Having second thoughts about toupee, staying at home (5)
I believe the answer is:
ruing
'having second thoughts' is the definition.
(I've seen this before)
'toupee staying at home' is the wordplay.
'toupee' becomes 'rug' (rug is a kind of toupee).
'staying' is an insertion indicator (stay could historically mean to imprison).
'at home' becomes 'in' ('in' can be similar in meaning to 'at home').
'rug' going around 'in' is 'RUING'.
'about' is the link.
(Other definitions for ruing that I've seen before include "Bitterly regretting" , "Feeling bad" , "full of remorse?" , "Feeling sorry for" , "Having second thoughts" .)