A Helping Hand

Confused I replied "huh?"

"Well, since you were in the drama club I thought that maybe this could be more of an acting job for you."

"I'm not sure I understand."

"All it would take is a wig and some makeup and nobody would recognize you."

I couldn't believe what my mom was suggesting.

"You want me to dress up as a girl?"

"It's just one night, and you would be acting right?"

My heart was pounding at the thought of dressing up as a girl, even for just one night. I secretly had a thing for wearing women's clothes and this would be the opportunity of a lifetime for me. It started when I played Mary Sunshine in my high school's production of Chicago. I had never thought of wearing women's clothes before, but something about the costumes got me really horny. Ever since then I would sometimes sneak away with one of my mom's Victoria's Secret catalogues and marvel at all of the sexy outfits. Secretly I was a little jealous that girls got to wear such soft and silky underwear. I didn't consider myself gay and I didn't want to wear women's clothes all the time, but something about it always made me horny. I knew that I had to play my cards right with the party. If she was really serious about this I would have to hide my excitement.

"I don't know mom."

"Didn't you play a girl in that musical last year?"

"Yeah"

"So this is like the same thing. It's a one time live performance. And I promise nobody will know it's you, especially not your father."

"Do you really think it would work?"

"Well, I don't have any other options right now. You said you wanted to help and here is your chance. Any great actor would jump at the part."

She was playing me like a violin.

"Since you don't have any other options, I guess I'll do it."

"Really?"

"You know I'll do anything for you mom."

"You're amazing! Ok, I've got to start planning it all out. Why don't we talk again in the morning."