Henry Spencer
I'm not a monster, it's only a mask.
Beating Rocket Knight Adventures (Mega Drive) in Crazy Hard Mode (1 hit kill, no continues, immediate game over). Made the game even more intense.
I'd say out of recent games, beating the Bloodborne DLC for the first time, on NG+ (which is even harder, since it adds in extra attack patterns from the bosses) was a very, very hard task. Definitely the hardest thing I've played by From Software. Those bosses were insane and so intense. I've never died so many times in a game since the Mega Drive days, I don't think.
I'd say out of recent games, beating the Bloodborne DLC for the first time, on NG+ (which is even harder, since it adds in extra attack patterns from the bosses) was a very, very hard task. Definitely the hardest thing I've played by From Software. Those bosses were insane and so intense. I've never died so many times in a game since the Mega Drive days, I don't think.