What would make this sentence an embarrassing mistake?

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centaur

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Which option is correct (or more correct than the other) and why?

I rarely listen to music _____ my iPhone.

a) on
b) with

Please be kind enough to explain in detail.
Thank you :)
 

bhaisahab

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Which option is correct (or more correct than the other) and why?

I rarely listen to music _____ my iPhone.

a) on
b) with

Please be kind enough to explain in detail.
Thank you :)
Generally we listen to music "on" something, radio, hi-fi, mp3 etc.
 

centaur

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Please note that I've italicized 'rarely'.
Is it that the answer would change depending on the frequency of the action performed? I mean-

I listen to music on my iPhone everyday.

I rarely listen to music with my iPhone. (action is performed less frequently )
 
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bhaisahab

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Please note that I've italicized 'rarely'.
Is it that the answer would change depending on the frequency of the action performed? I mean-

I listen to music on my iPhone everyday.

I rarely listen to music with my iPhone.
It doesn't make any difference whether or not you use "rarely".
 

e2e4

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You listen to the music with your ears and not the phone while the phone is singing like a nightingale.:)
 

centaur

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Thanks for the reply, but in what cases should I use "with"?
 

e2e4

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A learner

Hard for me to say

I think you work by (using) your hands.
The book is (written) by the writer.

You go on foot.
 
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