Put in awkward situation with pen — one held by me (6)
I believe the answer is:
stymie
'put in awkward situation' is the definition.
'stymie' can be an answer for 'situation' (stymie is a kind of situation). I am unsure of the 'put in awkward' bit.
'pen one held by me' is the wordplay.
'pen' becomes 'sty' (both can mean an animal enclosure).
'one' becomes 'i' (Roman numeral).
'held by' indicates putting letters inside.
'i' going within 'me' is 'mie'.
'sty'+'mie'='STYMIE'
'with' is the link.
Can you help me to learn more?
(Other definitions for stymie that I've seen before include "Hinder, obstruct, thwart" , "Hinder the progress of (something)" , "Block the path of, as on golf green" , "Old putting problem" , "Tricky situation" .)