Just chiming in here:

I got a snazzy new ipod accessory that hooks onto my handlebars (www.marware.com. Great stuff!). Anyway, I got it during the winter and hooked it on while I was riding on the trainer. I thought it would be a great idea for rides in general, but when I was ready to get out on the road for the first time I felt funny using it (mostly because I didn't want to crash and break it!). Now I reserve my handlebarclipyipodthingy (yes...the true technical term) for rides on the trainer only. I think I'd be uncomfortable with anything in my ears!