Simon had a much larger plug than Kim had expected him to use. It was indecently large, and he proceeded to cover it with a lubricating jelly. 'Now Ki..., here we go. Push down, go on, relax and push.' She gave out a gasp and then a cry as the head began to go in, stretching the skin unmercifully. But go in it did until there was only the flange to be seen with a small loop showing. Simon then fetched the trainer which he fitted round her waist and attached to her corset. He then pulled a strap. Lingerie led to dresses led to high heels led to wigsled to makeup, if you are reading this you know about the evolution of acrossdresser and have likely traveled the same path. There was a freedomand yes a sexual aspect to it.Growing up I was not particularly interested in the standard and overtmacho role nor was I effeminate. I stood in the middle somewhere.Growing up in the 1960's gender roles were massively enforced andstifling; the fear of being outed was palpable. Men's clothing was,. I didn't mind voluntary courtesy, of course, but I resented the sense of entitlement, the "princess" persona, the idea of obligation.Even so, I could maintain a facade of being just another pawn in the ladies' mental chess games. It had the virtue of making most women think that I'm harmless when I'm anything but. The last thing that I wanted was for my true nature to be revealed to all and sundry. I was a fairness fanatic disguised as something else entirely, a zealot obsessed with my own. Of course I may have just been getting it wrong.... But Bob and Dom were just looking me up and down like a piece of meat. Then Jason said ‘so stiff drink Sally? ‘ and as he said it his left hand gripped my right thigh. My dress was half way up my thighs when sitting so his hand was on my black stockinged leg. I went to carefully remove his hand but he just gripped a little harder and slid his hand so it was more between my thighs. He moved his head closer to mine and quietly said... ‘just.
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