in terms of number of unique episodes, is probably Friends. But Diggnation comes close, and will soon overtake it.
Yes, a web show hosted by two dudes– Alex Albrecht and Kevin Rose— gradually getting drunk on beer (or tea), talking about popular stories from Digg.com (“that’s dee aye uh double-gee dot com,” says Alex). They’re on episode 234, and I’ve watched between 150 and 200 of them over the past 4 years. They’re an “odd couple” pairing (Kevin’s a Mac, Alex is a PC). They’re funny and smart, if occasionally sophomoric, and have managed to hold my attention for approximately 40 minutes * 200 episodes = 133 hours. Hope to see a live Diggnation in Boston some time soon.