I have had a moment like that, losing a big item. I was doing something stupid and dishonerable at the time, so I guess I deserved it, but this was a long time ago, and I wouldn't do it now. I had just made enough money for a whip (they were about 3m at the time), and I wanted to go test it out. I took it into the wildy to 1 item pk (yeah, I know, stupid) I attacked someone with full rune on, who had a skull, but they werw owning me, so I ran. At around level 15 wilderness I ran into a group of pures, and one attacked me with a dds spec, and hit a 27, 29 on me, killing me. I respawned in falador, and looked in my inventory. No whip! Then I remembered that i had forgotten to put safe item on! I felt sooooo stupid, but I probably made that guys day, and I guess it serves me right for trying to 1 item pk.