The longest i've ever done no orgasm chastity caging is 5 days.

I don't know if there is a too long, i'd stay locked up for years if a domme I was attracted to demanded it of me, but i'm obviously not a good authority on that since my record is so small haha.

I've never done too much chastity play mainly because it seems something that's only really conducive to lifestyle play. To do something like that which is meant to be a long-term investment kind of thing with a pro-domme is expensive as hell, i've seen rates of hundreds per week, i'd rather just spend that money on in-person sessions instead, however I do I like to show up to sessions caged though.