The Long Game. Part 2.

I said nothing, instead staring at my feet. She sat quietly on the bed, and motioned me to sit beside her. I did so, doubtful of her good intentions, but aware that this was surely better than the beating she could so easily have resorted to.

“Now, tell me the truth. Did you do it because it feels nice?”

I continued to look at my feet, but nodded silently. I couldn’t face her.

“Well, at least we have the truth, now.”

She put her arm around my shoulders. Her body was warm and soft, and she said softly, “Michael, you’re not the first young man to put on panties. It’s ok, you know.”

Continue reading “The Long Game. Part 2.”

The Long Game. Part 1.

A young boy is caught crossdressing.

The long game.

My step sister would intentionally pose provocatively, knowing I was watching.

I was twelve years old when my step sister caught me.  I was in her room, returning her panties. She was older than me, a beautiful 19 and fully a woman. I stood in her room, guiltily holding her red silky panties.

Inside I could feel the tears welling up. I was confused, and had been taking her panties now and then, unsure why, but enjoying pulling them on and posing in front of the big mirror in my mother’s room, when the house was empty.

“I should tell your mommy, you know. It would break her heart, of course,” she said condescendingly. “You wouldn’t care about that though. Why would you care for other people’s feelings, if you think it’s ok to creep around taking their clothes.”

Continue reading “The Long Game. Part 1.”