Introductions discussion

Hi everyone, I’m just getting started and would appreciate some guidance. A few months back, I met a wonderful guy with quite the kinky side (actually, very kinky). Before discovering “his world,” I considered myself totally vanilla. We’ve tried out various kinks recently, but now we’re looking into chastity. He spent five months in it previously (though without a key holder), so he knows his way around it; I’m less experienced with that aspect right now. He’s currently unlocked, and I haven’t quite decided if I’m ready to lock him up yet. We’ve been experimenting with orgasm denial with great success. On our last session, I kept him from climaxing, then a few days later he did the same for me. Four days after that, I stepped into the dominant role: I teased him and brought him close to the edge, got him pleasuring me until I came while denying his release again. The next morning we repeated similar play before finally allowing him to finish. It was incredible; I loved feeling powerful and in control watching him get turned on, frustrated, and pleading, knowing he enjoyed it even as he suffered for it. He mentioned it was the best sexual experience of his life. I’ve been researching tease/denial and ruined orgasms online and gathering tips, but any advice to help push him further would be welcome. I’m particularly keen on ideas for conditions during chastity play—I heard about “you can orgasm if you clean up after yourself,” so what other rules or punishments could I apply? Sorry for the ramble; looking forward to your input.