Painful pin on tag wrestling (8)
I believe the answer is:
poignant
'painful' is the definition.
(similar in meaning)
'pin on tag wrestling' is the wordplay.
'wrestling' indicates an anagram.
'pin'+'on'+'tag'='pinontag'
'pinontag' with letters rearranged gives 'POIGNANT'.
(Other definitions for poignant that I've seen before include "Moving, touching" , "Touching - gin on tap (anag)" , "Painful" , "Sharply, painfully emotive" , "Heart-rending" .)