As adjectives the difference between raggiest and draggiest
is that raggiest is superlative of raggy while draggiest is superlative of draggy.
raggiest
English
Adjective
(head)
(raggy) raggy
English
Adjective
(er)
raglike; like a rag.
scruffy; tending to dress in rags.
Similar in style to ragtime music.
draggiest
English
Adjective
(head)
(draggy)
draggy
English
Adjective
(er)
boring; dull.
moving or developing very slowly.
(slang) tiresome.