Shemales Porn Stories
Page 74

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 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Bi MMF, FemDom, Cross Dressing, Cuckold - Part 1

I have these friends, a husband and wife. For the longest time, I've wanted badly to have sex with both of them. First I wanted just him, but I thought it would be even better if I involved both of them.

I'm bi, but they don't know that. Anyway, after years of hanging out with them, I see how domineering she is over her husband - my friend. She really puts him down, bitches at him constantly and belittles him, in front of anybody and everybody. She's really mean, but she's mostly been nice to me. She's pretty, blonde, curvy but not fat. My friend is not so much handsome as he is "pretty". H... Continue»
Posted by chrissylegs 22 days ago  |  Categories: Anal, Group Sex, Shemales  |  
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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 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sandy comes to visit me

If you have read any of my prior stories, you know that while I was born as a boy, I more closely resembled my mother and my older s****rs. I was the only boy in our f****y, and from a young age realized that I was destined to live as a girl. It started early in life, with me sneaking into my s****r’s rooms and admiring their pretty things. Later on, I actually began “borrowing” things from each of my s****rs. I lived in secret, ashamed that I was different.

When I graduated from high school, I moved to the big city to attend the University. I was fortunate, as my grandmother loved me dearl... Continue»
Posted by Rickicd 4 years ago  |  Categories: Shemales  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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A kitty in a movie hall Part -3

There I was, stuck in a movie hall naked after being fucked and cummed on again and again for hours. I realized it was evening and now there might be more people coming in. It was safer to get home somehow. But how? With no clothes and no one to turn to, I stood there shocked with a cum coved body, leaky cock and puffed red asshole full of sticky cum.
"What are you standing for boy? Cocksuckers belong on their knees!" I heard the man, suddenly beside me. I jumped at his voice because I never heard him coming but without a second thought I dropped to my knees facing his crotch and I knew that ... Continue»
Posted by CumLovingKitty 3 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Hotel sissy slur blowbang

So....about 3 or 4 months ago i met a guy in chatropolis. In the 'showoffs with webcam room' ill call him tom as im not sure he and his friends would want me using real names on the web. We talked and flirted for bout an hour. I have to get pretty horny to cam for a guy. He was totally into the kinda stuff that gets me off (sissy humiliation and cum eating) so eventually i cammed for him he watched me dress up girly, toy my ass and finally blow my sissy load into my cum cup before guzzling it down like a crazed slut. All of the time egging me on, teasing me, humiliating me, abusing me until he... Continue»
Posted by hornyTVluvr 22 days ago  |  Categories: First Time, Group Sex, Shemales  |  
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Fantasy of a Fantasy

It wasn't that I was opposed to man-on-man sex. It's that I wasn't for it. I mean, it didn't get me hard, but it didn't turn me off either. I know this not because I sought it out, but a gal I dated for a while confessed she loved gay porn, and had a fantasy of a threesome, where she'd back off and watch the two guys go at it. This was years ago, of course, and being the open minded guy I was, I said I'd consider it, if, big if, the other dude was okay.

But, as I said, this was years ago, and we never got around to trying. She went her way, I went mine, and eventually found myself in a... Continue»
Posted by TransContinental 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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she had a COCK bigger than mine ..oh my !

this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT.

iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well...

there was this older lady who il call Ms.Auburn who lived in the neighborhood that everybody knew,especially the men because she was a tall long legged brazilian chick with a pair of double D's that you couldnt possibly overlook and she would always come out on her steps with a short tight satin auburn coloured housecoat a... Continue»
Posted by jerkme 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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His last Refuge Pt:1

His last refuge

I was sitting in the library, trying to read, but I was constantly distracted by the chatter behind me. They didn’t know that I could actually hear every word of their gossip. Just a moment ago, they were talking about some fat k** with his abusive father; however, it soon switched to John. John was a tall, handsome and strong sophomore Quarterback. He was basically a celebrity in the university, every guy wanted to be his friend and every girl wanted to be his.

"….Dunno why he hangs out with him. I mean they just don’t go together, you know what I mean?" said the squeak... Continue»
Posted by dani99887 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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MY PORN SHOP CONFESSIONS

AZNSWAG

if you read my blog on my profile , you can see my background into how i got into the porn shop business..
i thought it might be fun to share some of my personal stories: things that i have seen & done while working at the many different porn stores across my city. this is one of my many experiences that i will never forget


ill just name it.. my porn shop confessionals =)

i worked at this particular porn store from 2006 - 2010. usually porn stores are very hidden. usually they are in some abstract location where privacy is held to its highest... Continue»
Posted by AZNSWAG 2 months ago  |  Categories: Shemales  |  
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unexpected

Well my mom knowing I was a crossdresser and hell all about me and more.I have only talked to her on the phone since her s****r Mary came for visit two weeks ago.Well aunt Mary didn't know that i was dressing as woman and living as one plus she didn't know at all about me and my mom being together.
I just got home from getting my nails filled and some shopping for sexy shoes and dress I wanted when the phone rang.I looked at the caller id and seen it was my mom.I answered it and said hello. To my surprise it was my aunt.
She said how are you? Good and you? She said well I been here to wee... Continue»
Posted by cdpaula 4 years ago  |  Categories: Mature, Shemales, Taboo  |  
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Luci


LUCI


I only went into the bar on that stormy winters night because I was drenched, and I had to get out of the rain.
As I walked in a soft dark voice beside me said “Oh you're wet, you should get out of those clothes.” I turned and saw a lovely lady sitting at a corner table near the door.
Well I'm not the ugliest bloke in the world, but it's the first time an absolutely gorgeous woman has told me to take my clothes off as an opening line!
I told her I was very flattered by her invitation. I saw she was alone so I asked if I could buy her a drink?
She said “That would be nice... Continue»
Posted by ladylikesit 2 years ago  |  Categories: Gay Male, Shemales  |  
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Married to a hot and horny redhead

My wife, what can I say she is tall and leggy with thick, natural wavey orange red head with beautiful porceline skin and just enough freckles to tell you she is a ginger. Add to that smokey green eyes and thin sexy lips and you can see why people refer to her as Gorgeous Gwen.
From the time we started dating my friends all expressed their envy at me landing such a smoking hot piece of ass. She is a freelance writer for fashion magazines and on-line blogs so she is pretty dressed up where ever she goes.
I got home one Friday evening from an afternoon shift. I knew she was home because ... Continue»
Posted by triphammer73 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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He NEEDED me!

I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in the guest rooms; no cars on the street, nothing going on at all. Here I was, in platform shoes and a mini dress, face made up, and a very wet g-string from being horny and tucked for hours. I locked the room and strolled around the parking lot, then across a grassy area to where the highway bordered ... Continue»
Posted by dana213 5 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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surprise pick up

This is how I lost my virgin ass.

I got off work one day and on the way home I figure I'll stop by the adult book store to try see some peak show. The place was unusually packed. I usually go there an play with my dick.

So the place packed so I leave when I leave I notice two girls walk in across the street one had those short shorts and made me honey right away the notice me looking at them.

They waived hello and I drive past them and toght fuck it let me see if I can give them a ride. I drive my car in front of them open the passenger window and the girl with ahorts come up and say... Continue»
Posted by down4tgirls 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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becomiing a bitch


It was supposed to be simple. A blind date, set up online. A hot chick. Me getting laid for the first time
in a while. You know. Simple. And that's what actually happened. Sort of.
I get to the bar, I see Meghan across the way, sitting pretty in a short black dress, legs crossed,
sipping on a martini like she's sucking my cock already. Far as I'm concerned, I'm as good as fucked,
the way she's making herself out to be: smooth thighs, big, round tits, lips that could blow the cap off
a bottle of Bud, legs long as tomorrow and an ass as big as today. Fuck, I feel I'm in the bag already,
... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Interracial Sex, Shemales  |  
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Pick-up truck abduction scenario

He led me out the back door where his pickup was parked behind the house, surrounded by tree cover with no other houses in view. It was a big truck, two door but very high off the ground and with a particularly long and high bed.
"Get in" he said. I headed toward the passenger door. He stopped me halfway.
"No, no darling. in the back. Get on in there, now."
I walked back and looked in the open tail gate at the seven foot-long bed, which was literally what it was now, a bed.
A mattress with a clean white sheet lay across the bottom. The truck was kinda jacked up so it sat very high in the... Continue»
Posted by subval79 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissy Sharon's Saturday

The day begins at 4:30 a.m.. I am awakened by the alarm next to my bed on the floor in my tiny cell. It’s barely big enough for the old mattress I have to sl**p on, but it has been my bedroom for the past 8 or 9 years (I’ve lost track). Every day is basically the same. I wake up and crawl from my room to the bathroom at the end of the hall in the basement. Cameras watch my every move, so trying to cheat by walking (ever) is a no-no. The punishment is far worse than the crime, so I am always obedient. In the bathroom I administer several enemas, being sure to expel all the nasty waste from my b... Continue»
Posted by scatpetsmaster 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Gloryhole

I have had a fantasy since college. I was in the adult viewing booth when I heard a tap. I loooked down at the hole and heard a womans voice asking if I wanted my dick sucked. Obviously I did, so I pulled it out and stuck it through the hole. At first it was just licked with some tugging on my balls. Once I was fully erect she took into her mouth. She sucked it with just her mouth at first. She then started working it with one hand while gently rubbing my balls with the other. I counldn't hold back any longer. I came with such intensity I thought I would pass out. It was the best blowjob I eve... Continue»
Posted by swordlvr69 4 years ago  |  Categories: First Time, Shemales  |  
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