Party time hosting retired teacher and old player (5,3)
I believe the answer is:
doris day
'old player' is the definition.
I know nothing about this answer so I cannot judge whether this works.
'party time hosting retired teacher' is the wordplay.
'party' becomes 'do' (do is a kind of party).
'time' becomes 'day' (day is a kind of time).
'hosting' means one lot of letters goes inside another (inserted letters are welcomed in or hosted).
'retired' is a reversal indicator.
'teacher' becomes 'sir' (way of addressing a male teacher).
'sir' in reverse letter order is 'ris'.
'do'+'day'='doday'
'doday' placed around 'ris' is 'DORIS DAY'.
'and' is the link.
Can you help me to learn more?
(Other definitions for doris day that I've seen before include "US singer/film star" , "US singer/actress" , "American actress" , "Film actress/singer of the 1950s and 1960s" , "Secret Love singer" .)