Becoming Amy

I had been dressing up in women’s clothes since I was a kid. Started with my sister’s clothes, I loved her school uniform. I used to prance around in it when I was lucky enough to have the house to myself, which wasn’t often. I loved pretending I was a school girl, and a rather naughty one at that. I’d pretend I was flirting to a guy, usually an older guy. I’d slip my hand up those pleated skirts and rub myself through her cotton knickers while imagining it was his hand until I was about ready to cum. I’d then dash to the toilet take my cock out and finish myself off, shooting into the bowl being careful not to get any on her clothes. I’d then take it all off and return it to where I found it. I was always good at remembering exactly where to put them back. No-one ever seemed to suspect anything, so must have done a good job.

After my sister moved out I lost access to the school uniform I so loved so much, but now it was just Mum and me, so that meant more time alone in the house, and a whole new wardrobe to explore. Mum’s clothes were so much sexier than my sisters, though for me still nothing beats a school uniform. Mum’s clothes though were so much silkier and lacier. She also had stockings which my sister never wore. So now instead of a school girl I would dress up in my mum’s shortest and sexiest outfits. Now instead of cotton knickers and knee socks it was silk knickers and lace top stockings and suspenders. The skirts and dresses were shorter too, and with mums knee high leather boots or strappy heels I looked a right slut. Especially once I started playing around with her make-up. I’d seen her putting make-up on quite a few times, and I’d been taking mental notes.

My attempts back then weren’t really that bad, a bit heavy and clumsy, but the end result looked very slutty, which was perfect for what I was going after. About that time I discovered what pleasures I could gain playing with my bum.