I had only been a bellhop for a few months when a nice looking lady guest started being very nice to me. Any time she wanted something from room service she would ask for me and she always tipped well. She teased me about being so shy and she always wanted to talk. Even though it was against the rules one evening she convinced me to sneak up to her room after I got off duty. She was wearing a robe when I arrived and she handed me a mixed drink, "just to relax, " she said.

She told me again as she had before that she was very lonely because her husband was in the army.

She encouraged me to have another drink because I seemed so tense and nervous. She asked me if I had ever been intimate with a girl and of course having just moved off the farm I was very shy and easily embarassed and blushed a bright red which she thought was "cute." I told her I had not at which point she sat down on the bed beside me, gave me a passionate kiss and said she wanted to be the first and break me in right. She kissed me again and at the same time put her hand on my crotch.

She pulled back, looked me in the eye and told me to help her undress. As I pulled the robe from her shoulders and saw her tits almost overflowing from the black bra she was wearing I was so excited I was almost shaking. She stood up and let the robe fall away revealing black panties, garter belt and black seamed stockings. I couldn't believe my good fortune! Then she made me stand still while she undressed me. It must have been obvious to her that I was ready to explode because she told me to lay down on the bed on my back and relax. She took my length in one hand, cupped my balls in the other with one finger probing toward my soft place.

At the same time I felt her take my length in her mouth.

It was only a few seconds before I exploded in her mouth.

She held me like that for awhile before she finally crawled up on the bed beside me, gave me another long passionate kiss and said, "Now that I've primed your pump we can get down to some serious playing." That shocked me because I had never heard her swear or talk dirty but it was exciting to me now. She told me that she wanted me to "return the favor" and even though I inwardly felt a bit reluctant I agreed because I did not want to spoil a good thing so that night with her coaching I had my first taste of softness and I have loved it ever since. We spent several more hours of lovemaking that night. I hated to leave but I had to work the next day. About a month later on her next visit she told me she wanted to try something new and said she had noticed that I seemed to have a fascination with feminine thinga and I had to admit that I really did. She said it was nothing to be ashamed of and that she found it exciting and besides her husband dressed up also. She gave me things to put on bra, panties, garter belt, stockings, a short skirt and a sheer long sleeved blouse. She would not let me look in a mirror until she had put makeup and a wig on me.

When I looked in the mirror I did not recognize myself, I actually looked convincing and quite sexy! Several months later she came for a stay and her husband was with her.

They ordered some ice and mixer and when I took it up he asked me to mix a couple of drinks for them.

While I was mixing the drinks he came over, patted me on the butt and said, "I hear you make a good looking girl." I blushed, they both laughed, told me there were no secrets between them and then invited me up after I got off work. So when I arrived he was already dressed in drag and she helped me get dressed and made up. He said he wanted to see two girls making love and asked me to demonstrate my abilities at eating softness. While I was busy doing that I had my arms under her thighs and my hands on her tits. Her legs were locked behind my head and her fingers wrapped in my hair as she pulled my head in to her. I felt his hands on my soft place and length and then his length coated in Vaseline being pressed against my soft place. He kept telling me to relax and although it hurt like hell at first it began to feel oh so good although I was pretty sore for a couple of days afterward. After that it seemed we tried every position you could think of. That of course was only the first of many other fun friendships