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Because your brakes, when applied, "straiten" the rotor (disk) from a cockeyed angle. To put it simply, your wheel bearings are worn and while driving, the rotor, wheel and tire are at a slight angle. The "wear indicators" (a small piece of metal attached to the pads on the top) built into the brake pads are temporarily rubbing against the rotor. When you apply the brake, it temporarily returns the group back to where is should be as if it were new, stopping the indicators from touching the rotor.

Thought i should add that if your wheel stops squeaking when you depress the pedal it is usually a sign of ball-bearing wear. The wheel will squeak through braking if the brakes are done, or worn.

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Q: Why does the driver's side front wheel squeak when you're driving and immediately stop when you brake?
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