My Yurbuds Pro in-ear headphones ($60) are a constant outdoor running companion. They never — I mean never — fall out (even when I'm doing something spastic with my arms) and stay comfortable even on the longest training runs. But one of my favorite features of the Pro earphones is the phone-free buttons and microphone that are compatible with my iPhone. I can switch songs (as well as pause or fast-forward them), answer calls, and adjust the volume without needing to fumble with my phone. And since they're water-resistant, I can keep my soundtrack going even when I'm running in the rain.