I knew I'd crossed somekind of border, a line that I would not be able to go back across for along time, if ever. I turned towards him and kissed him,...a long slow,grateful kind of kiss. Oh, I still knew that I was Jimmy in a girlsuit,but, at the same time, I was also now Holly, the beautiful, sexy,popular waitress. A woman for real, for the next three years or more,depending. I had no regrets, no lingering doubts, that this was what Iwanted. I wasn't just resigned to this anymore, I was. "How big is it " I asked him as I rubbed my own cock through my jeans."I am just over 8`` and 3`` thick do you want to touch it? " he asked me."I won't know what to do " I told him which made him laugh."Do you wank yourself off " he said and when I nodded he answered, "Well just do the same thing to me."I leaned across and wrapped my hand around his shaft and slowly started to wank him, I could feel the heat from his member and was amazed at just how hard he felt. Steve asked me if I wanted to. Two weeks later I was doing some landscaping when Tom shouted me over his fence and we had a nice chat about stuff, when finally he got to the point of asking me a do him a huge favor.Out of mygood self I said "sure".Tom and his family were going on a 2 weeks vacation in Alaska and he wants me, yes me to take care of his dog Ginger. I was excited but remained calm and try to look as if I had to think a bit.I then asked Tom, "so what about your house" he said "oh, my little brother will stay in. I felt a finger enter my asshole and pump in and out. Then a second finger. Then three. Then I felt his cock at the opening. He told me to reach back and spread my ass cheeks. I did. Then I felt pressure on my asshole. The pressure would come and go. Soon I could feel a small part of his cock getting beyond the surface. After three more cyclical pushes he pushed hard and I could feel my asshole open and make room for his cock. Dad slowly pushed his big cock completely up my ass in a single.