Birth of an Office Sissy Phonesex

Jake had been working for me for about a year now. He was unlike most office assistants. For one, he was male. Most office assistants are women, but somehow Jake was perfect for this position. I didn’t hire him because of his looks. I prefer strapping young studs, and Jake was far from that. He was very short for a man, I towered over him with about 4 inches between the top of my head and his. The thing that made him perfect for the position though, was that there was no sign of defiance or hesitation when I asked him how he felt about taking orders from a woman.

“I would do anything you told me to Miss.” The way he said it woke something up inside of me. It was like a carnal instinct being jolted from a dormant state. He’s spent the last year bringing my coffee to me in the mornings, running out to get me lunch, picking up my dry cleaning. He did anything and everything I asked of him, and each time he fulfilled a request of mine, his life became a little bit better.

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