Shadow of Rome. When you get around the mid-point, the game jumps from fairly challenging to murderously difficult and at one point asks you to clear a room full of (infinitely? I've never survived long enough to check) respawning enemies, all of which can have a spike shield and a sling, to a torch and a dagger, to halberds and can spawn smaller enemies and bigger enemies, the latter of which are thrice your size and can take four times the punishment.
By the time those enemies spawn in, you'll be able to appeal to the crowd to get a weapon (usually a halberd or a spear, if your're lucky it'll be a Grand Magnus) that's bigger than the player character. As soon as the weapon lands in the arena and you can pick it up, someone who previously didn't exist will stun you or knock you over or something, then themselves or another enemy will pick up your hard-earned bus-sized sword and proceed to rape you.
Even if you manage to get the weapon, any attack that hits you can make you drop your right-hand weapon. All of the weapons you can get by appealing to the crowd take two hands to hold.
Oh, and did I mention that you have to kill certain enemies in that room to rescue four hostages from wooden cages, and if anyone attacks them, the hostage takes damage? Yeah. I almost ate my controller.