I spend pretty much 99.9% of my time locked up in chastity.
It started out years ago as a fun play game, maybe for the day or two. Just for play with playmates and girlfriends.
I introduced it to a new girlfriend as a sort of “security” for when she was away. She sort of was iffy about it at first. It was not long before she fully embraced it though. She got to hold on to the keys and knew I could not stray.
The next girlfriend I introduced it to embraced it more and decided she wanted me locked up unless she wanted to play, so my time in chastity would be for like a week at the most then.
Next girlfriend had decided kink was not so much for her, so she found a dominatrix to fulfill my kink needs. She would keep me locked up to make sure that part of me could not be used, and would unlock me when she wanted to play. Her view was my cock and balls belonged to her, I was allowed to share my ass to others.
Next girlfriend liked to keep me locked up for longer periods, it was also a long distance relationship, so my lock up times stretched to a month or two at a time. She had local keyholders, one of which was an ex-girlfriend, which was interesting. Her big kink was voyeurism and she liked to watch me getting violated. The only times I got unlocked, what when she was watching via skype, and then only for torture.
Next girlfriend, with my past history as she called it, liked to keep me locked up unless she wanted use of those parts. During this relationship I started traveling a lot for work, so we created a process with a lock box where she would unlock me before I left for the airport. Once through TSA I would have to go lock back up and send her proof of lock up. When it was time to come home, she would send me the combination to the lock box so I could unlock to go through security, and of course once through, send photo proof of being locked back up.
Once Covid hit, I was no longer traveling by air and I spent at one long stretch 461 days in chastity 24/7/365 by Lady Vi. That ended when I had to travel by air again. We had to grind the lock off because it had corroded shut and bolt cutters would not work.
The reason for not dealing with chastity through TSA is I mostly travel for work, and I do not want something to happen with missing a flight, or other trouble getting back to my day job work.
Lady Vi has moved away now, so I am no longer locked in chastity to any one.
There were a few others through all of this, these were the main keyholders in my life.
