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Dressing for Ellie

Dressing for Ellie

  • A Penthouse Letter by Anthony Iverson

Being caught dressed in drag leads to the most exciting Friday night this cross-dresser has ever experienced.

"Don’t forget to cross your i’s and dot your t’s,” joked my secretary as usual.

Ellie likes to tease me about my messy handwriting, a jumble of scribbles that somehow manages to represent my name. Ellie’s own handwriting is the opposite. In fact, Ellie is the opposite. She is as clear and precise with her writing as she is with everything else she does. From her shiny brown hair, always worn in a bun, to the crisp blouses she wears with her suits, she looks like an ad for corporate assistants.

As organized as ever, she had spread out the last correspondence of the day that I needed to sign before she left for the weekend. I made sure to initial every box... Read More

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