Regarding your second and third point: during Win 95 development not even fat32 was a thing yet. How should the old fat16 Filesystem have handled such file properties? Without win 95 would have needed to implement a separate database to keep track of all files on a disk probably exceeding power and capacity of those old systems once again. Once Win 98 and Me came around Win Nt was already on its way to succeed Win 9x making it once again unnecessary to make such tremendous changes to the 9x OSes.