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Nanny dressed me. Now I can be like you and Nanny."I apologized to Pam for doing that but she smiled and said it was clever. It made me happy wearing those clothes...maybe Jerry would be happy, too. She was in no hurry for Jerry to change. She let him play it out, but he stayed that way till bedtime. I told Pam it was Jerry's idea to cross-dress. He had played with my things before, but this time he dressed himself so I helped a little. We wondered if he wanted to do more of it. The next morning, he asked me if he could do it again, but I told him my clothes don't really fit very well and that we'd buy him his own things. He accepted that. Later, I again found him wearing my lipstick and shoes. I called Pam to tell her what happened. When she came home that day, she had bought Jerry some things. She figured he would just secretly wear our clothes anyway so let him get it out of his system now. She bought him little girl's panties, petticoats, a dress, hose, and shoes. I said hello to the women and then settled in on one of the lounge chairs and started reading my book. After some time the other women packed up their kids and pool gear, said goodbye and left, leaving me to some peace and quiet. I guess it was around half an hour later I heard some voices and the security gate open, glancing up I saw it was Michael and I assumed a friend of his come in. Michael was the son of one of the few black neighbors who lived two houses down. I knew he had been at college and figured that he was home for the summer. He had always been a nice kid, doing odd jobs around the neighborhood, a bit shy and quiet, and a little pudgy. However, as he entered the pool I could tell that he had changed some while away. "Hi Ms. Jen" he said when he saw me, "this is my friend Malcolm." "Hi guys, home from college?" I asked. They came over and put their towels on some chairs just down from where I was sitting. "Yes, it let out a few days ago; Malcolm is staying with me for a.
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