In my article "Near-Ideal Nine Letter Word Ladders" in the August 2000 Word Ways I stated six criteria for a Connoisseur's Ladders: the technical criteria of changing all words in the minimum number of steps (in sequence), and the aesthetic ones of familiar words with apposite meanings. I found about 50 ladders which meet some of the technical criteria, and perhaps none which met the aesthetic ones, though BRAWNIEST-TWINKLERS might be regarded as amusing.
"Ten-Letter Word Ladders,"
Word Ways: Vol. 33
, Article 13.
Available at: http://digitalcommons.butler.edu/wordways/vol33/iss3/13