Past (someone's or something's) prime adjective phrase
Used when someone or something is no longer in the best, most successful, or most productive stage
Jennifer, a well-known singer in the 1990s, was past her prime.
He used to be a famous football player, but he is past his prime now.
Those computers in the school are past their prime. I think they should be replaced.
a long time ago
To remain influential in a particular situation or a particular group of people for a long time
Time is running out.
This expression means something will occur in the near future.
Blind man's holiday is the time between daylight and darkness when people cannot work because it is too dark to see.
Extremely ugly; unlovely; unattractive
I hate frogs because they’re as ugly as sin.