Breaks one in possession, say, being upset (8)
I believe the answer is:
holidays
'breaks' is the definition.
The answer and definition can be both related to time as well as being plural nouns.
Maybe they are linked in a way 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 can't explain this - if you can you should give a lot more credence to this answer).
'being upset' indicates anagramming the letters.
'i' placed inside '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" .)