I will start off with a quick couple.
Good: I had a teacher from 7th grade that took me to downtown SF and showed me a ton of real life stuff. She was a math teacher, and a great one. I was taking geometry from her, and was worried about walking to the high school in middle school. She prepped me for that, and much more with showing me real life in SF. Could this even be done today?
Bad: We had a school yard guy in high school that would catch people ditching, smoking weed, ext ext. He eventually became a teacher. On Halloween when I 17ish there was a house party that we crashed. Reason we crashed, huge bong in the window and we wanted to smoke. Loaded up the bong and we all hit it a couple times. As we finish up, we look across the room, and wouldn't you know, it was dudes house, and bong. Guy gets kids in trouble for smoking, yet throws parties with 3 ft bongs in the window.
Had another school yard guy, never a teacher, that I was randomly paired up with at a golf tee time 5-10 years after high school. I pulled out some smoke, and he asked if he could hit it. lol. Another guy getting people in trouble for smoking, yet smokes. This guy was actually really cool, and let a ton of stuff slide.