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“Hmm, more like every day for the past couple of weeks and twice on the weekends.” Theo’s cock was still hard, in spite of the torture he was enduring. “How many times did you make Tiffany cum, hmm? How many times, Theo?”“Uh, I don’t know…,” he said, his mind racing, but distracted. His dominatrix mother looked so sexy in her black panties, garter and heels. Her naked breasts looked so inviting. Theo was thinking fast. She hadn’t killed him yet, so there was still hope! “She said she liked it. I had not been in a girl’s dorm room so my only experience was the guys and those rooms weren’t fit to live in. So this was refreshing. I wasn’t snooping but as I sat on the desk chair on her side of the room I looked towards her made up bed and saw something I did not anticipate. Lying just under the bed was a lace trimmed panty thrown in a heap. But I was shocked when I saw the tip of a dildo sticking out from under the panty.It made me smile, “I guess she found a way to have her fun,” I. We had corporate housing in a large condo development owned by the company. It was fun in the summertime with several pools and sand volleyball courts spaced throughout the development. We were now in the second weekend of training and the company had sprung for Margarita stations, kegs of beer, a DJ and barbecue for the Saturday evening.Lights were coming on around the pool and volleyball pit as the sun went down on a gorgeous summer evening. Most of us were getting slightly drunk after all. In the early afternoon we decided to take a ride to town so our hostess could show us around. Laura and I went to change and when I opened my suitcase I realized that my Mistress had not packed any male clothing other than a leather harness. I was told which dress to wear and handed a new pair of red pumps with 4" heels. I was not allowed a wig or make-up and would have to spend the day walking around town with everyone knowing that I was a man in a dress. I figured I should at least smoke.
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