With his long curly hair, he did indeed look like a little girl. He continued to dress that way for the next few days and played as a girl until I was able to discourage him by making him do girl's chores.I talked with the other Nannies, during our routine coffee sessions, about Jerry's behavior towards cross-dressing. Some of the others had heard of it, but none had first hand experience. They thought maybe because there were no male figures in the household. But then some had girls who never wore dresses and played with boy's toys and games and never thought anything unusual of it. So why were we so disturbed about Jerry? He'll likely outgrow it as the girls will. Somehow, I wasn't so sure....I never did.Pam wasn't helping...she continued to buy Jerry girl's clothes. She thought it was fun, the things being so cute. Jerry loved them...I'm not sure whether because they were just new items or because they were pretty, and he continued to wear them and slowly began to act. He was in the room and the glass was on the nightstand. He gazed at me and the bed. In the center of the bed lay the props I arranged, a rainbow of silk scarves. “Is that what you want,” he asked. “It’s my favorite,” I said quietly. “I love everything we do together, but I have to admit it’s my favorite.” It was very rare that we indulged in this sort of play. I probably was a bit reserved about asking. I could see him stir, his boxers ever so slightly bulging. “I guess I didn’t know,” he replied. “You know, there’s not much I wouldn’t try once,” I said. I reached out to him, cradling him through the fabric of the shorts, gently squeezing. “Tie me up, please!” He gathered up one of the scarves, holding in both hands. Gently, he touched the silk to my breasts, moving it back and forth. “Wrap the scarf over your eyes,” he said. “I don’t want you to see anything.” Blindfolded, he led me to the bed and had me lie down on my back. Several minutes later, I found myself spread-eagled and.
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