I have the case for a video and the h3 headphones. The headphones hold up pretty well on diggers, at least one ear stays in. I find it takes a little fiddling to get them sitting in your ear right, but they sound good when you do get it right. They also work better when you do not have water in your ear/in the headphone, but they will still work wet. The case is great, never had a drop of water inside it. My only problem is that it is a little bulky, but that can be expected with a bigger ipod. I recommend it, its a good case/headphones. Hope it works out for you.
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