Sailor wearing drunk's wooden shoe (5)
I believe the answer is:
sabot
'wooden shoe' is the definition.
(I've seen this before)
'sailor wearing drunk's' is the wordplay.
'sailor' becomes 'ab' (abbreviation for able seaman).
'wearing' means one lot of letters goes inside another.
'drunk' becomes 'sot' ('sot' can be a synonym of 'drunk').
'ab' placed within 'sot' is 'SABOT'.
(Other definitions for sabot that I've seen before include "what's afoot?" , "Boast (anag) - shoe" , "French wooden shoe" , "Simple shoe" , "sole support?" .)