Rating given to bachelor with timid clothing worn (6)
I believe the answer is:
shabby
'worn' is the definition.
(similar in meaning)
'rating given to bachelor with timid clothing' is the wordplay.
'rating given' becomes 'ab' (both can mean a sailor. I am not sure about the 'given' bit.).
'to bachelor' becomes 'B' (abbreviation e.g. BA=Bachelor of Arts).
'with' is a charade indicator (letters next to each other).
'timid' becomes 'shy' (synonyms).
'clothing' indicates putting letters inside (some letters cover up or clothe others).
'ab'+'b'='abb'
'abb' going within 'shy' is 'SHABBY'.
Can you help me to learn more?
(Other definitions for shabby that I've seen before include "Badly worn" , "in worn and dirty clothes" , "has seen better days" , "Frayed" , "Old and threadbare" .)