Every time I have equipped a clothing item of better condition than what I currently wear, the previous one gets deleted along with all of the items in that clothing. I was wearing a Hunter Jacket (Worn Condition) when I found a Combat Jacket (Pristine Condition). I equipped the Combat Jacket with intent to transfer all my items from my old Hunter Jacket, but as I equipped the Combat Jacket, the Hunter Jacket immediately despawned along with all of the items contained in the Hunter Jacket (Multiple magazines (FX45, SGK, Kolt1911) and ammunition (9x19, .45acp, 5.56x45)).