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Pleasing the Boss

Pleasing the Boss

  • A Penthouse Letter by William Merrill

When William becomes Billie, his wife’s femme servant, his world gets turned upside down — and all his dreams come true.

I smiled, enjoying the sound of my heels echoing off the walls as I walked across the terrazzo floor of the post office. I noticed a man weighing a package steal a glance my way as I clattered by. There was a look of disappointment on his face, and I knew that he had been expecting to see a pair of sexy legs balanced on stiletto fuck-me pumps. Instead, he saw a 50-ish man with steel heel plates on his shoes.

Aw, shucks. No fantasy fulfillment for him, but there was plenty going on for me. You see, the heel plates on my shoes and all the other adaptations I’ve made to my wardrobe are at the orders of Mistress Samantha, who also happens to be my wife. The clicking is a constant... Read More

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