Orgasms? When to reset the counter?

On Sunday evening myself and Madam were having a chat over things, Sir had just gone home and we were sharing the last of a bottle of red wine.  The topic came to the fact that I've now done over 60 days in chastity.

The conversation started with have I actually done 60 days in chastity and we agreed that yes I had.  The chastity cage comes of once a week to clean the cage and for me to clean myself and to shave, we have this down to 20 minutes and it is always supervised.  I am never left unattended so there is no chance of a quick wank.  added to which once I've been in chastity for a couple of weeks it takes time to wake "the little fella" up.  it doesn't just spring to life.  with all of that we are content other than this very short period of maintenance we are full time caged.

So the next question is how long since my last orgasm?  now this can be more subjective.  For Madam's criteria - and that is all that matters for me - for my orgasm to count I must be out of chastity and it is either from "normal" (??!!??) masturbation or from oral sex or penetrative sex.

what doesn't count is where I drip my cum while caged.
where I cum from being milked/ prostate massaged.
where a vibrator is applied to my cage or balls etc and I leak/ cum
where I have an anal orgasm and cum/ leak from penetration

From Madam's point of view all of the above things are encouraged by her, so long as they occur while I'm caged.  She wants me to have a very active sex life and to enjoy it but she wants me to be submissive and controlled.  As she put it I can have as many caged orgasms as I want but it won't be through the direct stimulation of my penis clit.

As she puts it there is a difference between cumming and Orgasming, and as a submissive sissy cuckold she enjoys me having sissy orgasms and cumming as a sissy as it means that I stay attuned to being submissive and sexually responsive where as if I had orgasms un caged I would be likely to switch off.

With all of that in mind I have cum, several times as a sissy in the last 60 odd days but I've not sustained a male orgasm in that time.  And as Madam pointed out it is likely to be quite some time before my orgasm and chastity counter are reset back to zero.