Anime Series: Hellsing
This supernatural badass knew the intimidating power of high boots and a long, flowy topcoat. Essentially, he was like Vampire Hunter D except cooler. We can't really co-sign on the burgundy ascot, but the round sunglasses and black double-breasted suit are cool, and the aforementioned boots give it all an equestrian/military vibe. We can live with that.