It just randomly came to mind as something to draw Lin doing, but despite having an almost constant headache, Lin is really only the responsible one if they have to be, most of the time they prefer being more chaotic or at least watching the chaos.
And thus the ‘Good boy’ experiment started with the first years. I don’t know if I’ll do anymore, but it could be fun; and this is just a fun thing to do while I work on two more Twisted Character OCs.
Also new headcanon, that Lin’s ‘I regret nothing’ hat is a randomly enchanted item she bought from Sam and it just randomly pops on her head when she knows she’s about to do something kind of stupid or get herself in trouble.