Do you even realize how puny and adorable Smaug actually is? Seriously. Think shooting down a dragon with only a small chink in its armor is tough? Try beating a dragon whose wings actually block out the ENTIRE SUN.
"Nine he gave to Mortal Men, proud and great, and so ensnared them. Long ago they fell under the domination of the One, and they became Ringwraiths, shadows under his great Shadow, his most terrible servants." I love this pic and description.
The Witch King of Angmar is the leader of the Nazgul or Ringwraiths and is also called the Morgol Lord. This is the ultimate hat to display in a bespoke cabinet, or to wear while attending an upcoming masquerede ball.