This is Part Nine 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:
“I won’t tell The Major if you won’t,” I said to John, mostly for effect.
Daddy already knew how I was.
An uncle figured it out when I was 10 or 11 and I overheard him saying to my father, “She can’t be trained like the others, Simon, she’s not going to just take orders. She’s spirited, like my stud, or my lead mare. She’s going to take careful handling. You’ve got a little dominatrix on your hands, mark my words.”
But John didn’t know that Daddy knew, and in saying that, I’d gained his trust. He thought we both had something we wanted kept from The Major, and that gave us a bond.
“I need to ask you some questions, John, and I want you to answer honestly. I have some ideas, but I need more information.”
John agreed with great relief, and I asked him a plethora of questions while he made us virgin mojitos and we moved out onto the deck that faced north, toward the bay.
The picture that I constructed after my battery of questions and his candid answers was this: He and Sara had dabbled in dominance and submission, had even gone to The Citadel in the City once in a while. Yes, Sara seemed to enjoy being submissive, and no, she’d not shown any inclinations toward dominance until the past year. No, being submissive didn’t arouse him, not the way being feminized did. When I asked him about his cross-dressing, I learned quite a lot. He’d gotten started with an ex-girl friend’s panties–jerking off into them. Then he jerked off wearing the panties. He liked the softness of the fabric. And there was something about the fear of discovery that added extra spice to it. As he’d gotten older and building his business became more stressful, he sometimes sought refuge in dressing like a woman, because when he was dressed like a woman he could find emotional release from the tension by crying, acting frivolous and care-free, or simply allowing himself to feel helpless.
But in the past 6 months Sara had taken him places he never wanted to go, places he wasn’t sure he wanted to visit ever again. Forced feminization had really pushed the line, but with cuckolding and chastity she’d taken things way too far — and now he wasn’t sure how to get his marriage back on track.
When he finished talking, I asked him a question that surprised him. Had Sara ever been with another woman?
His affirmative answer had me going “Yes!” A plan had been forming in my mind, and that final bit of information had me fairly confident of success.
To be continued tomorrow…
