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Grado Labs SR80 headphones
A handsfree kit doubles up as headphones for your phone's media, but when you just want to blast out some tunes in your hotel room while writing up your copy, a handsfree kit just doesn't quite cut it. You need something heavy duty and powerful enough to knock you off your chair.
The bass is incredible, the headphones are comfortable, and are not heavy. They come with a 3.5mm jack so they're compatible with the very vast majority of audio devices. If you want a boogie, the cable is long enough to stand back from your laptop and rock out while no-one else is looking.
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.
iPod touch (fourth-generation)
Yet another Apple product. I can't deny that keeping the Apple ecosystem -- hardware and software -- has made my life somewhat easier and in-sync across devices, but again it falls down to simplicity and value for what you need.
The iPod touch is my sole companion to-and-from places; that's all it's used for. My working hours often push my social life to the back-end of the day, meaning I miss out on much of the traditional television hours. I often digitally-record or catch up through on-demand services, but travelling is an ideal time to catch up on your back catalog of television.
8GB is enough: my music collection is rarely transferred in its entirety, but there is plenty of space for a good half season of television to get me through a flight or a two-hour Eurostar journey.