This is my initial post documenting my path into chastity and beyond. I figure the best place to begin is by introducing myself and sharing where things stand with me right now.
I am a married man of 48, blessed with an equally aged wife who is wonderful. We have been together for five years—this being our second marriage each—and we enjoy a strong bond along with a satisfying sex life.
Opening up to her about my desires beyond vanilla acts was tough, but after a year or two, I finally mustered the courage to ask if she would like to peg me using a strap-on. Being submissive in a femdom dynamic has always been part of my fantasy. Luckily, she was open to trying it out, and we purchased our first strap-on around that time. Shortly thereafter, I shared my fondness for small penis humiliation (SPH). As she grew more comfortable with the concept, SPH became an easy and frequent part of our routine.
Later on, she upgraded her harnesses, allowing us to use larger dildos (over 2 inches wide) during pegging. We also explored various forms of anal play; at one point, she even fisted me while using progressively larger butt plugs.
One evening, my wife asked what my ultimate fantasy was. I replied that it likely involved being locked in a chastity cage while getting pegged and used without any permission to touch myself. To my surprise, she immediately urged me to order a cage.
I have a small penis (which I now jokingly call my clit), so after doing some research, I bought an Amazon knockoff of the Holy Trainer “Nub” about six months ago. We experimented with it in the bedroom; sometimes I wore it while being pegged or giving her oral sex, but usually not for more than a couple of hours at a time.
Jumping ahead to a few months back: I had told my wife that I wanted her to take firm control over my orgasms by locking me up. It took some getting used to wearing the cage daily while removing it at night, with breaks when life didn’t require its use. Then she started asking more frequently why I wasn’t caged and reminding me that I should start keeping it on longer. So in December, I really ramped up my wear time to overcome the discomfort and aim for overnight usage. After a few nights of taking it off due to needs, I finally managed a full night without removing it. It stayed off just one more night after that, but since then, I’ve been working hard to make long-term continuous wear possible.
About two weeks ago, my wife decided I should remain caged unless she gives permission otherwise. If I can’t sleep with it on, I must ask for the key, knowing I have to put it back on immediately upon waking up in the morning.
The longest period I’ve worn a cage is just under 48 hours so far, but that will surely increase going forward. My wife enjoys pleasing me and has started realizing she doesn’t need to prioritize my sexual satisfaction as much. She is also encouraging me deeper into my submissive side.
I hope to share more updates soon.