Friday night has become tranny night at the adult bookstore I frequent. No, not officially, but the last few times I've gone by on my way home for work on a Friday there have been at least one tranny on hand.
Last weekend there was an attractive one chatting up the clerk as I entered and paid. He/She was giving me the eye and smiling as I took my change. I stepped into the theater area, half expecting the tranny to follow me, but nothing happened. After a few minutes, I went to see where she might be.
There's an area of booths in the other second on the store, and it seemed pretty dead for a Friday night, with hardly anyone else around. The tranny was standing in the far corner, beside a booth that has a sofa and a little more room that the others. She was tall, slim, wearing a fairly conservative business-type outfit but with a very short skirt. She has a fashionably short wig on, and makeup. Long, shapely legs were accentuated by dark hose. She demurely adjusted her hose at one point, showing off a hint of bare leg between the stocking and her skirt hem. After eyeing her for a few minutes, I walked over.
"Nice legs," I said.
"Why, thank you," she said, a big smile spreading across her face.
We began talking quietly. She said her name was "Angela" and that this was her first time at this bookstore. She seemed very nervous, but when I opened the door of the book and held it for her, she quickly stepped inside.
We sat on the pleather couch and started a video of two bi guys and a girl. I caressed a nylon-clad thigh and we talked as we watched the action, which was pretty hot. Finally she said "So what do you like to do?"
I told her I enjoyed having my cock sucked and "topping a nice ass."
"Topping?" She really was a newbie.
"You know," I responded. "Fucking."
"That's one thing I've fantasized about," she answered, "having a cock up my ass. But I haven't tried it yet."
"I can make it happen if you like," I said with a smile. I wasn't sure if she was telling the truth or not, but it didn't really matter.
With that she reached for my dick with her free hand, and soon it was growing hard and thick under her touch. Her eyes grew wide. "I don't think I want to try fitting that thing up my ass. It's huge!"
"Well," I countered, "you can get it nice and wet and it will be fine. I'll be gentle." I unzipped and my large cock sprang out. She immediately put her purse down and shifted in the sofa. She bent her head down over my lap and began to do some wonderful things to the head of my cock. She may have been an anal virgin, but she sure knew how to suck dick.
Her ass was now jutting into the air, so I started playing with it. I stuck the tip of my middle finger into my mouth to wet it and pushed aside her silk panties. I began probing her asshole with my spit-slick fingertip. She jumped, then groaned around my cock. After a couple of minutes she came up for air. "Do you have any lube?" I did. "Then please try to put your big cock inside me."
We stood, and she pushed her panties down, knelt on the sofa facing toward the wall and wiggled her ass at me. I fished the lube out of my pocket and shoved my pants to my ankles. I put some lube on my dick and put a little on my finger, which I then inserted into her ass. That alone seemed to drive Angela wild. Then I place the head of my cock against her asshole and slowly worked it into her.
She was tight, and I didn't want to be cruel, but she was begging me to slide it in deeper.
"Oh yeah," she kept moaning, "I have a cock up my ass. Fuck my man-pussy. I am such a slut."
One past the initial pressure she began to open up a bit and I could start stroking. I fucked her with a slow, steady rhythm for a good thirty minutes, going a little deeper bit by bit. She was alternatively groaning and cussing a blue streak, and kept asking if I would cum on her ass. Finally I did, pulling free and unloading a thick stream on her ass and across the top of her hose.
We rested a moment and then began to get dressed again. She fished around for her purse, then straightened and gave me a polite kiss on the cheek.
"Thanks for breaking me in. ... You know, I wish I was your girlfriend."
"Well, my dear Angela," I said as I opened the booth's door and moved through it, "You can be my girlfriend the next time we're here together."
"Then I'll come back every night," she said with a chuckle and a dramatic sweep of her hand.
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