Female led relationships discussion

Hi, I would really appreciate some more advice. We have been playing with chastity for sometime now, my problem is when I let him out it is always difficult to get him back in afterwards. I let him have an orgasm when I feel he deserves it and to give him a break from the chastity device I do not make him put it straight back on afterwards. The trouble is by the next morning I forget then when I remember it is not always at an appropriate time to make him lock back up, then by the time it is suitable I have forgotten again. He is very sneaky and once he has had an orgasm he doesn’t really want to be locked up again, reading the other threads this seems to be common. I supposed the other difficulty is he can not wear the chastity device (CB-6000s) all of the time as he wears suits to work and the bulge might get noticed. Any thoughts or advice would be gratefully received Leanne X