Boys Crossdressing Story

Twenty-year old Joe (not his real name) was standing in the kitchen, wearing a yellow organdy A-line shift with black velvet piping around the neck and hem, when he heard his sister's key turning in the lock. He felt his panic rise as he watched the doorknob slowly turn. She wasn't supposed to be home for another hour, at least. She was never home this early, ever, but that didn't matter now. It was too late. There was nowhere to hide. He would never be able to undress in time. He would just have to stand there and own up to the situation. He stood by the sink, trembling in his round-toe pumps, as the door slowly opened.

Shirley (not her real name) entered the kitchen. She looked up at Joe and froze, staring at the sight of her brother standing there in a yellow dress.

‘You son of a bitch,' she said finally.

Joe raised his hands in a calming motion. ‘Now Sis, don't-'

‘You son of a bitch!' she said, yelling now.

He swiveled slightly, preparing to protect his body from the punches that were surely to follow.

‘I can't believe you're doing this to me! I thought we talked about this!'

‘Hey, just give me a chance to explain, this is all a big misunderstanding.'

‘Did we or did we not already decide that I would wear the yellow dress tonight and you would wear the pink one. Did we or did we not.'

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