I shared a more detailed “background” on my situation over at The Foyer, but here are the key sections to start this discussion:
One day [a few months back] she noticed open in my phone browser. She looked bothered and later asked if I masturbated alone. I said yes, not realizing that wasn’t her habit. She got upset, so I promised to stop for her sake, though she didn’t want to discuss it further. I did slow down (I usually jerk-off 1-3 times daily) but eventually slipped back into my old habits. About two weeks ago, I decided to make a change and cut out some negative, selfish things from my life. Porn and masturbation were at the top of that list. I stopped doing them alone and actually put on my CB6000s last Sunday, roughly 1.5 weeks ago. We met up on Friday; I was without the device but we cuddled in the evening before bed. I was desperate for release, yet proud that I had lasted six days. On Saturday morning, we played—she jerked me off while I stimulated her until she came. Afterward, I told her about my efforts, and she seemed very pleased. I explained that I wanted to stop masturbating alone but needed her support; she agreed to help. That afternoon, we started playing again: she asked me to jerk-off for her, then she returned the favor. We played some more on Sunday morning, and after she left, I locked my CB6000s back up. It has been 11 days since my last selfish solo jerk-off, and I feel wonderful. I hope I can maintain this routine and eventually introduce her to keyholding so we can get a nice chastity device from Mature Metal. Regarding kinkiness, two interesting things happened over the weekend. Click to expand… I spoke with her on the phone last night; she is out of town—and told her that I had been good. She paused for a moment and then said she liked it. We talked about Friday as well, and she mentioned being excited to see me and play together.
My primary goal right now is eliminating masturbation. Can I manage this on my own? Likely for some time. Since we mostly see each other on weekends, I’d like to wear the device during the week but take it off on weekends. Ultimately, if she wants a bit more control, that works too; I am seriously not aiming for her to put me in a 100-day no orgasm run or anything extreme.
I feel my approach is least threatening to her comfort level. She likes knowing I remain chaste and appreciates when I tell her so. My goal is primarily being chaste only when apart from her. I am pretty much already doing these three things, but would like a device involved with her knowledge and acting as the keyholder. My main concern seems to be the “weirdness factor” for her (I don’t even know if she knows what they are) seeing me wear one.