Buy a second bike, ie Road Glide is my best answer.

I tried the Fork Bag Stereo on the dyna, but impossible to hear at highway speeds.

 

iPhone plus pandora and skull candy ear buds

 

Ipod nano and ear buds with any helmet (including skid lid). The ear buds cut the wind noise so good even without tunes.

 

My favorite tune is the hd motor. I dont like distractions when I ride but I do wear earplugs at times when not running with the windshield. For price and performance some quality ear buds are hard to beat, just watch out for the head when wearing them Lol

 

iPhone and earbuds. I have the ones with foam so the music is clearer. For a while I wanted to get the iPhone earbuds because then you can adjust volume, skip songs, and potentially answer your phone without having to go into your pocket but I couldn't justify spending that much money on earbuds.

 

I do run with earbuds right now. 1 for tunes and 2nd wind noise. I still hear the bike and everything around me, just really helps cut down on the wind noise.

 

Creative 16gb player $80(loaded) and sony $30 headphones(better bass), unless you want to spring 80+ bucks for the Bose in ear phones which I am sure will not disappoint. I haven't ever been stoppped, but I do believe its illegal(in my state anyway) to wear both buds in, but even at good volumes I still manage to hear sirens and havn't been pulled over. I think I am more aware when the tunes are jammin, because I am in a zone -wouldn't want anything to stop the ride or the jams! \m/

Oh I do wear them in my full face helmet, and the bass from the bike is awesome......I still barely hear the music lol!

 

300 watt amp in the saddlebag, 2 speakers in the toolbag on the handlebars. I can hear them great until 60mph, but faster than that, the wind noise kinda drowns them out, but if I use foam earplugs I can still hear them up to 80mph.

 

Jabra clipper Bluetooth reciver with Sennheiser ear buds and my iphone.

The clipper is brilliant. a tad bigger than a match book, and controls you can use with gloves on

 

+1 you can also receive pandora bluetooth from your phone