Caught By Mom
A couple years ago my family was out for the night so I decided to dress in my sisters clothes. I had on a lacy thong and matching bra with beast enhancers in it, a mini skirt, shaved body, a button up blouse, and high heels. I was putting on makeup when my mom entered into my sister's room. She laughed at first then she came back and I was still dressed, she said, "do you like dressing like this." Of course I lied at first but she saw through that said, "if you don't like it then why are you head to toe in girl's clothes and have a decent makeup job." I was extremely embarrassed. I finally said yes and she said it's OK a lot of men your age are curious about this kind of stuff, it's natural. She asked if it was a sexual thing and I said yes (seeing as there was no more point in lying) and she asked if I wanted a playboy instead. I said no. She then asked if I wanted a Playgirl, again I said no. She asked me if I liked men and I said it's only a fantasy when dressed up and that I'd never act on it (I lied). She was a little upset and left home again. I changed into my male clothes and late at night she came to my room with the breast enhancers, skirt, bra, blouse, the underwear and another set of matching panties and bra, a teddie, and both a Playboy and Playgirl. She said she loved me and would support me no matter what gender or orientation I was. I was very embarrassed but it really meant a lot to me.