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I gently rolled over on top of her and she spread her legs so I could be in between them. I then slowly moved the inside pant leg of her shorts away as I did before when I fingered her. While I had my chance I put my dick on the lips of her already wet pussy lips and rubbed up and down. I felt the head of my dick part her folds and knowing now that I was good to go in, I plunged my dick a little further inside of her. I felt a little wall blocking me from going any further. I would have dive right through her cherry but she squeezed and I saw tear about to come down her rosy cheeks. “Are you sure you want to do this?” I asked“Yes, please make pop me, I want this so badly” she reassured me And with that I pushed my hand down on her hips and drove my pelvis forward. Upon popping her cherry, I felt her warm blood rush around my dick. Usualy this grossed guys out, from what I herd but for some reason, this turned me on really bad. I then started moving in and out of her after she had. Kerry followed close behind. Electricity coursed through my body in anticipation of what might happen next. As I opened my dresser drawer, Kerry sat down on the bed and crossed one leg over the other. I pulled out the wig and heels and placed them on the bed. Kerry looked at me and firmly stated, “I want to see you in it.” My heart skipped a beat, but I had no ability to demur. I reached for the wig. But as I did so, I immediately heard Kerry say, “No, all of it.” I thought I understood what he meant, but I looked at Kerry and motioned to my sweatshirt and jeans. Kerry nodded slightly. So I proceeded to slip off my loafers and jeans. Every now and then I snuck a look at Kerry, who was overseeing my actions approvingly. I took off my sweatshirt, so that now I was fully exposed in the bra, garter skirt, nylon panties and stockings I had been wearing under my street clothes. Kerry seemed to drink in the sight of me. “Now, put on the heels,” Kerry directed. I did as I was.
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