I am lucky to live with someone who doesn’t mind me drawing him. It’s not like I make him sit and pose for me as a life drawing model, but I do draw him when he practices playing one of his instruments, sits reading, or gaming for example.
Sometimes I study just details and come really close by, staring like a maniac at him until I filled a whole page with gestures, features, details.
It’s quite hard to capture ‘him’ though. Maybe because he is so close to me, that makes it harder to draw him? Anyway; this might be a good thing because it’s such a reat exercise and fun to do. And practice does help. The third drawing below, the one where I drew him while he was playing a game; it kind of looks like him!