6. Rokurou Okajima

Anime: Black Lagoon

I want to shout out to Rokurou because he’s like the most millennial pirate ever.

He didn’t even want to become a pirate. He was in fact just a salaryman, but got kidnapped by a mercenary group called Black Lagoon and kind of just rolled with it.

He might also just have Stockholm syndrome, but whatever either-or.

The Black Lagoon represents the modern pirates, as they might not be having sword battles and dying of scurvy, but they are definitely breaking all of the laws.

And even in a group like that, Rokurou managed to be more of the diplomat type. You just got to love it.