Mount and Blade Warband. Not technically ME dying, since you're immortal, but it's close enough.
I had a decent sized army for a new character while testing out some minor modding. About 46 soldiers, I think, a few of which were decently high level. No huscarls or the like yet, but a decent group.
I take on a group of 20 Tundra Bandits. A little nasty, normally, but not a huge threat. Or so I think.
They spawn RIGHT near us in a very hilly region. Literally just a hill over from my start point. No time for me to really get stuff set up, so I throw down a few quick orders and ride off to distract them while my people get into position.
They proceed to very quickly fill me with arrows. At least one or two head shots, plus multiple arrows in my horse, my leg, and my shield.
Having the Diplomacy Mod installed, my people fight on. But not as well as if I'd been able to give them orders, or help. It's a meat grinder. All 20 of the Tundra bandits are kill, but I lose 19 killed and 19 wounded. Ouch.
I'm then immediately attacked by 9 Sea Raiders, who proceed to trounce my poor wounded warband. I couldn't get my forces to run away and I wasn't in any shape to fight myself. I should have just sacrificed a few guys, but I didn't want the reputation hit. Poor choice, I think.
I hate Sea Raiders.