She was pretty short about 5’4” with hair just down to her neck. I was about to walk up to her when suddenly she starts heading in my direction. That was when I noticed that she wasn’t a girl at all, but a feminine guy. Now I have always considered myself straight, in fact there was this girl I have been talking to for a while. But lately the thought of fucking a shemale has made me somewhat curious and horny so when I found out that cute ass was a guy’s, my dick just about popped out my pants. So I keep shopping while trying to build up the courage to talk to him but he eventually walks over to the shoes department. Not wanting to feel like a stalker or anything I stayed in the men’s clothing section kicking myself for not saying anything until I found a few shirts and some pants worth trying on. So about 10 minutes pass by dick semi-hard and I am in one of the fitting room stalls with just my shirt and boxer briefs on about to try on a second pair of jeans, when the door opens.. Finally he put his arms down around me and began running his hands all over my back. We were covered with sweat and slippery against each other. Freddie reached down and grabbed my ass cheeks and squeezed them both tightly. As he did he pulled his knees up in the air and I felt my cock slide down into the crack of his ass. I rubbed it up and down for a few minutes soaking his rosebud with our come. H reached his hand between our legs and grabbed my cock. I thought he was going to stop me but instead he positioned it for me to push into him. I pushed a little against him and felt the resistance of rosebud against my head. My head started sliding in a little at a time until finally my head had cleared his opening. He squeezed his sphincter around my head and it made me jump. I pushed in more and he arched his back and groaned as I went in a little further. "Are you ok," I asked and he shook his head yes and grabbed the cheeks of my ass and pulled me in more. I was almost all of the way.
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