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We emailed back and forth up until that night, and agreed to meet around ten at night. I had six hours to prepare and I used them all. First I stripped naked and went into the bathroom where I used nair on my legs and butt to really make them as smooth as possible for him. Once I was satisfied with how hairless I was it was time to get dressed. I locked myself into chastity to begin, not wanting to become erect at all while I was with him to add to the feminizing experience. Then I slipped on my purple nightie, followed by my wig. I looked myself over in the full length mirror adjacent to the beds before laying down on one of them to paint my finger and toe nails with the polish I had purchased that morning. Once I had finished with that it was time to apply my makeup. I took my time and applied foundation powder, blush, eyeshadow, mascara and lipstick. I admired myself in the mirror and took some pics while I waited for him to arrive. At this point it was about nine. She and me did it sometimes before she moved away.”“I remember her, she was pretty. Second part, how many times?”“I don’t know, I didn’t’ count but it was maybe twenty or more times. We did it for two months when we could get alone.” “Part three, is she the only one?”“Yeah, I can’t seem to get Margie hot enough yet.” Margie and I had been dating for two months. Erin fell over to her side, propped up on an elbow and looked up at me. “Your turn.”“Truth or Dare?”“Truth.” “Did you do it yet with anyone?” My sister answered quietly, “No, not even close.” “Do you want to?”“I don’t know, maybe if the right boy asked me.” “Do you play with yourself?”Erin turned beet red, looked away then nodded slowly. No words were spoken and I knew she would never admit out loud that she played with herself. She regained her composure then asked “Truth or Dare?”“Dare.”She looked directly into my eyes and said barely over a whisper, “Show it to me.” Ahhhggggh. The look in her eyes, the tremble in her voice.
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