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Shemales Porn Stories

Memories

Gay MaleShemales

Funny I guess, the closer to graduation I got the random escapades I used to allow my self diminished. Yeah from time to time I would sit in my room and think back to the Apartments we lived in after dad's death. Think about sneaking up to Stephen/Stephanie's apartment and when he would have friends over. When I think about how straight laced "Stephen was I have to smile, when Stephanie was around, sex was always in the air. At first I was just the "errand boy,", I'd go to the store get their cigarettes (this back before they put the brakes on such things) and from time to time beers… Read more

Posted by Keith_Walters 18 hours ago 952 100%

The Trip - Chapter 6.

Shemales

“This isn’t the way to the cabin?” I enquired “We have a little business to take care of first” Joe Replied. After all the activities I’d been through so far, working a shift at the bar had seemed almost as good as a holiday, but now I was tired and just wanted to get some sleep, but I knew enough not to vocalise my protest. We arrived at a non-descipt building as Joe led me through the door and up the stairs, where we were met by Kate. “Oh good you’re here, welcome to my studio” Kate beamed “looks like a nice set up” I offered “I prefer to shoot outdoors, but sometimes it’s nice to be a… Read more

Posted by Kara_Jane_Addams 1 day ago 421 100%

The Trip - Chapter 4.

Shemales

The next day Joe told me to take it easy as I had a busy night ahead of me, so we lazed around the cabin, I cooked breakfast and lunch for Joe and Chris and spent the day tidying up and making sure the place was as good as it could be, I snuggled up with Chris on the sofa all afternoon as we watched bad movies and took the mickey out of them, it was the closest it had come to being a holiday since we had arrived. I cooked the guys a couple of steaks for dinner and as I started the washing up, Joe walked up behind me “I’ve laid your outfit on the bed for you. This evening is important to me s… Read more

Posted by Kara_Jane_Addams 1 day ago 636 100%

The Trip - Chapter 5.

Shemales

The next day I awoke and got dressed, nothing to slutty, I was aiming for sexy and sensual, as I walked to the kitchen to fix the guys their breakfast, Chris appeared. “You looked like you had fun last night” he said. “I did, thank you” I replied “Well Kate liked you so much, she wondered if you would like a job at the bar for the rest of our time here?” “I’m happy to do whatever you ask of me” I responded. Although thought it strange that we were only here for a week, and as it was already halfway over, it seemed an odd time to be starting a job, but decided it was in my best interests no… Read more

Posted by Kara_Jane_Addams 1 day ago 379 100%

The Trip - Chapter 1.

Shemales

I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because I was helping Joe out with a film project he was directing, and the role dictated the sacrifice, it was a poor excuse but they chose not to question it further, although I did shudder when they said they were looking forward to seeing the finished movie. One Sunday night I got a telephone call from Joe telling me to come over right away, I… Read more

Posted by Kara_Jane_Addams 1 day ago 1 1,098 86%

The Trip - Chapter 2

Shemales

I awoke suddenly feeling dazed and with my head pounding. "Kara, baby...you okay?" asked Chris Chris roused from his slumber and reached for me. I was sitting up, breathing hard. "It was nothing. Just a dream, I guess."

 "Okay. If you say so." He rolled over to look at the clock. "It's about time to get up anyway. Must have been more tired than I thought."

 As I gathered the covers around me, I noticed, I was wearing a Japanese schoolgirls uniform, there were red marks on my wrists that looked like rope burns and I could feel fresh cum leaking from my ass. Chris saw me squirm and said… Read more

Posted by Kara_Jane_Addams 1 day ago 556 67%

The Trip - Chapter 3

Shemales

I soaked in the tub for close to an hour, thinking about my predicament, it was only the second day of the trip, I figured if I was going to get through the week then I just had to resign myself and do whatever Joe asked of me, sex is just sex, I reasoned, it doesn’t matter who or how many people you have it with, it’s still just the same physical act, if I could get over the psychological aspect of what I was doing, then it would be a lot easier. I mulled it over for a while, before getting out of the tub, brushing my teeth and swilling my mouth out with mouthwash, it still didn’t entirely g… Read more

Posted by Kara_Jane_Addams 1 day ago 330

The Trip - Prologue.

ShemalesBDSMFirst Time

It was 10 o'clock on a Friday in late June of 2005. My parents were away visiting relatives for a few weeks. My sister Claire had gone out partying with her friends for the night and wouldn’t be back till Saturday morning. Which left me all alone in the house. For as long as I could remember I always loved dressing up in my sister's clothes. When I was lucky enough to have a whole night with everyone out of the house, my first point of call was always my sister's room. I had been shaving what little body hair I had for years. I used to lie and tell anyone who noticed that a lot of swimmers a… Read more

Posted by Kara_Jane_Addams 1 day ago 1,045 100%

Advice for dating a tranny ... for the semi-straig

Shemales

I will apologize right of for the grammar etc. I am not a professional writer by any means. A bit of prep is in order here. As an adult no one really likes being told how to think or what to do, we have TV commercials for that. That said, as a "Gurl" I may have a bit of insight into why your long fantasized about date with a chick with a dick didn't go as you dreamed. I would also like to point out I am in no way an expert and I am sure my views will differ form other "gurls" so take it for what it is, my opinions, everybody has them. I am not full time so my opinions will be far different… Read more

Posted by stillde 1 day ago 761 100%

That Gurl

AnalGroup SexShemales

That Gurl Monica was a little nervous as she rode the elevator up to the 45th floor. It was the Executive Floor, influential money makers. She worked in the interoffice mail room for the whole building and had never hand delivered to “45”. Monica checked herself out in the mirror like walls of the elevator. Hand brushing her hair, she was satisfied that her cowl neck sweater with her pleated skirt were OK. The elevator stopped on floor 20 and a tall lady stepped in. They exchanged glances before she turned to face the door.… Read more

Posted by GurlTown 1 day ago 2 1,045 100%

My first time with a trans

FetishFirst TimeShemales

Young, dumb and full of cum! I suppose that I better start from the beginning,... It was an icy cool evening, in my Mother's home, the wind was blowing loud and hard, it had already knocked over the bins, leaving a s**ttered pile of debris, the lighter items flapping about in the brewing storm. It was just a couple of days after my eighteenth birthday. My mind started to wander and to explore and learn about all the curiosity running rampant about my own head, the desires I had towards the opposite sex. But most of all. When I first got to discover the unspoken, hidden world of what ar… Read more

Posted by naughty-kinky-love 1 day ago 1,161 100%

My first time with a trans

FetishFirst TimeShemales

Young, dumb and full of cum! I suppose that I better start from the beginning,... It was an icy cool evening, in my Mother's home, the wind was blowing loud and hard, it had already knocked over the bins, leaving a s**ttered pile of debris, the lighter items flapping about in the brewing storm. It was just a couple of days after my eighteenth birthday. My mind started to wander and to explore and learn about all the curiosity running rampant about my own head, the desires I had towards the opposite sex. But most of all. When I first got to discover the unspoken, hidden world of what ar… Read more

Posted by naughty-kinky-love 2 days ago 7 3,884 93%

Dear Diary - Valentines Day 9th grade

AnalFetishShemales

Hi all: If you have read any of my post you would know that I have been keeping a diary since I was eight years old and I go back and read them often. It is fitting that I came across this entry yesterday seeing it was valentines day (and yes I did have a date yesterday mater of fact 2 of them one for lunch and one for dinner, How much candy can a GURL eat LOL ) Anyway. In 9th grade one of the boys who I serviced often passed me a note asking if he could take me out for Valentines day. My heart fluttered while reading the note WOW a real date. Of course I accepted. He was going to pick me u… Read more

Posted by MichelleSissy14 2 days ago 1,624 78%

Shemale Mistress borrows my Submissive Wife For a

BDSMShemalesGroup Sex

I received a call from a friend of our's a Michelle a shemale Mistress asking if my sub wife could be available for a weekend party. I asked my wife last night if she wanted to be lent out ? She said it would be fine. I called Michelle and said she would be ok. Michelle said she would text me instructions. A day later I received a text of instructions have wife completely shaved pussy, ass and head . Have her dressed as follows cuffs on ankles and wrists. Butt plug and garters and heels and 6" heels. Deliver her to me at 3214 Wescott Street with only a raincoat on her. Ring bell and leave her… Read more

Posted by Masterpaulshaw 4 days ago 2,408 92%

Creating Catherine Part 7

ShemalesMatureHardcore

Oh my miss Catherine, Angel excitedly said, that must have been the most exciting day for you! A slight smile crossed my face and I laughed a bit. Why did you laugh, Angel asked. Oh, I answered, I was just thinking about that day and how I was anything but excited. But miss Catherine, that was your beginning. I mean, it was like your real birthday or something, right? I couldn't help but smile and laugh some more before I said, you know, I never really thought of it that way. But I guess you're right in a way. Even so, at the time I wasn't excited. I was actually so anxious I was nauseated ma… Read more

Posted by kathleen73 5 days ago 344 50%

Macy Sees the Danger Ch.02

AnalShemalesHardcore

After a rough fuck by Steve, Macy finds out there is much more going on with Steve than she ever imagined. . . . . . I finally picked myself up off the shower floor and stood there. . . letting the blood flow back to my brain, I had been laying on the floor of the shower for what felt like hours. I pumped body wash into my hand and started to scrub my body. My fingers guided the soap into my tender hole, it was a little sore. I hadn’t gotten lubed up enough, it was worth it. Something about Steve though, something was different. It had been like that the last few times we were togeth… Read more

Posted by MaskedBottomBoy 5 days ago 1 550 80%

Encounter in the train with an Indian young man

Interracial SexShemalesFirst Time

A few years ago in august 2009, in the period i was a transvestite for only half a year i was travelling by train between my hometown and the Hague. Often i went to the red light districts in the Hague or Amsterdam. I looked around for the T-ladies who worked behind the windows and chat with them. Also that day. This time i was dressed sexy feminine with a skirt and see athrough blouse and for the first time i had eyeliner all around my eyes. Me on august 13th 2009 with eyeliner all around my eyes A femal… Read more

Posted by KittyTranny 5 days ago 1,278 67%

Where have all the good times gone?

Group SexAnalShemales

It’s absolutely awful! One of the last two porn cinemas still existing in France has just closed its doors forever for lack of customers. There is now only one still standing in this country: the Atlas, at Pigalle, in Paris, which exists since the 60s. And there, the show is of course, and always has been, much more taking place in the two dark rooms than on the screens. It was one of my favorite hangouts during the quasi 20 years I spent in Paris with my second dyke of a husband in the 80s and 90s. She would decide sometimes that we would spend our evening apart and would let me free to do… Read more

Posted by LadyJoelle 5 days ago 2 725 100%

Als DWT von Mama überrascht

FetishMatureShemales

Meine Freunde sprachen mich schon immer auf meine hübsche Mutter an. Und obwohl wir seit Jahren immer wieder Herrenbesuch in unserer Wohnung empfingen, blieb keiner von ihnen länger als ein paar Monate. Mittlerweile ist meine Mama eine wirklich heisse End40erin. Nach wie vor schlank und genau um ihre Attraktivität wissend. Wir haben ein super Verhältnis, helfen uns wo wir können und haben keinerlei Geheimnisse voreinander. Zumindest nur eines von dem sie nichts weiß - ich stehe auf Damenwäsche. Bereits als Teenie fand ich es geil Travestiekünstlern zu zuschauen und wollte mich Anita nennen. Da… Read more

Posted by agulhasLA 5 days ago 1 396 100%

Chapter 8 Part1- Made up like a girl

First TimeShemalesTaboo

Julie told me to come to her house the next day after I had introduced her to the man next door that I had been having illicit sex with. I knocked on her door and her mother let me in. I was wearing my usual summer outfit of well worn too short cutoffs and t-shirt that fit just a little too snug. I went upstairs to Julie's pink bedroom and she opened the door and locked it behind us. "I can't stop thinking about what we did yesterday" she gushed. "I never dreamed of anything like that. It felt so good when he did that to me." I know, isn't it fun?" I said. "And I think he likes you a lot… Read more

Posted by LRock4fun 6 days ago 1 1,264 83%
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