Rough for one to wear one? Right (4,5)
I believe the answer is:
hair shirt
'one? right' is the definition.
The answer and definition can be both man-made objects as well as being singular nouns.
Maybe there's an association between them I don't understand?
'rough for one to wear' is the wordplay.
'rough for' becomes 'hair' (I can't justify this - if you can you should believe this answer much more).
'one to wear' becomes 'shirt' (shirt is a kind of wear).
'hair'+'shirt'='HAIR-SHIRT'
Can you help me to learn more?
(Other definitions for hair shirt that I've seen before include "Coarse hirsute garment worn over skin as a penance" , "Austere garment" , "uncomfortable clothing" , "Something worn by penitents" , "Hirsute penitential garment for men" .)