Bass fuzzing out with headphones

When I have headphones plugged into the jack, the bass on all audio fuzzes out. I know it's not the headphones (Sennheiser HD 280, Bose Triport around ear, iPod standard earbuds all have the same problem). It's most likely due to the constant swapping between devices (I plug it into a 1/8"-1/4" adapter and hook it up to an amp, and then swap it back to headphones), but I was wondering if
a.) It's covered under the apple extended care plan
b.) Is there any kind of cleaning I can do to restore quality?
c.) Possible that all 3 headphones are wrong, and there's an internal audio level problem?
Thanks for any help/advice you can give.

Hi Steve,
which application you use to play that audio, and is it a regular songs from iTunes or one of your garage band song project.
Sometimes, the songs not equalize properly and too much boost on low frequency might caused that too.
Check your iTunes and try not to use any equaliser on your iTunes:
iTunes > window > equalizer > uncheck the on or choose flat.
Good Luck.

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