It shows that one failed that time. I just asked ChatGPT. I can't be sure how original the riddle is. It's possible it copied the description of the double meaning from somewhere. But it looks like it understood it, and based on how LLMs work, there's no reason it shouldn't.

Make an original riddle. Explain the double meaning behind it.

Riddle: I hold many keys, yet open no doors. I sing without voice, yet keep perfect scores. Though I’m struck, I never feel pain; What am I, in sun or rain?

Answer: A piano.

Explanation of Double Meaning:

Literal Interpretation
    “Hold many keys, yet open no doors” refers to the piano's keyboard, which holds musical keys instead of physical keys for doors.
    “Sing without voice, yet keep perfect scores” alludes to how a piano produces sound through musical notes (without a voice) and follows written scores (musical notation).
    “Though I’m struck, I never feel pain” describes how piano strings are struck by hammers to create sound, but, of course, the piano doesn’t feel.

Play on Words
    Keys are often associated with doors, but here, they reference musical notes.
    Scores traditionally refer to results or outcomes, but in this context, they represent musical compositions.
    Struck typically implies being hit and possibly feeling pain, yet here, it refers to the mechanical action within a piano that produces music.

Each line has a figurative layer connected to musical terms, creating a double meaning based on the dual use of “keys,” “scores,” and “struck.”