On Christmas Eve 2019, I began chasing the chastity rabbit down the hole, and haven’t looked back. After joining this great site, I decided to journal my experiences here for anyone to read who may be interested in a novice’s journey into chastity. I’d known about male chastity for a long while since I’d once been very active in a local kink community. I had just considered it another kink associated with tease & denial. I’d never considered it something I wanted to experience. That changed when I found a Tumblr blog where a very knowledgeable and experienced female KH wrote about it. The more I read, the more intriguing I found the idea of being locked up and having a dominant woman owning my penis and controlling my orgasms. I didn’t know anyone to ask to be my KH, but the blog solved that problem for me too. A post spoke of an experienced woman actively looking for guys to lock up. After ordering my first cage, I got up the nerve to contact the woman I’d saw mentioned in the blog post. She was also on Tumblr at the time so I was able to read her blog posts, and eventually find there the link to her private blog. To make a long story short, that’s how I first reached out to her about key holding. We exchanged a couple of emails. I found she had a great deal of experience and was very supportive. I told her I was completely new to trying the chastity lifestyle. She suggested a introductory thirty day training program where she would gradually keep me locked for longer periods of time. Then if all went well, and if we both decided we were a good fit with the other, we could discuss a longer term arrangement. I accepted the offer and we started, as mentioned, on Christmas Eve. My KH has been brilliant. I had a few minor problems at the beginning, but she was very patient and helped me work through them. She has taken it slow, allowing me to gain confidence. As of today, I’ve been locked for almost 72-hours, the longest period so far. That’s a step up from the previous 48-hour period. I have been denied the entire time, so this is day 8 without an orgasm. I’m pretty sure I’ve never gone this long since I first learned about masturbation as a kid. This experience hasn’t always been easy, but it has been quite thrilling. I’m quite surprised how quickly I’ve taken to it since chastity has never been a fantasy I’ve always wanted to be made real. But, I’m honestly finding it all very meaningful and satisfying. My KH is strict, and has given me rules to follow that include no touch when I’m unlocked. Since I already find it important to please her and earn her trust, I haven’t even felt tempted to cheat. Since we’re doing this at distance because we live in different places, she keeps me honest with numbered plastic locks. She asks for photos at random times to make sure I’m locked with the properly numbered lock. That prevents me cheating. At this point, I wouldn’t even if I thought I could get away with it. I’m taking this seriously and don’t plan to cheat myself of the experience. Neither would I willingly disappoint my KH. She had been so supportive and is an excellent trainer for beginners. 72-hours isn’t anything to those who have been in chastity for perhaps many years. But, it seems a big milestone to me as a beginner. I plan to continue this and plan on making this a permanent part of my life. If anyone is interested in following my journey, I plan to update this thread regularly as time goes by. Thanks for reading. Comments are always welcome.