Breaks one in possession, say, being upset (8)
I believe the answer is:
holidays
'breaks' is the definition.
The definition and answer can be both related to time as well as being plural nouns.
Maybe there's an association between them I don't understand?
'one in possession say being upset' is the wordplay.
'one' becomes 'i' (Roman numeral).
'in' means one lot of letters goes inside another.
'possession' becomes 'hold' (I am not sure about this - if you are sure you should believe this answer much more).
'being upset' indicates an anagram.
'i' placed into 'hold' is 'holid'.
'say' with letters rearranged gives 'ays'.
'holid'+'ays'='HOLIDAYS'
Can you help me to learn more?
(Other definitions for holidays that I've seen before include "Periods of release from work" , "Lidos, yah? (Anag)" , "Leisure periods" , "Vacations 98)" , "Leisure times" .)