I'm sure your macho Daddy would get a real kick out of seeing pictures of you posing in your pretty little lingerie, or seeing the video tape of the ClubDance performance. Besides, I'm sure the women at the office would miss the new 'office girl'."Bob turned crimson with shame. He obviously did not want to be exposed as a sissy to his family or his friends and he could just imagine his father's reaction if he was ever discovered. He knew there was no choice but to cooperate with Karen and wear whatever she chose. As Bob surveyed the outfit Karen had selected for the day, the telephone rang. Karen answered the phone and whispered to Bob that it was his assistant from work, Carol."Yes Carol, she will be in today," said Karen into the receiver. "Missy is just getting dressed now. Is there something you would like her to do for you?"Bob could not believe his ears, Karen was referring to him with female pronouns and it was obvious that Carol had asked about Missy. Karen finished her. His butt clenched and unclenched and tried to force me out but I stayed firm. "Just relax your ass" I said, and he was able to.I slowly lubed up my index finger into his ass, moved it around, and then pulled it out. I went back with two fingers and then three, slowly working them into him and his hole was slowly beginning to loosen up. When I pulled out three fingers, I saw his hole was a lot more open now."So do you want it lying down or doggy style?" I asked. He replied "doggy style" and bent over in front of me. I knelt behind him and lubed up his ass again. The others had gathered around to watch me. I also lubed up my dick very well, placed it at the entrance of his opening. And then slowly started to push in. His ass resisted, but I pushed the head of my cock in, and stopped.His ass was clenching like crazy, so I pulled out and then went inside him again. I pulled out again, and went again, each time only with my dick head. Then I slowly started to push in a bit more further,.
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