Your ideas definitely sound pretty diabolical, like this ain't your first rodeo either. ;-) As for his nipples, I could have used my velcro-lined nipple clamps, but decided to go a bit easier on him than that since there was already so much more going on to deal with in addition to his clamped nipples. With the velcro-lined nipple clamps, not only are they extremely tough to endure even when they're not moving, but if they are pulled even a little bit, they can be pretty sadistically intense! I have some subs that say the clover clamps are more intense, but probably more of them say the velcro-lined nipple clamps are more intense, and that's when they aren't moving or being pulled. Hmm, speaking of being sadistic in adding things to this one, I could have combined this with a long rope hanging from his collar with a magnet hanging from the end of it, and made him collect some metal objects in various places on the floor underneath him to earn his release. Maybe one is a few inches to the left, another a foot or two to the right, so he would have to move around and swing the magnet, which would also pull on the nipple clamps and tied balls and pretty much every other part of his body. Sound like a good idea to you, or too harsh? Are you starting to feel bad for this sub yet, adding all of that?