Putting a foot into the wrong one repeatedly (5)
I believe the answer is:
often
'repeatedly' is the definition.
(thesaurus)
'putting a foot into the wrong one' is the wordplay.
'putting a foot' becomes 'ft' (I can't explain this - if you can you should believe this answer much more).
'into' is an insertion indicator.
'the wrong' indicates an anagram.
'one' anagrammed gives 'oen'.
'ft' inserted within 'oen' is 'OFTEN'.
Can you help me to learn more?
(Other definitions for often that I've seen before include "on numerous occasions" , "Repeatedly, many times" , "Commonly" , "Frequently, many times" , "Frequently, habitually" .)