Crossword puzzle clue "you should try some of this grass"

[You should try some of this grass]

"You should try that"

"___ first you don't succeed, try, try again": 2 wds.

Org. for Ann Miller, who said "You try to help them, try to sing and dance ... it's heartbreaking."

Street corner things that tell you you can't park here, if you should stop, where to go, etc.

Wondering "Should I? Should I not?"

"Should ___ or Should I Go"

"Should I Stay or Should I Go" singer