I had to search for a while to make sure I found my shortest skirt, it thinkI wore it first in grade 6, which was 5 years ago. Checking in the mirror ...itwas a perfect fit, as in the bottom of my ass was just visible. While I was putting on a pair of small mostly white socks I had found undermy bed I began a mental checklist. No panties, check. Digital camera, check. Slutty little skirt, check. Butt plug, check. High heels, er no check. I crept out of my bedroom looking for my good going out. Looking on xhamster i found a few sissy trainer compilations and bare-backing vids. The thought of a hard thick cock cumming inside me set me into a frenzy. With my inspiration playing i lubed my cock just a bit. This will be the last time i touch my sissy stick. On my back lightly lubing and tickling my sissy hole i moan with each touch. Each touch making my cock throb i finally slide a finger in. Oh god it feels good. In and out very very slowly. Re-lubing each time. Making a slight come here. These were the seeds planted in my head and Diana's which had started tochange my life in more ways than I could yet know. Diana was nowstarting to think in terms of feminising more than just my arse but shesaid nothing to me about this yet. She was worried that although I hadshown an appreciation of and aptitude for anal sex, the same may notapply to her desire to feminise me. Or in other words I may not beconvincing as a woman and I may not enjoy being dressed as one.I didn't know it then. Quite apart from that, I knew that the highest casualty rates among bikers were not, as you might think, from the impetuous young, but men like myself – returning to two wheels after twenty, thirty or more years. The power and capability of the bigger modern machines were in a different class to those even of the seventies; they were just too much machine, for me at least."Can I help you, sir?" The enquirer was a few years younger than myself.I looked at him. "Billy? Billy Peters? How's your.