And yes to answer my initial question, π³οΈβππ³οΈβππ³οΈβππ³οΈβππ³οΈβπ
That last one was from a silly non canon postgame chapter and. Well let's say they lean into it
TWEWY non plot spoiler
After finishing the game you can replay any day while retaining your items and stats so I dressed him up & went back to the reaper only to find he COULDN'T even open the damn route & he literally just wanted to see Joshua wearing that lmao
TWEWY non plot spoiler
so at one point there's this reaper who says he'll "possibly maybe" unblock the route to 104 if you come back with Joshua dressed in Natural Puppy clothes which is this cute clothing brand in the game. On my initial playthrough I couldn't do it and I finished the day anyway so figured there was some secret bonus thing back there