One’s imagining Romeo with shoddy readymade clothing (10)
I believe the answer is:
daydreamer
'one's imagining' is the definition.
(someone who imagines things)
'romeo with shoddy readymade clothing' is the wordplay.
'romeo with' becomes 'daydream' (I can't justify this - if you can you should give a lot more credence to this answer).
'shoddy' indicates anagramming the letters (I've seen this in other clues).
'clothing' says to hollow out the word (remove centre letters).
'readymade' with its centre removed is 're'.
're' is an anagram of 'er'.
'daydream'+'er'='DAYDREAMER'
(Other definitions for daydreamer that I've seen before include "One distracted from the present" , "Fantasist" , "One in a reverie" , "One letting their mind wander" , "one in a brown study" .)