Introductions discussion

Hi there! I used to hang around on CM a while back and tried out chastity with my girlfriend at that time. We struggled quite a bit to find a device that fit properly, often noticing “them” poking through the ring when we least expected it. She was also worried about me getting hurt, which eventually happened. It wasn’t too bad, but I was banned from wearing devices for a while even though she promised she still held control… Fast forward to now and my girlfriend is now my fiancée (hooray!) as I’m clearing out the house to move in with her before we tie the knot soon. While decluttering, I found a couple of old devices, tried one on, and it stayed put… I realized it was secure when, recovering from the flu, I locked myself up and fell asleep while feeling lethargic from the illness. Unfortunately, as I drifted off, the key slipped onto my chest and by the time I woke - it was gone. (Much later I discovered the key had slid between the mattress and the bed frame.) Yesterday, riding in an elevator to work with future Mrs Gryffin, I mentioned finding some lost items and she understood what I meant. Unfortunately our chat ended quickly as her part of the commute finished and we went off to our respective jobs. Leaving us in a bit of ambiguity. So here I am today joining the mansion not just to watch but to ask for advice on whether this could work again and how best to approach it. We are both concerned about my health and safety, yet equally know that when it worked before the results were good! My main questions are: can I make it work safely now, and can future Mrs be convinced to give it another try… Perhaps a visit to the newbie boards is in order.