Will Jon get new outfits as the story progresses?
he does and has for specific events, like the scuba suit for Brenda's date and the fancy suit for the date night with Leslie. This is a narrative game with a lot of scene art and it's not feasible to accommodate a variety of outfit choices for character, this is not designed to be a dress-them-up doll style game do not expect that to be a choice given to players for this game.