I guess I'm middle of the road...I'm definitely not down with getting into some shit with them, but I'm also not trying to make friends with them either. I just leave.
Fairly recently a pedestrian tried to act like security and kick us out, we were nice, he was being a huge dick. I called him out for taking pictures and wearing sweatpants and he got super embarrassed, we laughed and skated off. Other than that I can't recall anything in years of something other than being asked to leave. I watch videos of skaters getting in crazy trouble and I'm just like what is the matter with you dumbfucks, how are you in so much trouble for skateboarding?! Dudes need to be quicker on their feet and more aware off their surroundings.
If you know the spot is a high bust factor a brilliant idea is to go skate somewhere else. Fuck the police means, I do not want them present in my life. Opposite of pursing authority and fucking with them. Some skaters are on a different tip I guess. Whatever, not my favorite way to spend a day or night street skating. I'm not impressed or find it "cute" because that's what it is, impressing the boys you're a tough guy, cute skater boi. lol