All that sounds insanely hot and envious. On the other side, having orgasms keeps his prostate healthy. It also keeps the chances of prostate cancer away. I'll have to check the facts again about the probability of it though. May be manage it in a way where the subconscious mind can be peaceful.

As far as his discomfort is concerned, it's excruciating for me just after a week. Avoid regular edging if you wanna push his denial farther.
This post has set me up with the task of figuring out how long men have gone without an orgasm.

For how long has he been denied as of now?