He didn't try to feel me up, though. Somewhat disappointed, I walked back to my place on the couch and sat down. Again, I remembered to smooth my skirt out under me as I sat. I tried to give him a discreet glance up my skirt. I really wanted him to make a pass at me.
"So how long have you been dressing up in girl's clothes, Debi?"
"Oh my. Well, ever since I can remember. Since I was three years old, I've liked how dresses looked on little girls.
"I always envied my sister for being a girl, and how she was expected to wear dresses to school. She's a real tomboy and hates wearing dresses, if you can believe it. I don't understand that at all. If I was allowed to wear dresses all the time, I would never wear pants."
"Yeah I guess so. Did she know about you? About you liking to wear her clothes and stuff, I mean?"
"Oh yes. We used to fight like cats and dogs. But one day, when I was seven, I thought I was all alone in the house, so I went up to the room I shared with her. I was just pulling one of her prettiest dresses down over my head, when she walked into the room. Boy, was she mad! She hated wearing dresses, but she was still mad at me for trying hers on."
"She asked me what I was doing. I told her I just wanted to see what it felt like to be dressed up as a girl. She made me take her dress off."