Any boss that can do an insta-kill move, especially when you are a really high level and they can still one shot you.
Originally Pandemonium Warden from FFXI, it apparently took 18 hours to beat before it was patched as people became physically ill from fighting it.
Also Touhou bosses and any boss from other "bullet hell" games.
Originally Pandemonium Warden from FFXI, it apparently took 18 hours to beat before it was patched as people became physically ill from fighting it.
Also Touhou bosses and any boss from other "bullet hell" games.