I was just a girl cruising the Internet for her master. Well I wasn't a girl at all; I was a guy in dragโฆ I advertised on the Internet as a novice TV looking for a master. I got much more than I ever bargained for.
I have been cross-dressing since puberty. My friends and I lived near a college, and one day we found a pair of panties on the ground near a dormitory. My friends tossed them around and made up stories about how they got there. The stories they made up had my young mind on fire with fantasies. Later that evening, I returned to where we had left the panties, I pretended to walk along and I casually picked them up and put them in my pocket. I was terrified that someone would see me touching a woman's panties. When I got home I was overwhelmed by the desire to examine them. When I pulled them out I realized that they had a distinct smell to them. As I touched them I was overwhelmed by how soft and smooth they were. I was overwhelmed by the desire to feel what a girl felt when she was wearing panties.
I undressed and slowly pulled the panties upwardโฆ As I stood there wearing the panties I looked into the mirror, my little penis got hard as I stared at my self in the mirror. The panties were a silky yellow nylon, and they felt incredible. I started touching my cock through the silk and I felt a strange sensation. I lay down on the bed and kept touching myself; a weird feeling was coming over me. I had never felt this way before, as I touched myself, I thought that I might pee myself. I didn't care if I would pee; I just wanted to keep doing this. I suddenly let loose with what I would soon realize was my first orgasm!
I had always liked girls; I was completely humiliated to realize that I had my first orgasm dressed like one. As I reflected on this situation, I wondered what it would be like if someone caught me dressed like this. What would my friends do if they found me all dressed like a girl, getting off on it? Perhaps they would just see me as a slut needing what a slut needs. Perhaps they would make me be like a girl, holding me down, pushing their cocks in my mouthโฆ
I had a lot of fantasies like this. I began trying to steal girls' underwear. Once when I was staying the night at a friend's house, I idly looked in his hamper. Right on top I found his sisters underwear. But it was different than anything I had seen before. Most girls our age wore white cotton briefs and bras. My friends' sister however, was older by five or six years. What I found in the hamper were definitely sex clothes. I found a black bra and bikini panties, along with a garter belt and stockings!
I decided to steal the panties, but I just had to put all the clothes on. I was shaking from excitement and fear. My friends' sister was a tall athletic woman, and her clothing fit me snugly as they went on. I smoothed the stockings up my legs first, followed by the garter belt. Then came the panties, I thought I would pass out as I pulled them up. As I put on the brassiere, I looked in the mirror; once again I was extremely excited to see a slutty girl. I took some socks out of the hamper to complete the transformation.