First Time Meeting in Cleveland
I had been waiting for this moment for years. I had been dreaming of being fucked by a beautiful shemale since I first found out what a shemale was. I had come close to actually meeting a shemale a number of times, but I always chickened out in the end. Finally, I thought the time was right, and the opportunity presented itself. I was out of town for the night, and I was supposed to be getting ready for a hearing in the morning, but I couldn’t resist picking up the phone any longer.
I called the shemale escort that I had emailed a few times in the week preceeding my trip, and I confirmed our “date” for 9 o’clock that evening. She was going to meet me in the bar of my hotel in downtown Cleveland. I got to the bar around 8:30, and secured a seat at a table in the back corner of the room, near an exit – just in case I got cold feet again. I had a couple of gin and tonics before she arrived, and when she walked into the bar, my cock got instantly hard. I knew from looking at her that I was definitely going through with it this time.
I got up and went over to greet her, and we went back to my table in the corner of the room. She sat across from me, and had an evil grin on her face since she could tell that I was nervous. “First time”, she asked, even though she already knew the answer. She knew what I wanted based upon the emails that we exchanged. When the waitress came over to ask if she wanted anything, she said bluntly, “just bill the drinks to his room … we’re heading upstairs.” At that she got up and told me to come along. There wasn’t anyone else waiting for the elevator. When the elevator door opened, she grabbed me by my shirt and pulled me into the elevator where she produced a collar and leash.
I was down on my knees in front of this beautiful shemale as she was fastening the collar around my neck and attaching the leash to the ring on the front of the collar. When we reached my floor, thankfully, no one was in the hallway. She led me down the hall to my room, having me crawl behind her. She even stopped a couple of times and had me kiss her feet, legs and ass. It was incredibly exciting and nerve-racking at the same time. I would have been completely embarassed to be seen on her collar and leash, even though the people would have been total strangers. But at the same time, I would have done anything she wanted out in that hallway. I was thinking with my cock at that point, and my cock was ready to cum at the slightest touch.
To be continued …
Masturbating to Shemales
Who doesn’t enjoy masturbating to a good shemale porn video? I know that I do. Well, shemale porn magazines are right up there with the shemale porn videos, but shemales online are the best. 
One thing that the internet has done is to bring shemales into the home where they belong. You’d have to say that the shemale’s natural habitat is in the bedroom, in some sexy lingerie with her big hooters and even bigger cock out for you to play with, suck and fuck.
My virgin ass was tapped by a shemale
I’ve had girlfriends finger my ass during sex, and I’ve even had a butt plug in my ass; it wasn’t until I got the courage to meet up with a shemale in Columbus that I finally had my ass stuffed with real cock. I had always wondered what it would feel like, but this completely blew my mind away. To start with, the shemale that I met – Raven – was drop dead gorgeous. She was 5’10″ without her heels, a 38D chest, and incredibly long legs. She completely seduced me while we were drinking, and before long we were kissing.
Raven put her hand on the back of my head and gently got me moving down her body, kissing her all the way. I licked her from her neck down, until I reached her panties. I kissed her already growing cock through her panties while I was looking up into her eyes. She just smiled and enjoyed seeing me down on my knees at this point. She slid her panties to the side and out popped her 8 inch cock. She rubbed it across my lips and told me to stick out my tongue. She rubbed the head of her cock against my tongue before telling me when to start sucking. She controlled how fast I sucked on her thick cock by holding the back of my head and guiding it up and down on her cock. Then she had me strip for her while she sat back and watched and stroked her cock at the same time.
When I was naked, and fully erect at this point, she told me to lay on my back on the floor. I instinctively spread my legs when I was on the floor, and Raven shoved a finger full of lube up my tight ass. She rubbed her cock against my ass until I was begging for it, and then she slid her cock inside of me. It hurt at first; I had never had anything that thick inside of me before, and after the pain subsided, it felt better than I had ever expected.
The only thing that I could think about at that point was her cock. When she started fucking me, I became a total slut for her and her cock. I said whatever she wanted to hear me say, and I was lifting my hips off of the floor so she could fuck me better. I could feel her cock start to throb before she was ready to cum. I wanted her to cum in my ass so bad, but instead, she pulled out, lifted my head up, and shot her load right in my face – spurt after spurt.
I tried licking the dripping cum off of my face, and Raven threw her panties at me to wipe up the rest of the cum. I could feel the ass fucking that she gave me for the next couple of days. Thanks to her, I’m now hooked on taking shemale cock. 
