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Short Vacation
Date: 7/11/2016, Categories: True Story, Transsexual, Author: Nomad14, Rating: 75, Source: sexstories.com
Rita had a manager she worked with get ill and needed someone to fill in on a business trip to Orlando. She agreed and asked me if I wanted to meet her and have a 3 day weekend as a get away trip. I flew down and met her Thursday afternoon. She still had one more meeting and we agreed to meet at the bar of her hotel at 6pm. I got to the bar at 5:45 and sat down and asked for a drink. The bar was kind of full and was busy with people talking and enjoying their vacations. Rita walked in and gave me a kiss and said she needed to go to the restroom. As she walked away I thought to myself how good she looked. She was wearing a short black dress which showed her cleavage. The guy setting next to me said, your a lucky guy, she is very pretty if you don't mind me saying. I smiled and said, yes she is. He then said, many guys would love to have a gal that beautiful. Rita returned and we chatted and just hung out. We talked about the week and had a few drinks. She shared that she just needed to relax and get some TLC. We went for a walk and its interesting how many guys smile at her, or look at her tits and ass. She really is in many ways a woman like she feels she is. We got back to the room and I kissed her and told her I had missed her. She said she just needed to relax, and asked for a back rub. I said I would love to. She undressed and laid face down on the bed, I spent about 20 minutes rubbing her neck and back. She looked so sexy just laying there. She then whispered, I am so ...