Lynn licked his lips."Would you like to borrow my lipstick?" Gloria said."No obligation?" Lynn said."You owe me a coffee when this is all over, girlfr...end." Deal," Lynn said.Thirty minutes later, Lynn looked better and felt better, because Gloriahad been true to her word and had produced a lipstick in a lovely shadewhile not pressing with further questions. He sat there admiring hismanicure, which was holding up very well, when a tall, thin,breathtakingly beautiful woman came through the door,. With that, she leaned over and took my cock in her sweet little mouth started licking and sucking on it. It felt awesome and I didn't want her to stop either. The boy then came around toward my face and since he was already naked, put his cock up to my face and told me to open my mouth! I did it too and he popped it in there. It was really weird feeling, having his dick in my mouth but still was fun so I sucked on it a little and kinda ran my tongue around the head. We all played around a bit. One night when we were out having drinks she ask what my deepest secrets were. She would share hers with me in return if I told her mine. This took a lot of convincing and a lot of drinks. She went first telling me she prostituted herself when she was young and would take on multiple partners.We talked a bit about hers then it was my turn to confess. I told her that I had cross dressed most of my life on and off. She was shocked at first then laughed saying no way you do that. I assured her. It reminded me of the laundry manager back at the jailhouse with her insistence of giving me little snacks and fresh coffee from her huge thermos that she carried into the job every evening. She was in the habit of rewarding some of the other inmates with her little snacks if they worked hard and did a good job. The still attractive middle-aged woman didn’t hide the fact that she followed the unorthodox measure of dishing out some loving to the sex-starved inmates from time to time and I know I.
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