I have an iPod nano, but I've never used it on my bike to date. Mostly I just sing to myself in my head.The nano has never skipped in my years of using it, even when I took it running.
I like the idea of putting your earbuds in your bra straps or near your head somehow, so you have the music near your ears but you're not totally blocking out ambient noises. Also earbuds usually aren't so loud, even at their loudest, that you'd be forcing your music on other people.



The nano has never skipped in my years of using it, even when I took it running.
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