How comfortable are your earphones? The Apple iPod (and iPhone) earbuds are designed to hook just inside the ear. Other earphones use a design with a soft earpiece that fits into the ear canal.
You may find one design to be more comfortable, but the snug fit of the in-ear design does have a couple advantages: it helps block outside noise for better sound, and it's more secure when you're moving around, such as out jogging. (For another option, see my previous post on the Innovelis BudFits over-the-ear adapters.)
Or you can use AcoustiBuds to convert iPod (and similar) earbuds to an in-ear design.
These earbud adapters slip over your existing earphones, and have rows of soft fins to hold securely in your ears. Install them by folding back the elastic end and then rolling them over the earbuds.
The AcoustiBuds are soft and flexible, and angled down for a comfortable (and secure) fit. They seat snugly in the ear, and provide better sound by enhancing your music and isolating it from outside sounds.
The AcoustiBuds are available in white or black for $19.99 ($12.99 street), and come with two sizes, with 5 or 6 fins. Besides iPods and iPhones, they also fit a variety of music players and earphones including Microsoft Zune, SanDisk Sansa, Samsung, and Creative. They also received a CES '09 Innovations Award.
See my Portable Audio Accessories Gallery for information on headphones and earphones.
Find the AcoustiBuds on Amazon.com