Depressing Items are special weapons that play a large part in the Bob's Lost Soul quest, where all of them must be obtained to complete the quest. There are also miscellaneous depressing armour items unrelated to the quest and are collectables.
Depressing Weapons can be obtained by doing challenges found throughout the Nesaak Forest. They can also be dropped by Ragni Plains and Nesaak Forest mobs.
Depressing armour is only dropped by the rarest mobs, and is very difficult to obtain. These are often-prized and collectable items that can be sold on the Trade Market for a large sum of emeralds.