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As I was looking at all this she walked into the bedroom and told me to have a seat at her makeup vanity. She spent the next 30 minutes or so doing my makeup. I think we both a little amazed at the results. Next she did my finger nails and toes with a pretty bright pink nail polish, the I put on a garter belt and thigh highs. After I stepped into the dress and she zipped it up she gave me a pair of high heels. Lastly she put a wig cap on me followed by a long blond wig. I stepped back and admired myself in the mirror. Before I could say anything she said there was one more thing I needed to put on. In her hand was a chastity cage. As she locked it on my cock she explained to me that it would remain there unless she decided to remove it, and she would keep the keys.I looked at the bed and the only thing left was the strap-on, she noticed me looking at it and picked it up and explained that this was for training me how to take a large cock in my ass. With that she put it on and grabbed. The next morning Mom was already gone when I got up. I took a shower then walked downstairs with my towel wrapped around me. While eating breakfast, I slipped the towel off. I spent the day naked watching TV, hoping the UPS guy or mailman would ring the doorbell. Just before Mom got home I slipped on some shorts and a t-shirt. She asked what I had done all day and I just said not much. I already knew it was going to be a boring Christmas break. Mom told me that she had run into a friend at the store and told her I was home and already bored. She thought I might like her son David to come spend some time with me. I told her not to try fixing me up with a date. I was not interested in someone still in high school and it didn’t matter that he was only a year younger than me. Besides that, he was scrawny. She told me he would be over at 7:00 and I might want to put on something nice. I went up to my room with no intention of dressing up for this guy. I heard a car pull up a few minutes.
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