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I worked for a real estate broker with rich clients and he sort of had a corner on the market in our neighborhood because he was related to the origin...l builder and provided insurance to the homeowners from the date of the original construction to the present day. His name was Billy Bob Booker and he was about as macho as a man can get without being sent straight to jail. He had made me bend over his desk that first day in the office and I was so embarrassed when he saw my “granny panties” of. She had put on a hot low cut top, sexy little skirt and stockings and looked super hot....she was a tiny girl at 4'11 and about 103lbs with nice large b-cup titties and the tightest little pussy (for now!!)so there i was waiting in anticipation...not knowing what would happen and if it would happen where i could watch it like the cuck voyeur i was....about 30mins in i heard some giggling and little playful noises....my cock was throbbing at this point and i wanted to see what was up....a few. ‘I’m so friggin pathetic.’ The words were a harsh whisper. Plane, train, and show tickets lingered in the box, along with tags and pictures drawn on menus, placemats, napkins, and any other scrap Ted had gotten his hands on over the years of their friendship. Pictures of her and all the boys were disorganized and scattered between the pages. The handwriting of a sea of friends come and gone on notebook papers passed inbetween and during classes. Her first driver’s license. Sobs overtook her as. I sure do miss it. This happened about 10 years ago. I was divorced and living alone, and playing whenever I got the hots and had a good opportunity.I checked CL one weekend night to see if there was any fun to be had, and found a post from a crossdresser visiting a nearby city and looking for company. She (I'll use that pronoun here) had a room in a local motel for the night. I responded to the ad with a nude of my body, and she wrote back a short while later telling me the motel and room.
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