Shemales Porn Stories
Page 66

New Control

I'm no stranger to the concept of chastity and orgasm denial / control; but recent events have really opened my eyes to it and I now feel I can speak about my experiences with it now having been subjected to it for an extended time. Unlike my previous experiences with being controlled through chastity, this time I feel well and truly broken -in a totally submissive way. I had believed that my time with it before was all there was to it as previous lovers and Owners had locked me up from time to time in an effort to establish more control over me. Now my current situation has me at a whole new ... Continue»
Posted by LaArana 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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My first steps ---- / My second time. Misha /

Hello dear readers. More recently, I quite casually come here, read the stories of many of the authors in this issue and, if not original, also decided to share with you my story. Of course it will not be very different from the others, but it will be supported by my photos, and you can get an idea about me. My story is absolutely true and real as myself. I just changed it in minor details (names, places, and events), but otherwise, everything that I have outlined here - happened to me actually.

Before you start reading my story, I recommend you visit the page "My World" on «mail. ru »at m... Continue»
Posted by aleksandr40 2 years ago  |  Categories: Shemales  |  
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My second time. Misha

Once in the middle of June last 2013, I first give the man a half months have passed. Transgressing the line because of which there is no return, I learned to live with this new idea, the thought that I was fucked. Experienced by me that night forever changed me. Conflicting feelings overwhelmed me: on the one hand - I could not believe that I still decided on this, on the other - somewhere in my town lived a man who ****d me, and I liked it, despite all the confusion of the meeting and small penis size of my first lover. Losing virginity and realize the seriousness of this event, I was fright... Continue»
Posted by aleksandr40 2 years ago  |  Categories: Shemales  |  
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Gina C

A number of years later, after my first shemale expereince, I still had a penchant for a hot shemale or a slender sissyboy who was passable. That's when I met Gina, who fit the mold of a slender sissyboy who was much more than passable, she was gorgeous.

The first time we got together was on a rainy Sunday afternoon. My wife was out of town and I was cruising aroind on AOL in the SoCal Shemales chatroom. I came across her screenname and we started to chat. We traded writen descriptions of one another and she sounded very hot. She was white, in her late 30's and was married like me. Sh... Continue»
Posted by Blackpapi65 2 years ago  |  Categories: Shemales  |  
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Poker Night Part 6

Sunday morning, Daddy woke me up with his cock in my face. "Suck" he said and I latched on immediately. Sucking his morning wood to completion in my mouth. I could still taste my ass on his cock and it was wonderful. He made me gag on his cock before shooting a load down my throat. "That'll be your breakfast for today" he said. He then left without saying a word. I woke up more and got dressed in a pretty little pink sundress and white stockings and headed for the living room. Daddy was on the computer not paying much attention to me. I sat down on the couch waiting for him to finish. He final... Continue»
Posted by ConvertedGirl914 2 years ago  |  Categories: Gay Male, Shemales  |  
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Sissyfied By A Big Black Bull

Last night my life changed forever. We have new neighbors move in next door ,they were two big strong very buff black guys that were drop dead sexy ,as soon as a saw them moving in I was perving at them through my window and my sissy little white dick was hard in an instant as I have been fantasizing about being with a black man for a while now . I decide to put on some sexy under garments and my ugly male clothes over the top to hide them and I went over and introduced myself ,man are these two the ultimate fucking hotties mmmmmm b... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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TV CD Sissy Slut Fucked hard at the Adult Video Bo

Put up a local CraigsLList ad saying "TV taking on all cummers
at a local Adult Shop", gave the date and time. Which was
last night.

I enema'd and bought some new black thigh highs to go
with my shoes. Legs looked hot if I do say so myself.

I got there early and was the belle of the ball. As soon as I walked in
several guys loitering in the arcade hallway, approached me. We got
into the largest booth and they put me on my knees. Unbuckled and
plop, 3 cocks in my face. Score Bitch! I went from cock to cock to cock.

Heavenly, the cocks were 5, 6 and 8 inches erect. Of course the ... Continue»
Posted by CrimsonQueen17 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Becoming Zoe II

It had been a night filled with surprise and hot sex with Zoe the night before. I awoke late on Saturday laying on my side looking out the window of the loft at the snow beginning to fall when the bathroom door opened and Zoe came sauntering out still wearing her purple camisole and white boy shorts. Her long thin blond hair fell around her face as she slid into bed behind me and put an arm over my hip.
“good mornin’ Zoe” I reached back and squeezed her ass.
“Good morning mister man” she slid her hand down and began stroking my naked cock. “I feel like a morning screw” she began ki... Continue»
Posted by triphammer73 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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CD CUM SLUT IN NJ

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 StockingsNLacy 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Daryl Wants Me Girly


Daryl is a black guy. He's everything for me. I simply adore him and we gel so well; the things we like and want to do are sublime.

Just being with him sets me apart from the guy in the street or the guy in the office, or the guy who uses to go out with girls and to what end? I guess I was just following the trend but girls soon suss you out and no way could I love nor have sex with a girl.

Sooner or later it just had to come out I was gay and when I met Daryl on that sweet Sunday when he had me over the bath full strength I realised then just what I was missing and where I should be g... Continue»
Posted by Yoav_Roth 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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First time

Continuing with my life stories, this recounts my very first man.

I was still a teenager and still at school. Those were mere technicalities and certainly had no bearing on my libido and overwhelming desire to experience a man for the first time.

I had heard through various sources and local papers that there was an increasing issue with gay men cruising in a certain park in my town. I had to find out more. One day I told my parents that I was staying late at school to catch up on some homework. This gave me the opportunity to check this park out, plan my strategy and eye the talent t... Continue»
Posted by TerriSlut 2 years ago  |  Categories: Anal, Shemales  |  
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Workout

Several times a week I go to the health club for a mild workout. I often see a guy named Mike. We chat as we workout. Now I am a secret TS so I'm totally clean shaven but also lots of guys who are into working out are also. Anyhow Mike is a real hunk! As most guys do Mike will make an occasional joke about the size of his penis. The bulge I secretely glance at looks pretty good but real size hard to tell. So last week we were done together so we were showering & boy was he right about the size of his cock. So he caught me looking & said "see told you it is pretty big". I said "yes it ... Continue»
Posted by nyloned1 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My first time-an unexpected pleasure

I spent the summer of 1983 in New York with my dad and stepmom. I was 18 and was in between my freshman and sophomore year of college. I had a cool job as a bank messenger on Wall Street and plenty of time on my hands. I used that time to hang out in Times Square which, at that time, was porn heaven. Many hours were spent looking at all kinds of loops in the peep booths. Everything from guy/girl, lesbians licking and sucking sweet pussies to shemales and crossdressers. I had seen my first shemale photo spread a couple years before in an issue of Hustler and was instantly intrigued and turned ... Continue»
Posted by Blackpapi65 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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The neighborhood sex slaves Part 4

Read these first if you haven't:
http://xhamster.com/user/Bigrodtaz/posts/331951.html
http://xhamster.com/user/Bigrodtaz/posts/333881.html
http://xhamster.com/user/Bigrodtaz/posts/341592.html

Kelly had just filled Jack's boi pussy with her cum, pushed him down to the ground, pulled her cock out and came over to me. I was being fucked by Mary with one of the biggest strap-ons I had ever seen in person let alone felt in my boi pussy.

While Mary was fucking me, she was fucking herself, it was a vibrating double ended, and it felt so damn good. Mary began her first orgasm which erupted fr... Continue»
Posted by Bigrodtaz 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Loved it in my ass

Hi all
It all started very innocently but turned into an obsession.
Me and my girlfriend (Karen) at the time had a perfectly normal if slightly boring sex life, wow was that about to change. One night we were at it and in the heat of passion she wanted me to fuck her arse which is something i had never done previously, at the time it would not have mattered what she asked i said of course and dutifully filled her lovely arse with my hard cock, it felt so tight and good that within minutes i was spraying her arse with my hot cum. She smiled a looked at me and commented on how good that was an... Continue»
Posted by blueone71 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Hotel Weekend

(Short Weekend Story)

A couple months ago i went on a work trip to Ohio. I thought this would be the perfect getaway opportunity to put on some of my lingerie and prance around in it. I was definitely excited when my boss said it was mandatory to go. All sorts of things had ran to my head. Even my cock started to bulg up in my pants.

When i got to my hotel the first thing i did was stripped naked and started trying on all sorts of my lingerie. Its been awhile since i had worn them so you can tell that my cock was just super hard and dying to cum. I had my tablet with me so i jumped on x... Continue»
Posted by asiansexi 2 years ago  |  Categories: Shemales  |  
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My girlfriend found out my crossdressing secret

It was just like any other day at work, when I recieved a text from my girlfriend Nikki asking if she could borrow my laptop to get some work finished as hers wasnt working properly and she was in a rush to get it finished... I was really busy so agreed, gave her my login and thought nothing more of it..

I arrived home to be greated by Nikki who thanked me for letting her use my laptop and told me I was a life saver, she'd ran me a bath as a thankyou and told me to go straight up so it didnt get cold.. I stripped out of my suit on the landing and jumped in. While I was relaxing away in the... Continue»
Posted by slut_trish 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Sunny Day with Neighbor II

Sunny Day with Neighbor II
The wife had crashed our all boy party {The BEST kind} but this is a fill in flashback to earlier that same day. I had just fucked F. for the first {but not last time}. I watched him closely as he got out of bed and walked gracefully to the bathroom. His cute cream colored ass was a little pink with some liquids{ sperm and lube} appearing around his lovely rose bud. I licked my lips thinking of how good it was to fuck him. I was finally admitting to my self that I was more attracted to males than f... Continue»
Posted by robin48 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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the second time i sucked cock for panties....

ive been into being a fem slut for a while... dressing up in girls clothes and sucking dildos.....
after giving my first front seat blowjob to a local married guy in exchange for his wifes panties, i was ready to become a fully dressed slut for cock.
the first time i sucked cock, i just wore panties under my jeans and a hoodie. met him in a parking lot, got in his truck, asked if he had his wifes panties... he gave me them, asked if he had a condom on yet, then leaned over and started sucking his cock as he called me his wifes name...
he had a small dick, and even thru the condom, i could t... Continue»
Posted by bjbettyj 2 years ago  |  Categories: First Time, Shemales  |  
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