Alright, so I used to be in love with the Rooster Teeth Podcast, it's a pretty long running one, and it has more than 300 episodes. It does however sort of need you to be in loop with the Rooster Teeth community in general to understand what goes on.
I'm also a big fan of the SleepyCast, despite it's really zany and.. Honestly, morbid humor. It's abit disturbing from time to time, but it also manages to make amazing scenarios. This is not for the faint of heart.