Sissy Training

The doorbell rang and I stood there motionless. Neither of the two women moved to answer the door and I wondered who would move first when I realized they were staring at me and it was MY job to answer the door. I hurried over and opened the door to find a tall, handsome black man who asked if Lady Ann was available. Recalling my training I showed him into the living room where Lady Ann was waiting. She seemed to know him well and they took a seat and began to chat. As trained I remained standing and asked if I could get them a drink and Lady Ann told me to get her a glass of wine and George would like a beer. I brought the drinks and Lady Ann motioned for me to take a seat on the opposite side of the room.

Lady Ann and George whispered to each other and would occasionally look over at me. This went on for about thirty minutes. George looked at his watch, set down his beer and announced that it was time to go. I stood to see our guest out and as I arrived at the door Lady Ann told me that it was cold and I should really have a coat. Puzzled I turned to find her holding a white fur jacket and a handbag that matched my dress. I put on the jacket and took the bag and I was still trying to comprehend what was going on when I felt a sharp pain in my rear, like a needle and Lady Ann leaned over and whispered “Something to help you relax my dear”. With that George took my hand and led me out the door to a car with a driver waiting at the curb.

What happened next was like one of those fairytales and I can hardly believe it happened even looking back on it. George was a perfect gentleman as we headed off in the car. I felt a bit lightheaded but warm and tingly at the same time. We headed towards Bethesda arrived at some large building I had not been to before. When we stopped the driver came around and opened my door and George helped me out. He took my hand and we headed in. I suppose I should have been afraid that someone would recognize me but I didn’t recognize myself.