I shared more detailed “background” info about my situation on The Journey, but here are the key parts to start this discussion: One day [a few months back] she noticed in my phone browser that I had visited . She seemed bothered by it and later asked if I played with myself alone. I said yes, not realizing that she didn’t do it herself. She was upset so I promised to stop for her, but she wasn’t keen on discussing it further. I slowed down a bit (I usually masturbate 1-3 times daily) but then slipped back into old habits. About two weeks ago, I decided to make a life change and cut out some negative or selfish habits from my routine. Porn and masturbation were among them. I quit and actually put on my CB6000s last Sunday, roughly 1.5 weeks ago. We met up on Friday; I was without the device then we cuddled that evening before bed. I really wanted release but loved knowing I had gone six days. On Saturday morning, we played: she helped me reach climax and I played with her until she finished too. I then told her what I had done and she looked very excited. I explained my desire to stop masturbating alone and asked for her support; she agreed. It has been 11 days since I last selfishly jerked off by myself, and I feel great. Hoping I can stick with it and eventually get her into keyholding so we can use a nice device from Mature Metal. Regarding kinkiness, two interesting things happened over the weekend. I spoke to her on the phone last night; she is out of town and confirmed that I had been good. She paused for a moment and said she liked it. We discussed Friday, and she mentioned being excited to see me again and play together. Right now, my main goal is eliminating solo masturbation. Can I do this alone? Yes, likely for some time. Since we mostly see each other on weekends, I plan to wear the device during the week and take it off on weekends. If she wants more control later, that’s fine too; I’m not aiming for a 100-day no-orgasm run or anything extreme. I feel my approach is least threatening to her. She appreciates that I stay chaste, likes knowing when I am, and really only want chastity outside of our time together. I’m mostly doing these three things already but would like a device involved with her as the keyholder in mind. My main worry is the weirdness factor for her (I don’t even know if she knows what they are) while I wear one.
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