I have been watching him for a long time now. Young and lean, a loner for the most part. I have been waiting for the right time. When his parents put out a flyer looking for someone to tutor him in math, I knew it was my chance. I offered to tutor him for free, a deal they couldn’t pass up. Sitting close to him on our first day together I could feel the sissy aching to be free. I could see it in his eyes and hear it in his voice. Harley was eager to help and soon emerged from her room dressed to the hilt in all her sissy splendor. She came and sat in my lap wrapping her arms around me while I kissed her and told her how beautiful she was and how much I love her. My young student looked at us with longing in his eyes and I just smiled. Harley made the next move and asked if he would like to wear some of mommy’s clothes? She told him how beautiful he would look and how much mommy loves to share her things. He looked at me and I nodded approval. When he came out of my room hand and hand with Harley I could see the relief in his eyes. Now my student shows up and changes right away. Our lessons now include sissy training as well as math.
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