Plane sends out sound waves.
Sound waves move fast, but not that fast.
Plane goes very fast, faster than the sound wave.
Each sound wave in front of the plane is catching up to the ones in front of it because they are going faster and faster with the velocity of the plane.
At a certain point, all the sound waves come together and make one really big sound wave, which makes a boom.
You are sort of right to think of accumulating wind, as that’s the medium the waves travel in.
You’re getting hung up on the word “break”. Nothing breaks. It’s a figure of speech, in this case meaning “to exceed”. Think about “breaking” somebody’s record.
What makes the boom is the compression waves hitting the listener’s ear. You hear it as a momentary boom because it passes you quickly; in reality, that compression wave is continuous and emanates from the aircraft as long as it remains supersonic.
After a certain speed, air acts more like water than it does air, so to speak. When you hit the surface of water, it makes a splash sound, right? When you ski on the surface of water, the splash sound is continuous, right? Kind of the same thing with the air. It’s constantly “breaking the surface” of the air, and making that continuous “splash” sound. But much louder, because the surface area of the airplane is breaking a lot of the air all at once instead of just the small surface area of, say, a bullet or a whip, which does the same thing when making that “crack” sound.
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