Shemales Porn Stories
Page 113

Where it all started

I guess it all got started when I was a teenager and joined a swim team with Brian, who was my best friend and whose parents also happened to be my parents closest friends. We had to swim in skimpy little speedos which didn't conceal much from the imagination and hugged your every curve very tight when they got wet. One day after practice Brian and I were alone in the locker room when he looked at me in my suit and told me how sexy I looked. I was suprised by the comment, but even more surprised at how it turned me on. "You really think so?" I asked him, shocked at the excitement I felt a... Continue»
Posted by cdmelissaluv 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1701  |  
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#1 - Nikki's First Experience

I had recently started my transformation and was just past 18. I was at the stage where I was just starting to dress as a female in public and friends convinced me to go out. At the local pub over the course of the night my friends all found someone and I had resigned to the fact that I probably wouldnt find anyone until a young guy in his mid 20’s approached me. He said my friends has told him about my change and he was very complementary saying I looked pretty convincing. Over the next hour or so we spoke in the pub about everything from jobs, hobbies and eventually if we were both single wh... Continue»
Posted by Nikki_93 2 years ago  |  Categories: First Time, Shemales  |  Views: 1672  |  
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Black fetish Part II

So pretty Patty had taken those pisc of us and showed them around school and the boys called me sissy and I didn’t care...they were going to beat me up and they called me a freak and the head of the boy gang said he would save me if I did all the homework assignments for him and a couple of friends....and being a mathe whiz and a great English student that was all easy peasy and...you know what happened to Pretty Patty.....she ended up with a bunch of motercycle lesbians and they tattood her ass with the words...Snitch Bitch,,,,,and I left my small town for the big city and became the hottest ... Continue»
Posted by mia1 3 years ago  |  Categories: Shemales  |  Views: 563  |  
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My Shemale Girlfriend

I have a shemale girlfriend who is hot as hell. She has a small cock like a clit, small balls, and a tight juicy ass. She also has a beautiful set of tits. when we do 69 it is explosive. When I use a condom I make sure it has no lube because she sucks it so hard and wet it drips naturally. As I fit it into her tight ass it slides n so easilly and then I pull off the condom and fill her ass with cum. She also likes me to cum in her mouth. Now she wants to be shared so if you live near me send me a message. THIS IS FOR REAL!!!... Continue»
Posted by firefighteral276 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1111  |  
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Becomming a Sissy Slut

Sandy's Life
My name is Sandy Johnson. I chose that name 35 years ago because I like Sandy and I knew a hot female with the last name Johnson. I first remember finding my mothers underclothes in the bathroom closet. We she and my Dad would go out I could go in the bathroom and put her slip on and find a pair of dirty panties in the dirty clothes hamper. I still love the feeling of an old fashion girdle!

I dated in HS and went to college, married, went to war, had c***dren, divorced, married again and divorced again. All this time I kept buying women's clothes and... Continue»
Posted by sandynccd 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1313  |  
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Alice 3

Alice part three.
On the way home from the office I was feeling good about what Stephen had said about me being the top female engineer, then it struck me, I was the only female engineer. I popped in the bank and paid in the cheque from Santex, with so much going on I had forgotten all about it. I did some shopping and got a few bottles of wine, also another pack of KY, dad had used a few on me this week.
I changed from my suit to a mini skirt and strappy three-inch shoes.
I set the table for three, and prepared dinner. Five thirty, dad came home.
‘H... Continue»
Posted by ratty9uk 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 581  |  
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First Sissy Fuck part 1

I am in a hotel room and there is a knock at the door. I open it to let in a sissy girl in heels, fishnets and a very short dress. She has lots of make up and very red, shiny lips.
'I assume you are wearing everything else I requested' I ask.
She giggles and hitches up the dress to reveal lacy panties barely concealing a but plug at one side and a cock cage at the other.

She asks for permission to touch me, and when I nod she feels stokes my erection which rises to the occasion and trembles under the soft touch.
She kneels down in front of me and unzips the fly, releasing my fairly av... Continue»
Posted by honestjohn1962 1 year ago  |  Categories: Anal, Shemales  |  Views: 1197  |  
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Cruising With Chrissie

Several years ago my best friend and ex college roommate Kelly and I took a week long cruise, visiting several lovely
tropical Islands. We had an exceptionally good time as the food was fantastic, the alcohol flowed freely, we didn't manage to
part with too much money in the casino and we sampled some incredible strains of pot.
The days aboard ship were taken up with sunbathing, swimming, reading trashy novels and generally relaxing. The
evenings on the hand were spent drinking, dancing, gambling and socializing. Once we'd lost our limit at the Black Jack
table we would normally head for... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Lesbian Sex, Shemales  |  Views: 496  |  
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My tranny slave (uk tv ts and cds apply)

My biggest wish is to own a tranny slut a cheap worthless little cumwhore. Is make wear stocking suspenders a short skirt and black lace panties. I would rule her with an iron fist. First I'd make her crawl on all fours like my lil pet I may even keep her on a leash. She would be f***ed to obbey my every order or face punishment. I would want her to feel worthless like a piece of shit on my shoe. I d make her gag on my hard cock just to watchh the look on her face as my cock is rammed deep down her throat. Her tight little dissuade ass would be mine insrryion of objects and fucking her sensles... Continue»
Posted by crbigboy 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 645  |  
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Milking Time B4 Chapter 13 The Shit Hits The Fan

Chapter 13: The Shit Hits The Fan

The next morning came too soon for everyone on the Island. No matter what their feelings, or which side they favored, all of the amazons had a sense that something drastic was going to happen today, and that things would not be the same again for them.
Tiffany had called an emergency meeting for nine o'clock, for the entire Island to be present, in order to decide Barocca's fate. At a little past eight o'clock, Dee Dee and Ebony walked through the corridors to the unused quarters where they had locked Barocca in the night before. Dee Dee carried a tray... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 141  |  
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Time marches on Pt 3

I woke up in the middle of the night to my right eye flashing. It was an alarm. It read, "Proximity Alert!" I was confused, so I spoke up, "A.I. what's going on?" I'd almost forgot about having it. "Unidentified individual on premises." I sat up, and quickly looked around my room, Amber and Mariah were still asl**p, and it was 4:30 a.m. "Unidentified? Please clarify?" I stood up and put on my boxers. I was rubbing my eyes then the A.I. responded. "Individual is not a resident of this building." I snapped out of whatever fatigue I had left, "Oh, no. A.I. deploy all auto cannons now!" Again, the... Continue»
Posted by wheels1825 10 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 852  |  
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bonfire.

One gorgeous spring morning strolling into the kitchen my other half hands me a cup of coffee and says a beautiful weekend for a first run on the bike ,looking over the rim.of my cup smiles a weekend away with you sounds heavily when we leaving finish your coffee I will make you breakfast then we will pack the the bike.
We are ready dressed bike is packed asking him any place in mind he says we will let the bike decide ,the bike comes to life vibrating with anticipation on our destination ,lift my leg straddling the bike wrapping my arms about the Mr.
Driving the road to know where we have b... Continue»
Posted by chocolatelace 23 days ago  |  Categories: Shemales, Taboo, Voyeur  |  Views: 1481  |  
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The Politics of Dancing

"What the fuck are we doing here. Seriously?" I growled in his ear. I was still smiling, and I doubt anyone was going to be lip reading.

We were on the dance floor, my arms around his neck, slowly swaying to a crappy Lawrence Welk-wanna be band.

"You know what we're doing here, darling." His reply was sugar coated, sappy with his big grin. And why shouldn't he be smiling. He was dancing with the most beautiful woman in the place. The men were obviously jealous of his new trophy wife, and the women were too polite and too mannered to say anything directly, but their eyes said it al... Continue»
Posted by TransContinental 1 month ago  |  Categories: Shemales  |  Views: 1373  |  
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Smoking hot TV

TRUE STORY. I had got a hand written note through my door saying I looked great in my PVC mac. Shit! Id been rumbled, but how? I had never ventured out whilst all tarted up, so someone had spied me thru my window, and only my kitchen had net curtains, so it must be my male neighbour!! I decided to test my theory next time I dressed. I had my short red PVC chinese dress on, with fishnets, white patent thigh boots (5" heels), my curly blonde wig, and my over the top makeup made me feel so wanton! I tried to see if he was watching thru his window, but couldnt see him, so I put the kitchen light o... Continue»
Posted by HonorAnneDObey 3 years ago  |  Categories: Fetish, Shemales  |  Views: 320  |  
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Nylons in the Office

I work in an office where attractive women are few and far between. There is one analyst for whom I would die for one torrid lesbian affair.

She's blonde, blue eyes, 5'7", 110ish, mid 30's and All-American good looks. Yesterday, I was briefing our director and she was sitting behind me. Since the weather has changed, she has switched from dress slacks and heels to skirts/dresses and boots, and she was wearing her leather boots with black nylons, black pencil skirt, and a nice fitted blue blouse.

As I finished talking, questions started being fired around the table. I leaned back in... Continue»
Posted by noellejordan 3 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  Views: 665  |  
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but was it REALLY all about the big black dick?

so...

i'm certainly not complaining, 'cause i'm actually pretty happy about it, but you've kinda fuk'd things up for me.

YAY!!!

i mean, i used to go out at every opportunity i had & A: whore; B: hit the book store; or C: just roam the streets in general.

but being with you was just so fukin' wonderful that i've pretty much lost interest in doing all that. it just seems so dirty & cheap & doesn't mean the same things it did to me before. it had been about meeting people and having a chance to interact with them as gyrl. now... i've met you... our brief encounter filled me up with so... Continue»
Posted by roxxanna 1 year ago  |  Categories: Shemales  |  Views: 725  |  
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Fantasies...

They had met in a hotel bar and she knew immediately she wanted to fuck him. He had her so wet just by looking at her, that when he told her he was a glamour photographer who had just finished a shoot up in his room with a local girl, she almost came there and then. Controlled by the pulsing in her damp pussy, she found herself telling this stranger that she had always wanted to be a glamour model and did he think she had what it took ? Would he take the bait ?

He smiled and said the best way to find out was to take some test shots and if she liked he would be happy to take them for her.... Continue»
Posted by Goosie 1 month ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1887  |  
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The Perfect Woman, Plus (Part III) - Happy Rear En

The 3rd and last part of the Perfect woman, plus story... Hope you enjoy it!


When I got home from my second steamy assignation with Amber, the sultry blonde she-male “girl of my dreams,” I found out I’d won ten million dollars in a magazine contest! Of course, I didn’t believe it at first, but when I phoned the company to confirm, they said I was indeed the Grand Prize winner!
My first thought was to call Amber and let her know my good fortune. I called the number she’d given me, but I got an answering machine. Then I remembered that she’d told me to say my name and she’d pick up. She ... Continue»
Posted by freegre 1 day ago  |  Categories: Anal, First Time, Shemales  |  Views: 978  |  
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Jayne and Jeffrey 2

Part II

It took Jayne a few weeks to get used to the idea that Jeffrey had been watching porn with images of transvestites being dominated by pretty, strong women. She found that the more she got used to the idea the more it turned her on.

When Jeffrey was out, and she was in on her own, she frequently hacked his account on the porn site and watched all of his favourites over and over again. Being particularly interested in any new favourites he added. Afterwards she would masturbate with her favourite toys and imagine it was the two of them ... Continue»
Posted by slave_ariana 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 596  |  
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Deep sexual fantasy part 2

I Know it been since last year since wrote about my bring up, and in that time space I have done a lot more.

So remember i was saying that in part 2 I would talk about my fantasy....well to my luck it came through :).

On a cold winter Sunday, coming from a business meeting i made my way onto the Tram from Roosevelt island to Manhattan, trying to find my way to the A Train to get to 181st in Washington heights. Being new to New York i had a difficult time finding the A/C Train which i eventually found, which is at Columbus Circle.

Reaching to my friends house, lets call her Nancy (whic... Continue»
Posted by Caribbean_Freak20 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1348  |  
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