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iPod nano (sixth-generation)
Depending on how long I'm out somewhere -- it can be an overnight job or a few days -- I take my downsized iPod with me for the sole purpose of listening to music when I head out for my morning run. Sure, dismiss the idea as hilarious, but despite my smoke-shattered lungs I still enjoy a good run at daybreak to get the endorphins in the right places for the stressful day ahead.
The iPod is small enough to clip onto my t-shirt and has skip/next-track functionality built into the hardware buttons, making it easy to maintain a good speed while bumping a song for another.
But its in-built fitness app is what separates it out from the rest -- including other, larger iPods (see next). It measures calorie count, run duration and distance through its accelerometer. The online Nike+ service is far from great, but the data can be reviewed in the device's history and added to your own online fitness service.