Most maddening alternative?

A submissive faced with the fact of going to be locked for the next four months without orgasm,only monthly prostate milkings, either from the perspective of a Dominant or submissive, what would you suggest for making his experience most maddening as for the way and timing of teasing is concerned?
Assuming he is going to have two teasing sessions per week:
1) absolutely no teasing
2) 2 times a week teasing,but caged
3) first week 2 times caged,second week one caged and one uncaged ( repeating this pattern the rest of the time)
4) 2 times a week , uncaged and endlesly edged
5) 2 times a week, uncaged , but super soft,super slow,super spaced movement, never reaching edge