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For instance, when I first heard the song "Hip to be square", by Huey Lewis and the News, I didn't have a clue what the expression meant.
One of the most helpful sites I have found is wordhippo. Unfortunately, when I looked for the meaning of the word 'square', I ended up with over 48 meanings. So sometime I need to use another source. Curious what the song is about? It's perfectly explained on Wikipedia. Or just listen to the song. After all that's what music is all about.
Oh, and 'square' of course also means four-sided or right-angled. Like the Sand Tile pictured above...