I had him put on a white petticoat next, and thena short, pastel pink maid's dress on top of it. The dress ended atmid-thigh and frilled out from the short petticoat underneath it.I went to my closet and pulled out a pair of pink pumps with modesttwo-and-a-half inch heels. I had him slip these on his feet. As afinishing touch I wrapped a lacy, frilly apron around him, tied itin a big bow, and pinned a small maid's cap on his longish hairafter I brushed and straightened it out.I sat him down at the vanity and did some make-up work on him. Iapplied a layer of foundation, then added mascara, eye shadow, andeyeliner. I then had him apply some blush and bright pink lipstickto match his maid's dress and panties. The whole time I gave himtips and instruction, explaining that he would be doing this all byhis sissy self starting tomorrow.I led him over to the full-length mirror so he could see himself."Now, Miss Wilkons, do a spin for me." I took his hand and liftedit up as he obediantly spun. The cane tapped my vulnerable bottom a couple of times and she briskly raised it to shoulder height. My knuckles clenched white on the far side of the desk. I had read on the internet that it was important not to clench your buttocks. I relaxed them as much as I could.THWACK!A line of pain right across the centre of my buttocks. White fire through my body. Shit, that really hurt! I made a sort of involuntary grunt, tried to stay still."That's one, Dan. You took that very well."Her arm went back, clenched my ass, unclenched it, nearly giggled at the madness of it, then THWACK!"Fuck!" I stamped a foot. I'd imagined it would hurt, but this REALLY hurt."Naughty boy for swearing!" she said, almost laughing, and drew back her arm and THWACK!! She struck me again immediately."AAAAGH!" My brain overloaded. I clutched my wounded ass with both hands jumping up and down, my face a mask of disbelief, suddenly realising my erection was bobbing up and down ridiculously in the mirror in front of.
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