• captain ahab (moby-dick)
• harvey dent / two-face (dc)
• lord summerisle (the wicker man)
• floyd pepper (the muppets)
• skektek the scientist (the dark crystal)
• cantus the minstrel (fraggle rock)
• pink floyd (the wall)
• anthony j. crowley (good omens)
• carl showalter (fargo)
• murdoc niccals (gorillaz)
• the skywatcher (cirque du soleil)
• jack twist (brokeback mountain)
• dr. caligosto loboto (psychonauts)
• skwisgaar skwigelf (metalocalypse)
• magnus hammersmith (metalocalypse)
• ivan braginsky (hetalia)
• gilbert beilschmidt (hetalia)
• discord (mlp:fim)
• jasper (steven universe)
• hosea matthews (rdr2)
• harry du bois (disco elysium)

sorted chronologically by (approx) media creation date, because i can't really rank these well. i have more than these also, this list could get long fast.