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Hip To Be Square

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The speaker describes a change from rebellious behavior to a more conventional, disciplined life: he settles down, dresses neatly, exercises, and watches what he eats. At first, this sounds like giving up excitement, and he admits that the new routine may seem dull or โ€œcrazy.โ€ But his tone becomes confident and playful as he insists that being conventional is now fashionable.

โ€œRenegadeโ€ suggests someone who breaks rules, while โ€œsquareโ€ is an informal word for a respectable, traditional, or uncool person. The titleโ€™s phrase โ€œhip to be squareโ€ is a joke built on a contrast: โ€œhipโ€ means fashionable, so the speaker claims that being ordinary is fashionable. Cutting his hair is a simple sign of his outward change. The people who were once โ€œthe farthest outโ€ have โ€œgone the other way,โ€ meaning even former outsiders have become more conventional.

The lyrics can be heard as celebrating a calmer lifestyle, but they also gently mock the idea of following trends. The speaker says he knows the routine may be โ€œnowhere,โ€ yet he still embraces it, which leaves some uncertainty about whether he truly values it or is performing confidence. The repeated slogan makes conformity sound like a trend of its own.