Start off shaving them before unimportant dates incase something goes wrong. Hate to send them off on a date/ job interview with a two inch slice in their cheek. Once you become comfortable doing it then you can start with important events. Shaving another is in some ways easier and harder it's harder because you don't have as good of a sense of the pressure being used but it's easier because you can get better angles and move around the person to get the perfect stroke. Goodluck!