My journey into chastity started when I found Altairboy’s site back in the 90s. The concept of having my penis secured by a device while keeping my orgasms on a strict schedule hooked me, and I tried to get my wife on board. Her initial response wasn’t exactly thrilled; she called it “weird,” but that was years ago.
Quite a bit changed between then and not too long ago when a flood destroyed my go-to cycling path. Because riding became inconvenient, my fascination with chastity came back around. Here is the shortened story of how I ended up here.
My wife developed some serious health problems that made penetrative sex quite painful for her. So, I started masturbating to porn on my laptop and it turned into a habit. Feeling guilty, I tried to break this cycle by putting myself back in chastity using a time lock as my keyholder. Even so, I kept watching “chastity tease and denial” videos on xtube. One day, I forgot to clear my browser history, and my wife found out.
This could have gone terribly wrong. Previous times I’d tried to get her into keeping me locked were brief and didn’t yield great results. This time was different though. Perhaps it helped that she read the “Fifty Shades of Grey” book and its sequels which a close friend lent her, but I don’t think that’s everything. After so many years of false starts, I believe she finally agreed to play along with my insistence that this would reignite our spark in the bedroom, or perhaps she just wanted to teach me a lesson. To be honest, I still aren’t sure which it was, but I never expected her to embrace the lifestyle as deeply as she has.
I remember that moment clearly. She already knew about my chastity tube from our last failed attempt and asked if I was wearing it. I said yes. She looked at me for a long minute before asking me to hand over the key. (Note: I used the singular “key” because there is only one, though that detail belongs to ancient history.) I told her it was in my safe, which was secured by the time lock. She repeated her request—it had become more of a demand.
I recall handing the key safe to her with just over 14 hours left on the timer. My heart raced with excitement. In earlier attempts, I had to persuade her to take the key, but this time she asked for it willingly without any pressure. I knew things were different now.
She made me drop my shorts and briefs so she could inspect my chastity tube. She asked if it was one suitable for long-term wear, and I confirmed it was. She declared that if we were truly going to do this, then from now on it would be her rules. If I requested to be unlocked, the experiment would end, and the chastity tube would go into the trash. I agreed. She said I had until the time lock expired to change my mind.
I didn’t change my mind, and when I next saw my key safe, the key was gone.
Her rules became clear quickly. No more me trying to “top from the bottom”. * Where did she learn that phrase?* No suggesting, no asking for release or permission to “squirt.” Squirt was her term for ejaculation. She would decide when and if I earned one. My job was to please her, not just sexually but in other ways too. If I asked to squirt, it meant extending my time further.
The bedroom became steamy again—for her benefit. Lots of me pleasing her both orally and with her magic wand. There was plenty of frustration for me, yet I held back from asking even though my balls were aching and pre-cum leaked after two weeks. This was what I had craved so much, and it finally happened after all these years. I was living the chastity lifestyle with my wife as keyholder. Heaven on earth!
However, I desperately needed to squirt, and that need grew stronger. Unfortunately, my custom-made chastity tube prevented easy stimulation, which was exactly its purpose.
Chastity heaven slowly turned into hell. I had endured long periods in chastity before, but not with the near-nightly tease and denial that servicing my wife inflicted upon me. After nearly a month of misery, I wanted out of my tube. I knew the consequences, but I couldn’t take it anymore. If her goal was to teach me a lesson, she succeeded.
I asked to be unlocked. I told her she had won and that I was done with chastity forever.
Her expression when I said this is still vivid in my memory. Her reaction wasn’t what I anticipated. She laughed and said no way. She mentioned how much she loved our current lifestyle and didn’t want things to revert. Locking up my naughty penis had been the best thing for our marriage, and she wished she’d given it a try years ago when I first suggested it.
I couldn’t believe what was happening. I remember starting to cry and pleading with her to let me out. She told me to hush and lie back on the bed. She took her magic wand, pressed it firmly against my shaft just behind the end of my tube but ahead of my scrotum, and turned it on. I squirted like a geyser, hitting the wall behind us with semen. It was an intense orgasm unlike any other.
She had me wipe the mess off the wall before telling me to clean up. She joined me in the shower, we lathered each other and rinsed off. Afterwards, we cuddled in bed and fell asleep together.
Fast forward four years. I remain locked 24/7 in my chastity tube, and the journey goes on.