My room is a MESS. I'm 18, still seen as a kid by certain people. My bf Jordan's place (ahem, you) is sorta messy too xD so I'm not embarrassed.
Messy whenever I could/can. Currently it's a comfortable chaos.
Way back then, the only things in my bedroom were a bed, dresser and my clothes so it was easy to keep tidy.
My room is messy.
Mine was always kind of messy while my brother and sister kept theirs perfect. I would get yelled at to pick it up and I would just put everything under the bed ! Usually worked ! Out of sight, out of mind ! LOL