I spent the days of Christmas week together with Dana and her family, dining together, exploring the country-side, playing board games, and just talki...ng. But I spent the nights of Christmas together with her. She revealed to me she had only one prior boyfriend, who had treated her like dirt during her first time. She felt I was the best possible candidate to help her recover from the abuse. I therefore wasn't just receiving the gift of my life from her, but I was also giving to her in return a. And in the last story was my first time being with a woman wile crossdressed. now this story is about my first time with another crossdresser at the age of 18. it was a friday night, just got out of school (senior year), and my buddy james and i were talkin in the hall by my locker. james says to me " we should git some beer and git a bonfire goin tonite, get some honeys over and git shitfaced!" I was like "yeah im down. Ill talk to johnny and Brandon and git some more poeple to come." we. Having got his relief he said he was going home to clean up and invited me back for a coffee. I had nothing planned so went with him. He showed me the kitchen and told me to get the kettle on while he cleaned up. He was back and we took our coffees into the lounge and had a chat. Jim was 60 and had been watching babes like this for several years and usually managing at least one successful wank a week if not more. I told him how cool he was and that I’d think about losing a pocket in a pair of. I licked it around its head, I kissed it and caressed it. I had a hard on; I was amazed.Amazed at myself. I was enjoying this, this was impossible. Only a girl could enjoy this, and I was definitely not a girl.I handed him back to my sister, who sucked him and jerked him off expertly until he came in her mouth. I hid upstairs in my room as she untied him, and I saw him scurrying out the back door, in a hurry to get away from this troublesome house.Sylvie burst into my room, an excited smile.