other men,. I would send them pictures of me dressed in thongs and stockings and await responses. One afternoon, I got this older dude, and he sent a yahoo link as well.,. so I promptly added him and began to video chat. He said he liked my outfit and wondered if I wanted to come over to his apartment, which wasn't far from w... Continue»
Posted by villelohne 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Back to the shitty date which ended up not so shit

I straddled Ron, the black hung stallion and impaled myself on that huge cock. I slid the whole length of that massive shaft swallowed that shit up, til I felt it in my lungs. It must have felt good because his eyes got all googly watching me take that black dick all the up inside me! It felt soo deep pulsating inside me!

then WTF? Andre, starts to straddle his face and get rimmed by Ron! I knew these fuckers were fags, and that really fucking turn me on! Not because I'm into gay sex or anything. Just into the possibilities it presents!!!! I start to grab his balls and stroke dre's ... Continue»
Posted by sataori_fukame 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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The Bike Path

I've been wanting to submit a story for a long time. I have a ton of ideas for some fictional sex stories but very few real life stories to talk about since my sex life is fairly normal. this story was special because it happens out of the blue and with a dream girl.

My buddies and I had been planning to attend this festival downtown. To avoid the traffic and trying to find parking, which can always be a bitch and not to mention the parking tickets if the meter runs out, i decided to leave the car at home and public transport. This also left me the option to drink and not drive or even t... Continue»
Posted by mikmarkham 2 years ago  |  Categories: Anal, Shemales  |  
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MY first time with a Tranny :)

so one night i was feeling super horny, and was jacking off all day, i went our that night and got home super d***k and super horny. i called up my local chatline and started talking to this tranny that told me she was horny as well, one thing led to another and i gave her my address. we talked on the phone as she drove to my house, i was completely naked and told her i would answer the door like that. when she finally drove up i could hardly contain myself, she got out of her car in flip flops with the prettiest toes, some tiny pink sexy short shorts, and a yellow tanktop filled with a b cup ... Continue»
Posted by luv2havefun 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Shemale Gangbanged

Hi........readers.......i am a shemale whose presence looks like an angel.......Due to my physical appearance....boobs,ass....whatever boys use to look at is as soft as cream.My story starts with a mistress ....who fucked me twice....but without any payment...So it was a summer and i called him to pay me....he told sure u come to my home .....i will pay you.I thought why he agreed so easily.....but any how i thought what he can do ......maximum he will again fuck my ass and suck my boob snot more than that ....so i went to his home.......OMG....i was shocked....when i saw ...6 to 8 males with ... Continue»
Posted by ladyxboy 2 years ago  |  Categories: Shemales  |  
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Gina

Gina

you hate yourself. that's all you can think of. every day. every night. you hate what you are. you hate what you have become. it's been one year since you've been k**napped. one year locked in this house! in the middle of nowhere. one year since the last time you saw your office. your friends. your wife. your son! it's been one year since you were normal. if you only knew... you would never have opened the window of your car! that guy would never have sprayed you! you would still have your life...


you hate what you have become...


*****


1 year earlier...

this nightmare... Continue»
Posted by slim_krak 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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