The Guild 2 and 3. They are so janky and absurd. Half the mechanics barely work, the dialogue is ridiculous, but the game just has charm. It's got just enough economy mechanics to keep my math brain engaged while mostly playing it like The Sims.
Charm sure can go a long way, I find. Arguably, a lot of my favorite games just have a lot of character, more than anything, to differentiate them from similar games.