To listen to music you have to have good equipment ; earphones , headphones , speakers.
In ear headphones I recommend !
JVC XX. 40$ , better bass than any other headphone on the market , lasted a year
Encase Reflex. 50$ , clean/low profile , look amazing , well rounded sound. Just got them.
In ear I don't suggest !
Panasonic. Just in general are shit. Paid 60$ and they broke in 3 months from casual wear.
Apple earphones , I just hate them because they never fit and I blow out the speakers.
I know a fair bit about musical devices , such as features, trends , design , etc.
If you're biking I'd keep your ipod in your front pocket , it keeps the cable more straight and this helps prevent the jack from malfunctioning due to poor connection. Also , try find earphone with L shaped jacks , they are more durable and if you drop it on the jack they'll last better than normal I shaped ones. Keep your cable IN your shirt and body and let them droop on to your shirt ; they'll never get tangled on anything like your bars or hands. If your riding with a hoodie keep it between your shirt and hoodie.
Just trying to help out ! I like music and good quality headphones really make the difference ! I'll try to update this if I get more reviews. Feel free to add !