The only one I can remember clearly (I lived in Portland like 10 yrs ago) was when my then-bf was buying books for his little kids. Girl and boy - girl bought like a doll coloring book and the boy bought a book on snakes or dinosaurs. the cashier dude did one of those "tchyuh" noises and said "Way to reinforce those gender paradigms." He actually said "paradigms".
Back in THE DAY I was in a band that toured a lot. We cleared rooms all over.
We pulled into Portland, parked on the street, and got out to go to Powell's, get something to eat, and ask directions (pre-internet/mapquest/booking-tours-via-email days).
We walked into a cafe of some sort, asked directions, and two dudes behind the counter actually asked, "Are you driving or bikin'?"
I said, typically Midwesternly, "Driving. We're on tour."
"We don't give directions to drivers."
THIS ACTUALLY HAPPENED ON EARTH.
Three dumb hicks just wanted directions, but we got a lesson in trustfundery instead.
GOD BLESS THE MIDWEST, I SAY