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This was my chance. I took a cup and poured myself a drink. ‘So um Debbie,’ I began. ‘You know, I um, don’t wear a dress all the time. I can be, you know, normal. ‘ She threw her cup away and gave me an odd look. ‘What are you telling me this for?’ she interrupted. (Uh-oh) ‘Are you coming on to me?’ (BUSTED!) ‘Because if you are I’m OK being with a guy who likes to wear a dress.’ (Is she throwing me a lifeline?) ‘In fact I think it’s kind of kinky’ (YES! YES! YES!) For our first date Debbie gave me a tour of Pleasant Town’s club district. It was early evening in mid July the sun was just starting to go down. I wore a light brown sleeveless dress while Debbie had on a white blouse, black tight fitting slacks with a matching big rimmed hat. Usually I like to watch all the guys do a double take on me. That’s what makes wearing a long red wig even on a hot day worth it. But tonight, my focus was on sweet chubby Debbie. However,it was fun to catch a comment or two. ‘Are they a couple?’. I lay on the bed and lit a cigarette and let my imagination fly with what she might be doing, whatever it was I doubted by now I would be disappointed.After about five minutes she walked back in, she really did take my breath away, actually even now I have an erection thinking about it! She was wearing a white PVC nurses tunic, white crotchless knickers, white glossy lace top holdups and red stilettos. All I could do was look as she walked across the room towards me, I say walked across the room as if it was huge which it wasn't but that was just the effect of what I was seeing. She moved with so much attitude, as if she owned me, a completely different person to the one who had left the bedroom a few minutes before. She stood on the bed (remember the curtains are still open and it's a busy residential street in Manchester) and said sternly "Don't touch me!". She moved up so she stood above my head, I was looking up her tunic at her through the crotchless knickers, she stood there.
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