Shemales Porn Stories
Page 16

Sissification continues

As I sat in front of the mirror my long locks looked great and as I applied my final bit of red lipstick to my lips I looked the sissy slut I had craved to be ever since I had been introduced to cock by my now ex girlfriend.

Tonight however was going to be a new experience for even me with my introduction to Black Cock and just hoped I looked sissy enough for them. I had been chatting online with two guys both in their 50’s and after very little persuasion I was inviting them to my house.

Then the knock at the door came, it was time for action. Opening the door the two guys smiled their ... Continue»
Posted by sissyman71 4 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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crossdressing meeting a guy chat room

I had been chatting with a guy on line for over a year and a half doing video chats and even having video sex with him watching me do things with my dildo as I would watch him jerking off until he would cum it was all so fun then one day he asked if he could come see me.
I was a little hesitant at first after all the things I had been doing and telling him about the men I had been with, he always said one day he was going to see me and do all the thing those other guys I had been telling him about we were doing together. He made no bum about it he said when he come down it was just to fuck... Continue»
Posted by MonicaBond 4 months ago  |  Categories: Gay Male, Shemales  |  
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Smoking Fetish


First off, let me preface by saying that I am not a smoker (Not in “Real life” anyway). I do, however try to indulge a man's fantasies when we're together. I have, of course, turned down some of the more bizarre requests, but smoking for fetish purposes, is pretty benign. I have been surprised by how many men have this fetish. I don't know if it adds to the air of sluttiness that men who are into CD's prefer (Men don't want us dressed and acting like church ladies), but a lot of men love to watch a girl smoke. Just do a search on Xhamster for smoking fetish videos, and the sheer volume p... Continue»
Posted by cdncleggs 4 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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My shemale fantasy....continued

Sam leaned back and lit a cigarette, I watched intently as she took a big drag and inhailed deep, then slowly exhailing a large plum over head, my cock jumped as I watched then reached down and stroked my semi hard dick. Sam notices right away that smoking turned me on and as she took another puff she said " hmmm someone has a fetish,..." Taking another drag, just as deep but this time gently blowing smoke over my cock. I throbbed and groaned as the warm smoke flowed over me...."mmmm your a dirty boy huh..mmm I like...what happens if I put you in my smokey mouth..." Taking another drag and qu... Continue»
Posted by shootothrillmf 4 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Slutty Day!!!

Slutty Day

As a closeted CD it's sometimes hard to find time or a place to play. I usually meet my dates and dress at their place, or get a hotel room, but my car died and I haven't been able to afford a new one yet. Needless to say, playtime has been even more scarce. Compounding this, I don't live alone so I can't usually host. I did have a rare day with the roomies gone recently, so I just had to take advantage. I got up early, placed a Craigslist ad, did an all over body shave, and started getting all dolled up for a day of fun. I put on a little black minidress, black lacy panties,... Continue»
Posted by cdncleggs 4 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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Jamie

This is not my story! Found it in the net some years back from an author named "Ben Dover". Google search does not seem to find it uploaded anywhere right now, so here it is...


I was a sexually frustrated man. With an ex-wife who had ripped my heart out and being naturally shy, I resorted to masturbation as a last resort. Unfortunately, my sexual drive seemed to increase and it got harder and harder to become excited over pictures, movies and even stories such as this one. After several years in the Army I ended up going to University in San Francisco. Tired of Rosie ... Continue»
Posted by freegre 4 months ago  |  Categories: First Time, Hardcore, Shemales  |  
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Cum Eating made easy (CEI guide with no acrobatics

This post is dedicated to all of those, like me, that have fantasized about eating their own cum. This kind of fetish is something really, really hot and kinky, and I know that most of you are already excited and in... mmmh tension, I guess. And I also know that most men who indulge in such a fantasy have often chickened out as soon as they experienced their orgasm. All lust gone, all desire of a thick load in their mouth gone. Of course there are already an awful lot of CEI videos out there that have methods to ease the balance between desire and the act itself.

[image]http://ep0.xhcdn.com... Continue»
Posted by sissyAlyna 5 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Never Saw His Face The Game crossdresser fantasy

never seen his face the game

here i was sitting parked in my car at my destination it had just gone
one am as i looked at my phone waiting for it to ring five minutes went
past then it rang i answered to a low quiet voice thats me entering the
high street go to location il be there in five minutes i hope your be
ready gave me a few extra orders
i opened my car door picked up my bag got out and closed the door and
got out thinking to myself how did i get here and was it really
happening remembering how it all starting from the begining

it was a sunday afternoon and i was looking th... Continue»
Posted by steveofunandfurious 5 months ago  |  Categories: Fetish, Shemales  |  
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Caught in her undies

I've been home from work for a few days and although I get plenty of sex I love trannies, my wife doesn't know this though. I woke up with the raging horn and decided as soon as she went to work I was gonna treat myself. The minute her car pulled off the drive I was in her knicker draw! Black and pink lacy knickers, matching basque and fish net stockings.....oh and a raging hard on!

Next came the toys. I lubed myself up and popped in the large vibrating butt plug, four cock rings around my balls to stretch them and one around the shaft so I was nice and veiny. Next the porn, shemale of cou... Continue»
Posted by fun_bobby 5 months ago  |  Categories: Anal, Masturbation, Shemales  |  
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Sissy Gets A Black Master

Sissy Gets A Black Master


I got up wearily from my long and exhausting night being fucked and
punished by my new Black Master. As I awoke, I could scarcely believe that
all those depraved things had happened to me. One minute I had been merely
exchanging emails with a man, who could have been anywhere and the next
minute, that very man was at my door, in my home, and then inside my
body. Black Master, a man whose name I didn't even know, a man who looked
to be about ten years my junior, had taken me to a place I hadn't realized
existed, hadn't even realized I wanted to go, ... Continue»
Posted by sissirandi 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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School and story around it.

hello everyone.
I know some may don't like my story's because involved my c***dhood. But this is the truth unexpected harsh truth it made us for who ever we are now.
Any way I want to write about my life out side of home. In school I was one of happiest k**. But after my father start to get very close to me he would always telling me about don't let anyone get very close to u , do not make physical joke and all kinds of this advice. He wanted me for him self he get some sort of protecting mood. That's why I get more and more separated from other k**s. But I couldn't avoid all contacts. In s... Continue»
Posted by Echoes90 5 months ago  |  Categories: First Time, Shemales, Taboo  |  
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Fucked by daddy's friend

This story was a fantasy of mine from when I was about 11yrs and still think of it happening now even tho the guy in question, is in his mid 60's

I'd be at home from school alone as my parents were at work. This is when I would go through my mums sexy underwear draw. I picked out a black suspender belt, matching bra and see through panties and some black seamed stockings. Luckily I was young enough to have a hair free body and was the same dress and shoe size as my mum. So I picked out a dress theat finished half way up my thighs but covering my stocking tops and a gorgeous pair of black 4"... Continue»
Posted by danny241976 5 months ago  |  Categories: Anal, Shemales, Taboo  |  
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A Gender Bent- losing control.

"Nick was it" david asked as me Him and Kandi sat in the living room of Kandis Posh apartment in NYC. "Yea its short for Nicholas" I said. "I figured: he said smugly. "So Kandi told me you have a Nice ass, any chance you would let me fuck you?" David said happily. "I don't Swing that way" I muttered. "oh come on" David said. Kandi Fucks me, I fuck kandi we all fuck each he other " he laughed out. It will be fun. "Sorry david" I said."Its ok Nick" He said.

My head was still zooming from he d**g Kandi gave me in my drink earlier and David notcied its effect on my. "so david is like my pimp a... Continue»
Posted by youngprboi 5 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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A Gender Bent- How It began.

"Crap Not again" I told my self. "Stupid porn making me stay up late" I thought to myself as I wondered out of bed and into the bathroom to get ready for work. You see I spent the whole night up wanking after I found out a new fetish of mine. I all began at work a month ago. I just got out and decided to walk around the city in NY. I was bored. Love life in the gutter. and needed some air and soon found my self at a bar.

I seemed like another boring end till I saw this woman come into the bar. She was hot... A really killer. And every guy in the bars eyes were transfix on her. I myself was ... Continue»
Posted by youngprboi 5 months ago  |  Categories: Anal, First Time, Shemales  |  
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my shemale fantasy

It was late June and I was looking for a place to happen, I like small quiet little bars where a guy can talk and meet interesting people. I was down on the water front, and that's where I found Sams place, just what I was looking for as I entered it was dimly lite, about 10 tables and some booths and a long bar at the back. Not very many customers., but the bartender was hot so naturally I sat at the bar.

The bartender "Sam" and I started talking and discovered we have almost everything in common. From our bisexuality to our love of our shitty baseball team. Sam was tall 5 foot 11, l... Continue»
Posted by shootothrillmf 5 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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My first time with a shemale(True Story)

This is a true story about my first experience with a shemale.

I was sitting around the house the other day horny as fuck. My usual girl that i call on when i get that way had f****y in town for christmas so she couldn't meet me. So i decided that i would look on craigslist and see if i couldn't find someone that wanted to fuck as much as i did. As i was looking through the ads and as usual not finding any women that were real on there i clicked on the T4M section. I had always been a bit curious about being with a shemale and decided that i would respond to a couple of the ads. The fir... Continue»
Posted by wild_wolf_03 5 months ago  |  Categories: Anal, First Time, Shemales  |  
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Josh and Lois

My name is Josh, six foot four and weighing in at two
hundred and eighty pounds. I am a big guy and did not
have trouble getting girls even though I was not as
handsome as most and the really pretty ones usually
went for the more handsome, financially secure guys.
This was never a problem as I was screwing regularly
with the girls telling their girlfriends about my
huge cock and most of them wanted to try it at least
once.

I am blessed with a ten inch fat cock measuring nine
inches in girth... about as thick as a beer can. I
never said no and made any takers scream and ... Continue»
Posted by griffen1 5 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Sissy Cum Slut Stephy

I have been cross dressing and playing with men for many years now. One of My first experiences being gangbanged by an unknown amount of guys was at a book store. I was about 18 at the time and it kind of traumatized me as it was pretty much a gang fucked. I was dressed up in a white sundress with lace top stockings and white strap on high heeled sandals all borrowed from my older s****r. I had my make up done up just right and looked great. I have long blonde hair and was dressed to kinda sexy and all keyed up being out dressed in public so I decided to go find a guy for some Sexual explorati... Continue»
Posted by SissyCumSlutWhore 5 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Magic Panties Ch.05 (sissy story) by noflon

This story is a work of fiction, all characters are fictional and obviously the events are fake. You may reprint this as needed, just give credit to the author. If any differences occur between continuity, accept the one you like better as truth, and enjoy!



Another recap? You damn k**s love these, don't you? Got your cocks in your hands yet? You don't? Well then, you better change that! So my name is Rachel, it was Roy at some point in my life, but since the changes began, I've decided Rachel is a better fit. So, I have this magic pair of panties, I don't know where they came from, but ... Continue»
Posted by sissyAlyna 5 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Magic Panties Ch.06 (sissy story) by noflon - Fina

This story is a work of fiction, all characters are fictional and obviously the events are fake. You may reprint this as needed, just give credit to the author. If any differences occur between continuity, accept the one you like better as truth, and enjoy!



Here's the last recap for you loyal readers out there (I apologize for the delay, life got hard, unfortunately, not the fun kind), Got your cocks out? Good, because let me tell you, this one's gonna be a ride! Two weeks ago, I went on vacation from work, got stood up on a date, and the following day a package arrived at my apartment ... Continue»
Posted by sissyAlyna 5 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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