Quite likely the first trope codifier for villains with sense of style is none other than the [[Creator/WilliamShakespeare Bard]] himself, whose villains were oftentimes "gentlemen" dressed in the height of contemporary fashion. As SlobsVersusSnobs was, as always, entirely in effect back then, the audience of the Globe, comprised mostly of London commoners, found it easy to mock and dislike such a villain - long story short, putting the characters intended as despicable in fashionable clothing made them even ''more'' despicable.

This was completely reversed just a few decades later with Milton's ''Literature/ParadiseLost'', the work single-handedly responsible for turning {{Satan}} from irredeemable villain to somewhat-likeable AntiHero, a case of MisaimedFandom if there was ever any. Before Milton's poem, Satan was largely seen as corrupting, but dim-witted force whom everyone and their grandmother could beat in game of brains. Renaissance public, however, didn't see this as very threatening. Something better was needed and so Satan was revamped in accordance with Shakespeare's despicable villain rule - he became suave, charming bastard, mingling with aristocracy and outwitting the smartest minds. Milton, somewhat against his wishes, added finishing touch to this image and so Satan - ''the'' ultimate villain of the times - became MagnificentBastard AntiHero with ''style'', codifying the trope for centuries of villains to come.

Fueled by tropes like AristocratsAreEvil (stemming from commoners' mistrust in their so-called betters) and EvilIsSexy (as there were times where it just wasn't right for ''heroes'' to be sexy), the ManOfWealthAndTaste flourished and even the waning of nobility hasn't seen it diminish. More even - with advent of giant, heartless corporations, he morphed a bit, to encompass not only aristocratic and stylish villains, but also those who prefer a [[BadassInANiceSuit nice suit]] to pimped-out coat. In those days, ManOfWealthAndTaste is directly tied to both AristocratsAreEvil and CorruptCorporateExecutive, pretty much ensuring its own survival.