Mine are purely technical:
TWIT (classical)
LugRadio (this one is pretty hilarious, even if you don't care about OSS. Beware the LugRadio syndrome - bursting out in laughter while listening in a bus/train/subway)
Security Now (sometimes they have interesting stuff)
Sploitcast (great stuff, too few episodes)
Diggnation (vidcast, I love watching Kevin getting drunk)
IT
Coversations (these are simply too many, I've no time for them all. Technation is great though)