Part 1 -- My Newfound Chastity: Tom, a married guy in his 50s, meets his Mistress Rachael and confesses to his most personal and family details and deepest sexual fantasies. Mistress begins Tom on his journey to living his new life hidden from his wife and all but his closest friends; he learns how submissive he is and is introduced to sex well beyond chastity.
Part 2 -- I See My Neighbors Differently: Mistress Rachael takes Tom on a car ride through his neighborhood and introduces him to several of his neighbors as a sexual submissive to both men and women. He's teased and milked at the hands of women and learns to eagerly perform oral and receive anal sex from men. Mistress, with the help of his next-door neighbors, makes plans for his wife.
Part 3 -- The Dinner Party: Tom adheres to his instructions in being milked and servicing his neighbors. Tom and his wife visit their next-door neighbors for drinks, dinner, and more. Together with his wife, Tom walks home, not knowing exactly what was said to his wife in private, but presumes it was a lot when he wakes up the following morning wearing a chastity cage that he didn't go to bed with.
Part 4 -- My New Life Begins: After a rude awaking that Sunday morning, Tom finds himself chaste and later embarrassed with his neighbors. Not sure how much his wife Diane knows about his past sexual exploits, he begins to cautiously accept his chaste life in a female-led relationship with his wife taking charge.
Part 5 -- Living My FLR Life: While visiting the Murphys at their pool, Tom learns that he and Diane have been invited to a sex party at her friend Rachael's for Tom's "initiation" into Diane's FLR group. Come the weekend, they arrive at the party (Tom naked and caged) and Tom discovers to his dismay that his wife's friend Rachael is his own Mistress Rachael. Later at home, Diane grills Tom on his relationship with Rachael; Tom confesses, and Diane reveals her plan to use progressively-smaller cages to shrink Tom's penis away to nothing. She immediately sends him to visit Mistress Rachael who punishes him at some length for cheating on his wife.
Many thanks to Rex V. Norwood for his suggestions and editing expertise in making this ready for publication. As always, enjoy the story and feel free to comment.
Now, Living My FLR Life, part 2: Months had now passed and Diane and I had settled into our new life together. Thinking back on things, I realized that yes, this new lifestyle was all my fault. I really didn't mind it, but still occasionally had concerns with Diane's intent to make my cock smaller than her clit. Much to my dismay, it was working too; my current cage was a mere button. Diane loved to tease me by showing me my next cage -- a 1.25" inverted cage with a catheter. Come next week at the FLR party, it was what I'd be wearing 24/7 and it was probably my last cage; at least it had a catheter so I could piss straight and not dribble all over myself. But still, I wasn't totally set on the idea, not that I had any choice in the matter; between my little dick now and this new cage in 24/7 chastity, it wouldn't take long. I couldn't remember the last time I had a real orgasm other than knowing it was the dinner party night when I fucked Ed. Since then, I'd been milked or had a nocturnal emission; either way, I felt nothing. Diane had regular sex with Rod and occasionally with Ed. I didn't mind as long as Diane was happy. Sometimes Rod fucked Diane here at the house while Maurine and Mistress were pegging me. I liked it the best when Rod stayed at our house; God he was a bull as he was always ready to fuck Diane or me and I loved to watch the two of them make love. He gave Diane a fucking and sex and orgasms way better than I ever could and I was happy for her. I was happy that Roxanne allowed Rod to have sex with both of us; he was a fucking bull.
I had attended a couple more FLR meetings and they weren't bad at all. Of course I was naked and caged; some of the other men were too while others were not. Those that weren't were often the ones that I had sex with; sometimes I'd suck someone off, other times I'd get fucked, but only a couple of times had I been spit-roasted. No one made a big deal whenever anyone had any sort of sex. Open sex was an accepted and common practice where I was never the only one. There hadn't been a new member since I joined, so I was still getting the occasional ribbing of my cum-facial. Sometime during the next meeting, Diane would remove my cage and place me in my new inverted cage for all to watch and see. I was sure every woman there would marvel at the way Diane had shrunk my cock down to almost nothing. Attention like this was no longer humiliating, I just accepted it for what it was. I was so happy that Diane had chosen not to feminize me; I think it's pathetic to see a man caged, wearing stockings, heels, and sissy, frilly clothing. Cage me, take away my cock, use me as a sex toy, but allow me to stay masculine. For this I was grateful.
Before I knew it, it was time for the FLR party at Mistress Rachael's. True to her word, Diane removed my cage and displayed her progress on my shrinking member while showing off my new cage. There were lots of oohs and aahs as Diane put me in my new inverted cage. A round of applause ensued when she removed the key.
"Tom, what do you think of your new cage?" shouted someone
"I think this will do the trick," I responded
"Aren't you upset that Diane is making your cock disappear and taking away your manhood?" asked Roxanne
"No, I can't say that I am nor do I think she is. Diane has told me all along that this was her plan for me and I accepted it then, and I accept it now. For nearly a year now, Diane has kept me in chastity and I've had no use for my cock. The fact that it's shrinking and will eventually disappear and cease to function is okay."
"Oh my God Tom, I can't believe you're so okay with it. I don't think that my Brian would ever be so amenable to his cock's destruction. When was the last time you used it?" asked Bethany.
"Funny that you ask. The last time was when I masturbated in front of everyone here at my FLR introduction."
"No, no, when did you last use your dick to fuck someone?"
"I last fucked someone when I fucked Ed in the garage during a dinner party where I was trying to turn Diane into my sex toy. Little did I know it would end this way."
"Tom, how would you describe yourself now?" asks Mistress Rachael.