It definitely never hurts to ask. I recently, very absent mindedly, parked in a disabled parking spot and got a $250 fine. Wrote in with my sob story and that I truly do care about this kind of thing, was only there for ten minutes during which time several of the adjacent spots were open, and of course I’m willing to pay the fine as those are the rules... they forgive the whole amount.

Not something I’d abuse, but second chances can be had.