It was actually very comfortable, a layer of very soft leather lined the inside and it felt like there was a layer of padding between the soft inner leather and the heavier outside layer. As she tightening the laces from the top down it molded itself tightly to my head and face and finally over my chin and to my neck. I felt her tie-off off the laces and then she turned my head back to where I was staring at the ceiling again. I could feel her attaching something to the sides and top of the. She was indeed almost nude, just a sexy red and white blocked apron was barely covering her pussy and tits. She told that the lovely restaurant lady from across the street had brought it over. She thanked every one of us for the lovely evening and that it had been beyond her imagination. It was the best party ever she told. She came over and gave everyone a hug. I could not resist and when she gave a hug to me and Jill, I used my finger to get a quick feel of her pussy and it was still. Jim took his time and this time he only slipped in the very tip of his cock, I relaxed my ass muscles and told him to push further. The pain was still intense but not as painful as the first time. I encouraged him to push further till his head broke through and was inside me. He felt me take a big breath and waited for me to tell him to keep going. Jim kept pushing until before I realized it, his whole cock was inside of me. He laid back on top of me and we both relaxed a bit. I could feel all. I couldn’t help but wonder if they were looking at me because I was dressed so slutty or if it was because they knew I was really a man. Once I got to the store I walked in and closed the door. It wasn’t overly big, but it wasn’t small either. There were what seemed like thousands of toys and adult movies. I thought I must have died and gone to heaven. I looked at some of the sexy clothing they had on mannequins. I had never worn too many roleplay outfits but I couldn’t help but think what I.
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