The next morning she asked me what happened last night. I told her most of the stuff we did and she couldn't remember anything. So that gave me an...idea. A few weeks later we went on a little trip for the weekend. We went out for dinner and had a few drinks. She was already getting tipsy. We stopped at a bar on the way back to the hotel and had a few more drinks. In her last drink I had crushed up an Ambien and slipped it in when she went to the restroom. She comes back and finished. Such was my dread of dentists that I had concealed my broken tooth from my parents for several days. Then my gum around the tooth had started to swell. When my mother noticed my problem her immediate reaction was to `ring the clinic' (i.e. the health clinic where I had previously been gassed), but my profound panic at that suggestion gave her pause for thought. After a few minutes debate about what was to be done about my tooth, and the problem of getting a dental appointment close to the. I could not believe my luck…So, I just told her she could join me if she wanted. Sheila just crossed the fence and she soon stepped down on the stairs into the pool. She pulled up her summer dress as the water went above her knees. She sat on the edge with her dress pulled up to her crotch. The lady was incredibly sexy and my dick again was fully erect before her round buttocks were comfortably seated there.We started to talk, until she suddenly asked if I was jacking off looking at me during. But I am known as Michelle As a c***d I had began cross dressing at around ten years age. I had actually been allowed to pick out and wear anything from my mother's closets and drawers. I was a very feminine boy and was often mistaken for being a little girl.My mother understood that to force me into a gender that was not really part of me would affect me badly for the rest of my life. My mother understood this because she herself was a lesbian and had divorced my biological father before I was.