You have a player that has had Boots of Speed for a number of levels, that has taken him thousands of miles through the harshes of conditions. You have another with a Cloak of Protection that has seen battles and a number of tavern fights and fire.
At what point do you as a DM say; "It no longer functions and time to send it to the Savage Orken Army?
At what point do you as a DM say; "It no longer functions and time to send it to the Savage Orken Army?