until one is blue in the face

English[edit]

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(duration, idiomatic) For a hopelessly long time; used especially in respect to discussing, explaining, insisting, etc.
You can explain it until you're blue in the face, but he will never understand.
- 1937, Rodgers and Hart (lyrics and music), “Johnny One Note”:
  Poor Johnny one-note yelled willy nilly / Until he was blue in the face

for a long time