Changes

Then it was to pants…pants…fuck. They were all too long and too big at the waist. Initially as I was trying stuff on I left my boxers on but they bunch up in strange ways because there was so much material and rubbed uncomfortably against my sensitive pussy. I took them off and settled on a pair of khaki cargo shorts that looked more like really baggy capris on me because they were so long on me.

Even with my full, round hips the shorts kept wanting to slide off which wasn’t going to work. I finally took a belt out and threaded it through the loops. It was way too big as well, so I tied it in a knot. I looked ridiculous, but I was dressed; this wouldn’t work as a solution though. I went to my computer and sat down, I needed to look up women’s sizes. I spent a couple of hours looking at different catalogues in how to size myself up. I got out a tape measure and stripped naked again. From what I could figure out I was a 34d bust, 23 waist, 36 hips.

Don’t you wish your girlfriend was hot like me, hehe. I finally understood that song.

Armed with that information I drove down to the mall. It seemed strangely quiet. I was wearing dark glasses that were a little too big for my face as I went in, trying to be discreet. There weren’t many people around but when I went into one of the department stores. It was library quiet, and most of the people shopping for clothes seemed to be avoiding eye contact. I guess a lot of other people needed a new wardrobe. I got a few hundred dollars out of the ATM guessing that the clerk probably wouldn’t accept my card.

I started out with underwear, and somewhere along the lines I actually really started enjoying it. At first I went for the granny stuff, something comfortable and simple but the more I looked, the more I got to thinking that I didn’t like it. I had always been curious about what it would be like to be a woman, and now I had the chance so I figured I would live it up.