If Noah is your roomie, is he supposed to be naked (except hat and socks lol) or is that a glitch, cause the player doesn't even acknowledge it! Seriously though, this looks like a fun game and I hope you continue with it!
The clothing is randomized with some guidance according to the main desire you choose a the start as well as the characters clothing preferences. As it stands now your roomie might only briefly acknowledge clothing status when you match them yourself. There's more options for your characters personality in the works which will also add differing responses to your roommates appearance.