Pilot lowering female prisoner (5)
I believe the answer is:
lifer
'pilot lowering female prisoner' is the definition.
'lifer' can be an answer for 'prisoner' (prisoner serving a life sentence). I'm unsure of the 'pilot lowering female' bit.
'lowering female prisoner' is the wordplay.
'lowering' becomes 'lier' (I am not sure about this - if you are sure you should believe this answer much more).
'female' becomes 'f' (abbreviation).
'prisoner' is an insertion indicator.
'lier' going around 'f' is 'LIFER'.
Can you help me to learn more?
(Other definitions for lifer that I've seen before include "One with very long sentence" , "Long-term prisoner" , "One given lots of porridge" , "Con" , "person given sizeable bird" .)