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The Secret Life of John and Sara, 2

This Part Two  of The Secret Life of John and Sara, started here.

The Secret Life of John and Sara is based on a true story. I’ve fictionalized it to protect the identities of my friends John and Sara, whose ‘secret life’ is secret for a very good reason. John is a Silicon Valley CEO, a sissy and a cuckold, and Sara is a 40-something nymphomaniac Nurse Administrator. Here is their story:


So when I entered the house John was dressed in drag, looking a lot like Bettie Page, and he was running a vacuum cleaner. Now, I’ve got to admit I was a bit unnerved seeing one of my dad’s ex-marine manly-man buddies looking like someone’s fuck-slut, but hey, he looked pretty hot in those heels, and the more I thought about it, the more I realized that my ‘catching’ him dressed up like a woman was hardly  an accident.

So even though I wanted to visit the powder room, I sat on the couch, crossed my bare legs, and smoothed my short little sundress down my thighs. And watched. And waited. He really was very good at vacuuming, running the machine over each section of carpet a couple of times while keeping the lines perfectly straight.  He stepped daintily, too, quite daintily for a man over 6 feet tall wearing high heels. Quite an accomplished sissy, really. The black vinyl dress fight very snugly against his torso, while the knee-length skirt flared out dramatically, helped by a black crinoline underskirt.

I imagined slipping my hand under that skirt, teasing his ass. I imagined him squirming and blushing. I imagined his deep masculine voice begging me to stop, begging me to leave him in peace. It made me rather hot, actually, the thought of him vulnerable and submissive and humiliated. I could feel the juices starting to flow as my imagination ran wild.

And then he turned and saw me.

To be continued tomorrow…

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