Head phones
i know it's dangerous, but i need to listen to something too, and i only do 40~k rides! i use in ear ones because they let in a fair bit of noise, so i can still hear cars. I keep the volume down pretty low, and i don't use them if it's dark, cos it's hard enough to concentrate in the dark without hindering your ears.
Ya get what ya pay for i guess, so get cheap ones that'll let outside noise in. not those big DJ style things!
my 2cents.
"Only those who will risk going too far can possibly find out how far one can go."
-- T.S. Eliot
It might work to just have the headphone in one ear so that you have an ear "available" to better pick up oncoming traffic, etc.

Yep! the one ear solution is great.
Hyperactive Trifueler!!!! (I refuse to let the status go :p)
Oakley just acme out with a product called the O'Rokr..it uses a bluetooth connection to the ipod. I agree that cycling with headphones is dangerous, but I do it with the volume down and at my own risk I suppose.
Not only is it dangerous to have headphones in both ears while cycling, but in most states it's also illegal, keep it to one ear. (sorry to sound preachy, but I'm friends with some traffic engineers and am tired of hearing about cyclists who get into some kind of trouble because they like to think that they aren't legally a vehicle and are above the rules of the road)
My opinion will be unpopular, but I say if you wanna ride with music, just go for it. I've ridden thousands of miles completely shut out from the world, and have never even had a close call. Just be careful, and you'll be fine.
I use some around-the-ear Sony's (available at any store for around 11 bucks). They're useless going downhill, because the wind noise over 26mph drowns out the music. You might want to try some IEM's (in-ear monitors). Use ones that sit flush against your ear (Shure E5c, Shure E500, Westone UM2, Etymotic ER6i, etc). Good luck!
Don't forget that racing with headphones is illegal not only on the street, but it can get you DQed from races. I think of it as mental toughness. If you can get through a solo ride in a training situation, then doing in a race will be a snap. Or find someone to ride with. Thats THE best solution.
If you do use headphones, please only use one and constantly monitor your rear. One might think safety is less important on bike paths, but i cant count how many times I have had an idiot with earphones in not hear me call out "on your left" and almost drift or swerve right in front of or into me.
As a Park Ranger that monitors a bike path, I can tell you (after only 1.5 months on the job) that cyclist and rollerbladers with headphones are two of the most dangerous and accident causing things on the trail.
Be safe and courteous.
Life is short. Play hard and get dirty doing it.
Carry your music in your head and sing out loud! Safer and cheaper.
Listening to tunes while you ride or run outdoors for that matter, is dangerous. Period.
"What would life be if we had no courage to attempt anything?" - Vincent Van Gogh
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I admit that I use headphones when I'm riding on a trail or path, but never on the street. I usually ride alone during the week, so I like music to keep me moving. I keep it low so I can hear what's going on around me though. As far as the actual headphones, I use the cheapies from Target with the strap that goes over my head....everything else (like ear buds) just fall out.
"I'm more fun than an iPod!"
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Now I know listening to music while cycling is not safe, and I would never encourage anyone to do it. But during 4+ hour rides I need a little entertainment. Does anyone have any suggestions for headphones that work while while cycling?
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