30 Day VILLAINS challenge, day 19: Villainous families/couples

Welcome to another 30 day challenge which in honor of spooky season will cover the topic of Pop Culture Villains!

We’ve covered villain groups and team-ups, but sometimes there’s a deeper bond between villains than simple shared interest. Sometimes villainy is a family business, or shared between two lovers, and so whether we’re talking backstabbing siblings, toxic relationships or actual, mutual affection, the main prompt of today is: What are are your favorite villainous families/couples?

Bonus Prompt: Worst/most mismatched families/couples?

Maniacal prompt: Best/worst cases of revenge-seeking descendants/evil lineages?

Machiavellian Prompt: Who would’ve made more sense as a couple? And who’d make more sense seperate?