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Saturday night came around and she laid out a maids outfit she just bought for me to wear, black thigh his, high heels wig and all. when I was done d...essing she had me come into the back bedroom and she was dressed in a tight black mini, no bra or panties, black thi his and 4 inch heels, she was finishing up her makeup. She said since i liked dressing up she was going to do my makeup for me ( I was rock hard allready from the outfit i was wearing..this got me even harder).she put eyeliner,. Then I felt the familiar blunt hardness of his cock pushing at my asshole. For a moment my muscles contracted to deny him, but he had prepared me well and I felt his knob end lodge inside. I whimpered as it started to stretch me and then it went in and I cried out. The pain was awful. I think I was crying a little bit with the pain. “Teddy relax my little friend. That’s the worst over. It’s going to be nice for you now. It’ll always be nice after this.” I was gasping, trapped. More

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