Darth Jello
Cheese Spelunker
If we're saying badasses in terms of body count, territory, and attrocities then in modern times we're talking Stalin. If you attribute his military ****ups, the holodomir, the purges, and the activities of the NKVD and the army, we're talking about somewhere around 60,000,000 deaths, at least 20,000,000 counts of rape and torture, and the Eastern Bloc.
If we're talking about before that, there's Genghis Kahn who definitely did a lot of raping considering that something like 1 in 5 people on the planet is a direct descendant, plus all the murder, attrocities, tributes, and everything else that allows you to unite warring people and conquer the largest swath of territory of any leader in the history of the world.
You've got Ivan The Terrible as well who similarly expanded Russia. Now I wouldn't list Vlad III Dracula because while there's no question that he impaled people and killed at least 300,000 people, there's some confusion as to whether he or Ivan committed most of those. Plus they both were influenced by Minamata disease what with all the mercury.