1. Thank you so much! I’m always surprised people like my starbucks doodles, but greatly appreciate the love! I use a non-photo blue pencil to sketch everything, and then ink it loosely with a brush-pen. Sometimes I’ll go back in with a regular pen to add bits of detail. Nothing too fancy. Just keep it loose.
2. You don’t sound creepy at all. Though I am the ultimate creeper staring at strangers in a starbucks, and then posting drawings of them on the internet. Who am I to judge? I think you should still give it a shot! Try doing it to your friends, or pictures of people if drawing someone that’s moving is too hard. Squint at them and decide what shapes they remind you of, and what feature of theirs stands out the most. Then exaggerate the fuck out of it.