I actually love the way that junko is messed up... But I kinda find Monaca annoying tsk

Hands down. She lived in abject conditions as a kid, got thrown out and became homeless, was abandoned by her elder sister and who knows what else she went through on her way to growing into the Ultimate Fashionista. She came to crave Despair, both for others and herself, influencing the whole World which lead to everything happening through the Series. Death being the Ultimate Pleasure for her at the end.

While Monaca had bad circumstances of her own, I wouldn't say they catch up. She still maintained most of her sanity and came out intact despite everything. As for Tsumugi, other than being a dedicated Cosplayer and DR Fangirl herself obsessed with making perfect copies, nothing much else is know !!!!