Shemales Porn Stories
Page 81

how did i lost my virginity

The storie start like that i was always goving to a secret place during day off and week ends for crossdressing and taking sunbathing
For many years i always go to this place and i never so anyone there !

But this time when i entered the forest i forgot to look behind me and this was my mistake and i will pay the price for that mistake !

So i walk true my secret place but a guy was following me but i didont see is
As usual i arrived t8 my place so i open my bag put a blanked on the floor and sited down and started to dress slutty and makeup sexy !
I was ready for my sunbathing so ... Continue»
Posted by sissyslave78 8 days ago  |  Categories: Anal, First Time, Shemales  |  
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Being trapped, a rewarding experience

It was many years ago, I was a newly minted Sargeant in the Army and was on a 48 hour pass in Bangkok. I was celebrating being promoted and had a few bucks in my pocket and a massive hard on. I went down to pig alley and went to several bars where the local girls were doing their version of Go Go dancing. Most were without tops and their small breasts with erect nipples were glistening with sweat in the tropical heat. My cock was certainly not softening in that atmosphere. A fairly tall girl approached me. I am a nipple fan and her's were extended a full inch above her small but firm bre... Continue»
Posted by phillymark1 7 days ago  |  Categories: First Time, Shemales  |  
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Amy's Return

The phone screen displayed Amy's name, I had not spoken with her in months, my curiosity piqued I took the call but let her speak first.
"Hello Daddy" her voice low and sultry the way I taught her.
"Hello Amy, I see that hunky basketball player dumped you."
"Uh, what, how did you....huh?"
Ah the youth, so predictable. But I suppose I was no smarter when I was her age, looking back on those times, yes, I was just as dumb. "Because I know you my dear, remember I was the one that taught you. You were always my favorite." Trans girls like real girls love compliments and she was one of the s... Continue»
Posted by gypsy61 7 days ago  |  Categories: Fetish, Shemales  |  
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slut

Hotel Slut:
I take you to the hotel for some fun. So I decide to tie you down to the bed like a dirty sissy slut like you should be. I strip you naked and tie you down on your back with your head over the edge of the bed. This leaves your mouth open so you can be face fucked and the big cocks that will be coming can slide down your throat. I leave you there and go down to bar, but I leave the shades open so anyone passing by can see what a sissy slut you are.

I go to the bar and run across a group of men in town for a convention. Knowing that conventioneers are always horny and looking for... Continue»
Posted by bmld55 7 days ago  |  Categories: 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 7 days ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Cockatoo Part 8

Cockatoo Part 8

Shane's lips brushed mine so gently I wasn't sure he had kissed me at
all, as if he was still giving me the chance to back out. I closed my
eyes and pressed my lips onto his and I felt the pressure increase and
we were kissing properly, his lips crushing mine. I felt lightheaded,
and the bl**d began to pound in my ears as I felt his arm pull me
closer. I hesitantly put my hand up to his face to stroke his cheek, and
I was shocked to feel his stubble beneath my fingers. It was enough to
jerk me into the reality what I was doing and I froze. What the hell was
I doing? ... Continue»
Posted by nikkiesilk 5 days ago  |  Categories: Gay Male, Shemales  |  
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A surprise at the party - Part 2

In part one of this story I've told the tale of how I met Tanya. A party at my friend's house, in which we were introduced with no pretext. A few drinks and a slow dance later, We were running up to find a bedroom, like a high school couple in a college party. An hour more went by and we were standing together in the shower after an unusual, yet very pleasurable sexual encounter. She was tall, beautiful, and had soft East-European facial features I just couldn't resist.

As we were standing in that small shower cabin, and I was washing off the soap off of me, she leaned in to kiss my back, w... Continue»
Posted by GalFa 4 days ago  |  Categories: Anal, First Time, Shemales  |  
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My CD GF wants to be treated like a lady

Sammie is my TG/CD girl friend. Let me tell you about are last hookup. I made a date to take Sammie out for dinner on Valentines day. I asked her to geo all out dressing up, makeup clothes boots the whole nine yards. She loved the idea and said yes. I made reservations at a very nice restaurant, it's dimly lit and the music is very low and soft. I like that so that we can speak softly and romantically to each other. I picked up Sammie at 8 sharp. My God she was beautiful, her gorgeous red hair shone, her makeup was perfect, I loved her eye shadow and this really dark shade of pink lipstick. He... Continue»
Posted by Lossst 2 days ago  |  Categories: Fetish, Shemales  |  
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Nervous

I have never been so nervous in my entire life, what the hell was I
thinking?!

Before I start there, let me take you back a bit and describe myself. My
name's Sal and I'm kind of a huge pervert. I've got short black hair and
I'm 19 years old, 5'7" and 150lbs. I'm pretty small all in all, but because
I cycle a lot I've got nice thick legs and a bit of a bubble butt.

Back to me being a pervert. I'd never been with anyone before, so I was a
total virgin. I'd recently been getting my rocks off online looking at
crossdressing and bondage pics. I'd recently started buying linergie, sex
... Continue»
Posted by klammer 1 day ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Birthday

It was supposed to be the best day of my life...and maybe it was, but
definitely not in the way I planned.

My 21st birthday...my first day as a man, as a true lord of the Manor...my
first day as a Master. I was so nervous I threw up my lunch. Not very
manly, I know, but just the thought of having my very own sissy to play
with had me teetering between the giddy excitement of a k** right about to
open the biggest present under the tree, and the stark terror of officially
being a man in my step-father's eyes...how could I measure up to him? I
felt destined to disappoint him...and I did... Continue»
Posted by klammer 1 day ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Submissive

Now I have a very feminine side and have always been interested in men,
however, being married and from a small mid western town where they called
guys interested in men queer, fags, well you know all the derogatory terms
the straight laced populace use. We had moved to Florida for the purpose
of a job that I had applied for and after two interviews actually landed.
I found that even though the city we had moved to was more of a large town,
the community didn't come down so hard on guys like me. I have always
ignored my interest in men, but over the years have been approached by men,
... Continue»
Posted by klammer 1 day ago  |  Categories: BDSM, Gay Male, Shemales  |  
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In Püblic



I began my
transformation from regular boy into cock suckking teenage crossdresser.

we were having a really hot heat wave here in philadelphia; my mom wanted
me to get out of the house and off the computer so she suggested a movie.
I felt wierd going to the movies by myself but I really did want to see
that inception movie. I looked up when they the theater opens up and was
surprised they had a 1030am showing and it was a cheaper price which was
good for me. Being on summer break from school and not having much luck
finding a part time job I was short on money. I did not want ... Continue»
Posted by klammer 1 day ago  |  Categories: BDSM, Gay Male, Shemales  |  
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First Night Out as a Sissy Pt 2 (By Crystal_ed)

So picking up where I had left off from my last published story…. I had just ventured out for the first time as sissy, determined to find a man. I went to a local sports bar dressed in in my tightest jeans and favorite panties and teased a group of guys. Was able to get one of them into my car for my first blow job ever and after swallowing his enormous load, his friends busted us before I could know the pleasure of him inside of me. After being busted (but feeling sweetly naughty) I was going to call it a night before I realized the bar tender still had my card because I hadn’t closed my tab.... Continue»
Posted by Crystal_ed 1 day ago  |  Categories: First Time, Gay Male, Shemales  |  
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Something about Tricia ..



I'm a straight white guy but recently have become curious about Tgirls.
Tgirls are wonderfully sexy and beautiful, but between their legs is a
cock. They say that they are women born into a man's body. I'm not sure
about that, but I keep hearing that they really know how to please a man.

I would never consider being with another guy, but lately I've been
wondering if I could be with a Tgirl and just enjoy their fem side. One
afternoon I browsed the t4m section on CraigsList, looking for a Tgirl I
might be comfortable with.

I saw an ad that caught my interest, "Tgirl seeking ... Continue»
Posted by klammer 1 day ago  |  Categories: BDSM, Fetish, Shemales  |  
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One of my true experiences...a unexpected opportun

So I had this wedding to go to, and at the time I was dating a Russian girl named Vicky...it wasn't serious, mostly just a sexual relationship. She was a sexy girl who knew it. At first she didn't want to be my date but after some convincing she agreed to go. The night of the wedding I picked her up at her house. She come out wearing a sexy tight blue roughed mini dress with shiney tan pantyhose, beige high heels...her makeup and hair were perfect, with her amazing tits just teasing you in the tight dress. She looked so amazingly hot.

The wedding was a great time with drinking and dancing.... Continue»
Posted by Sarahaspencd 1 day ago  |  Categories: Shemales  |  
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My new flat

I had not long turned 18 when i moved into my first council rented flat, before then i had been living at home and dressing up in the confines of my bedroom chatting to guys on web cam , some of them knew i was not a girl, but most of them did not.i am only 5ft 6in tall and weigh just under 10st i guess i have never been what you would call masculine .
i had been looking forward to and planning so much for when i moved in and had been out shopping for so much girly stuff for my new life.
I had not long got out of my Bath , skin was smooth not a trace of hair to be seen, i had spent 20 mins ... Continue»
Posted by julieanneff 4 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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black man's sissy boy

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 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the car. The journey was uneventful apart from me feeling very lightheaded from being in a constant stat... Continue»
Posted by claracduk 4 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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she showed them the pictures

Some years ago, While my wife and I were separated, I was out of state and she called to ask if she could use the computer at my place. When I returned home she asked about the pictures she found of me all dressed up like a whore with some guys cock in my mouth and of me setting on a dildo and taking the whole thing. I made up some story about I was experimenting with a fantasy I had but that I didn't like the real thing and I was done with that fantasy. ( I told myself she bought it.) We never talked of it again and we got back together. Life went on. Last Halloween her friend Tina and her hu... Continue»
Posted by firstknightd 4 years ago  |  Categories: Shemales  |  
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Nice surprise on the journey to work

This is a deliciously erotic story sent to me by my fellow writer Ila, I hope you enjoy it as much as I did and also the second part of the story which is to come..

I got up early this morning for a change.  I had a feeling that today was going to be a good day.  At the time I didn't realize just how good.  The sun was shining for the first time in several days.  That, at least, was a good sign and an improvement over yesterday's rain.

I headed off to the bathroom for my morning ritual.  A quick shower and then I was ready to get dressed.  I put on my normal businessman's uniform ... Continue»
Posted by keliana 5 years ago  |  Categories: Shemales  |  
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