I've noticed that seems to be a tolernace issue. I have a couple pair of headphones that fit great as well as a casette adapter for my truck that fits fine. But I have one that fits loose. It seems Motorola just made the jack at one end of the tolerance and some headphones are at the other end. Find a store with a good return policy and buy a headphone and if its loose return it and buy another. Stay away from the fad brands, Apple's iphad, skull candy, etc which are really cheap quaility and the price of them is paying for marketing. Mine are Koss. They work just fine, through PA highways (bump bump, bump bump, bump bump due to them being improperly surfaced), Dirt roads in WV, off roading on the farm. Enough of a bump to make the car dock come off the window but the headphone plug stayed tight and kept playing.
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