I fucking love this thread.
One of my favourites... at my school, before class started we had 'homeroom' for ten minutes, and your home room teacher basically handled your admin stuff. You gave your medical certificates to the homeroom teacher, for example.
My HRT in VCE didn't teach me for any classes but they were an absolute G. Love 'em. Super smart, super cool. So I actually get pulled into the office at some point (often slept through homeroom) and they hand me a couple sheets of paper basically documenting all of my absences since the start of the year/semester or whatever and says "get your parents to sign this so we can see what absences were approved", so at this point I'm pretty well royalty fucked and low-key planning to move overseas forever. Cool as a cucumber, I sign the paper to say the absences were approved, give it to the HRT and look them in the eye as pitifully as possible. They fold it, put it in a draw, look at me one last time, turn around, I walk promptly out of the office, and we never once mentioned it again.
I still think about it sometimes because it was pretty "don't do this as a teacher", but they backed me in (and rightly so, was one of the higher ATARs of the year level) to know what I was doing, and I always appreciated them being a homie.