Sweet Charity

I wanted to get every detail just right as I'd never been out of the house dressed as a woman before but had no choice on this occasion, given Wendy's strict instruction to turn up at her house dolled up. I always begin by painting my nails and settled on Wild Cherry, half expecting that some popping might take place later. Once my finger and toenails were fully dry, I retrieved my Lingerie and Hosiery from their secret storage. I selected a maroon basque with matching thong along with a pair of smokey grey fully fashioned stockings. Having adjusted the suspenders on the basque, I slowly teased a stocking up my left leg, my cock twitching perceptibly as I did so. I stood up to check the seam line in the full length mirror and being satisfied, clipped the stocking in place. Having repeated the process on my right leg I decided on the black 5" sandals I'd purchased on my last trip to the local charity shop. As I fastened the ankle straps, I was struck by the thought that encased in sheer nylons; my toenails looked like boiled sweets in a gauze bag, a peculiar but strangely arousing thought. I then stepped into the little black dress recently purchase before adding the finishing touches of full makeup, auburn wig and mock pearl jewellery. Having prepared myself physically I began to prepare myself mentally before stepping outside for the first time as Michaela, in bright afternoon sunshine to boot.

Although I'd paraded around the house in high heels on numerous occasions I'd never set foot outside in them. Consequently I felt pretty self conscious as I sashayed down the road but no one seemed to notice that Michaela wasn't a real lady. Thankfully it was only a short walk to Wendy's house and I was ringing her doorbell before I had time to be any more self conscious. She opened the door within seconds as if she'd been standing guard in her hall. Regardless, I was soon stood fully to attention when I took in the vision of mature femininity stood before me. Her entire outfit was either 1 inch shorter or longer than normal.